#METABOLOMICS WORKBENCH BDrotleff_20250218_005836 DATATRACK_ID:5641 STUDY_ID:ST003741 ANALYSIS_ID:AN006142 PROJECT_ID:PR002327 VERSION 1 CREATED_ON February 20, 2025, 7:47 am #PROJECT PR:PROJECT_TITLE A Metabolite-Based Resistance Mechanism Against Malaria PR:PROJECT_SUMMARY Jaundice is a common clinical presentation of Plasmodium (P.) falciparum PR:PROJECT_SUMMARY malaria, arising from the accumulation of circulating bilirubin. Whether the PR:PROJECT_SUMMARY active production of this lipophilic yellow pigment by biliverdin reductase A PR:PROJECT_SUMMARY (BVRA) represents an adaptive or maladaptive response to Plasmodium infection is PR:PROJECT_SUMMARY not understood. Here we found that the transition of P. falciparum infection PR:PROJECT_SUMMARY from asymptomatic towards symptomatic malaria was associated with a >10-fold PR:PROJECT_SUMMARY reduction in the ratio of circulating unconjugated bilirubin over parasite PR:PROJECT_SUMMARY burden. Genetic deletion of Blvra in mice suppressed bilirubin production and PR:PROJECT_SUMMARY precipitated malaria mortality, owed to higher parasite burden and virulence. PR:PROJECT_SUMMARY Inhibition of bilirubin conjugation by the repression of hepatic UDP PR:PROJECT_SUMMARY glucuronosyltransferase family 1 member A1 (UGT1A1), increased the levels of PR:PROJECT_SUMMARY circulating unconjugated bilirubin and prevented malaria mortality. Unconjugated PR:PROJECT_SUMMARY bilirubin targeted P. falciparum directly inside red blood cells (RBC) to PR:PROJECT_SUMMARY suppress mitochondrion pyrimidine synthesis and inhibit the formation of PR:PROJECT_SUMMARY hemozoin crystals, compromising the parasite´s food vacuole´s capacity to PR:PROJECT_SUMMARY detoxify heme and extract essential amino acids (AA) from hemoglobin. In PR:PROJECT_SUMMARY conclusion, jaundice represents an evolutionary conserved metabolic response to PR:PROJECT_SUMMARY Plasmodium spp. infection that limits malaria severity. PR:INSTITUTE European Molecular Biology Laboratory PR:DEPARTMENT EMBL Heidelberg PR:LAST_NAME Drotleff PR:FIRST_NAME Bernhard PR:ADDRESS Meyerhofstr. 1, Heidelberg, BW, 69117, Germany PR:EMAIL bernhard.drotleff@embl.de PR:PHONE none PR:PUBLICATIONS in preparation PR:CONTRIBUTORS Ana Figueiredo, Sonia Trikha Rastogi, Susana Ramos, Fátima Nogueira, Katherine PR:CONTRIBUTORS De Villiers, António G. Gonçalves de Sousa, Lasse Votborg-Novél, Cäcilie von PR:CONTRIBUTORS Wedel, Pinkus Tober-Lau, Elisa Jentho, Sara Pagnotta, Miguel Mesquita, Silvia PR:CONTRIBUTORS Cardoso, Giulia Bortolussi, Andres Munro, Erin M. Tranfield, Jessica Thibaud, PR:CONTRIBUTORS Denise Duarte, Ana Laura Sousa, Sandra N. Pinto, Jamil Kitoko, Ghyslain PR:CONTRIBUTORS Mombo-Ngoma, Johannes Mischlinger, Sini Junttila, Marta Alenquer, Maria João PR:CONTRIBUTORS Amorim, Chirag Vasavda, Piter J. Bosma, Sara Violante, Bernhard Drotleff, Tiago PR:CONTRIBUTORS Paixão, Silvia Portugal, Florian Kurth, Laura L. Elo, Bindu Paul, Rui Martins & PR:CONTRIBUTORS Miguel P. Soares #STUDY ST:STUDY_TITLE A Metabolite-Based Resistance Mechanism Against Malaria ST:STUDY_SUMMARY Jaundice is a common clinical presentation of Plasmodium (P.) falciparum ST:STUDY_SUMMARY malaria, arising from the accumulation of circulating bilirubin. Whether the ST:STUDY_SUMMARY active production of this lipophilic yellow pigment by biliverdin reductase A ST:STUDY_SUMMARY (BVRA) represents an adaptive or maladaptive response to Plasmodium infection is ST:STUDY_SUMMARY not understood. Here we found that the transition of P. falciparum infection ST:STUDY_SUMMARY from asymptomatic towards symptomatic malaria was associated with a >10-fold ST:STUDY_SUMMARY reduction in the ratio of circulating unconjugated bilirubin over parasite ST:STUDY_SUMMARY burden. Genetic deletion of Blvra in mice suppressed bilirubin production and ST:STUDY_SUMMARY precipitated malaria mortality, owed to higher parasite burden and virulence. ST:STUDY_SUMMARY Inhibition of bilirubin conjugation by the repression of hepatic UDP ST:STUDY_SUMMARY glucuronosyltransferase family 1 member A1 (UGT1A1), increased the levels of ST:STUDY_SUMMARY circulating unconjugated bilirubin and prevented malaria mortality. Unconjugated ST:STUDY_SUMMARY bilirubin targeted P. falciparum directly inside red blood cells (RBC) to ST:STUDY_SUMMARY suppress mitochondrion pyrimidine synthesis and inhibit the formation of ST:STUDY_SUMMARY hemozoin crystals, compromising the parasite´s food vacuole´s capacity to ST:STUDY_SUMMARY detoxify heme and extract essential amino acids (AA) from hemoglobin. In ST:STUDY_SUMMARY conclusion, jaundice represents an evolutionary conserved metabolic response to ST:STUDY_SUMMARY Plasmodium spp. infection that limits malaria severity. ST:INSTITUTE European Molecular Biology Laboratory ST:DEPARTMENT EMBL Heidelberg ST:LAST_NAME Drotleff ST:FIRST_NAME Bernhard ST:ADDRESS Meyerhofstr. 1, Heidelberg, BW, 69117, Germany ST:EMAIL bernhard.drotleff@embl.de ST:PHONE none ST:PUBLICATIONS in preparation #SUBJECT SU:SUBJECT_TYPE Human SU:SUBJECT_SPECIES Homo sapiens SU:TAXONOMY_ID 9606 #SUBJECT_SAMPLE_FACTORS: SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Raw file names and additional sample data SUBJECT_SAMPLE_FACTORS Human neg h_Blank_1 Treatment:Blank | Timepoint:12h | Sample source:Blank RAW_FILE_NAME(Raw file name)=neg h_Blank_1.raw SUBJECT_SAMPLE_FACTORS Human neg h_Blank_2 Treatment:Blank | Timepoint:12h | Sample source:Blank RAW_FILE_NAME(Raw file name)=neg h_Blank_2.raw SUBJECT_SAMPLE_FACTORS Human neg h_Blank_3 Treatment:Blank | Timepoint:12h | Sample source:Blank RAW_FILE_NAME(Raw file name)=neg h_Blank_3.raw SUBJECT_SAMPLE_FACTORS Human neg8h_Blank_1 Treatment:Blank | Timepoint:8h | Sample source:Blank RAW_FILE_NAME(Raw file name)=neg8h_Blank_1.raw SUBJECT_SAMPLE_FACTORS Human neg8h_Blank_2 Treatment:Blank | Timepoint:8h | Sample source:Blank RAW_FILE_NAME(Raw file name)=neg8h_Blank_2.raw SUBJECT_SAMPLE_FACTORS Human neg8h_Blank_3 Treatment:Blank | Timepoint:8h | Sample source:Blank RAW_FILE_NAME(Raw file name)=neg8h_Blank_3.raw SUBJECT_SAMPLE_FACTORS Human negQC03 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=negQC03.raw SUBJECT_SAMPLE_FACTORS Human negQC04 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=negQC04.raw SUBJECT_SAMPLE_FACTORS Human negQC05 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=negQC05.raw SUBJECT_SAMPLE_FACTORS Human negQC06 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=negQC06.raw SUBJECT_SAMPLE_FACTORS Human negQC07 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=negQC07.raw SUBJECT_SAMPLE_FACTORS Human negQC08 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=negQC08.raw SUBJECT_SAMPLE_FACTORS Human negQC09 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=negQC09.raw SUBJECT_SAMPLE_FACTORS Human negQC10 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=negQC10.raw SUBJECT_SAMPLE_FACTORS Human negQC11 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=negQC11.raw SUBJECT_SAMPLE_FACTORS Human negQC12 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=negQC12.raw SUBJECT_SAMPLE_FACTORS Human neg h_iRBC-BR_1 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_iRBC-BR_1.raw SUBJECT_SAMPLE_FACTORS Human neg h_iRBC-BR_2 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_iRBC-BR_2.raw SUBJECT_SAMPLE_FACTORS Human neg h_iRBC-BR_3 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_iRBC-BR_3.raw SUBJECT_SAMPLE_FACTORS Human neg h_iRBC-BR_4 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_iRBC-BR_4.raw SUBJECT_SAMPLE_FACTORS Human neg h_iRBC-BR_5 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_iRBC-BR_5.raw SUBJECT_SAMPLE_FACTORS Human neg h_iRBC-DMSO_1 Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_iRBC-DMSO_1.raw SUBJECT_SAMPLE_FACTORS Human neg h_iRBC-DMSO_2 Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_iRBC-DMSO_2.raw SUBJECT_SAMPLE_FACTORS Human neg h_iRBC-DMSO_3 Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_iRBC-DMSO_3.raw SUBJECT_SAMPLE_FACTORS Human neg h_iRBC-DMSO_4 Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_iRBC-DMSO_4.raw SUBJECT_SAMPLE_FACTORS Human neg h_iRBC-DMSO_5 Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_iRBC-DMSO_5.raw SUBJECT_SAMPLE_FACTORS Human neg h_RBC-BR_1 Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_RBC-BR_1.raw SUBJECT_SAMPLE_FACTORS Human neg h_RBC-BR_2 Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_RBC-BR_2.raw SUBJECT_SAMPLE_FACTORS Human neg h_RBC-BR_3 Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_RBC-BR_3.raw SUBJECT_SAMPLE_FACTORS Human neg h_RBC-BR_4 Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_RBC-BR_4.raw SUBJECT_SAMPLE_FACTORS Human neg h_RBC-BR_5 Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_RBC-BR_5.raw SUBJECT_SAMPLE_FACTORS Human neg h_RBC-DMSO_1 Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_RBC-DMSO_1.raw SUBJECT_SAMPLE_FACTORS Human neg h_RBC-DMSO_2 Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_RBC-DMSO_2.raw SUBJECT_SAMPLE_FACTORS Human neg h_RBC-DMSO_3 Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_RBC-DMSO_3.raw SUBJECT_SAMPLE_FACTORS Human neg h_RBC-DMSO_4 Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_RBC-DMSO_4.raw SUBJECT_SAMPLE_FACTORS Human neg h_RBC-DMSO_5 Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg h_RBC-DMSO_5.raw SUBJECT_SAMPLE_FACTORS Human neg8h_iRBC-BR_1 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_iRBC-BR_1.raw SUBJECT_SAMPLE_FACTORS Human neg8h_iRBC-BR_2 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_iRBC-BR_2.raw SUBJECT_SAMPLE_FACTORS Human neg8h_iRBC-BR_3 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_iRBC-BR_3.raw SUBJECT_SAMPLE_FACTORS Human neg8h_iRBC-BR_4 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_iRBC-BR_4.raw SUBJECT_SAMPLE_FACTORS Human neg8h_iRBC-BR_5 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_iRBC-BR_5.raw SUBJECT_SAMPLE_FACTORS Human neg8h_iRBC-DMSO_1 Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_iRBC-DMSO_1.raw SUBJECT_SAMPLE_FACTORS Human neg8h_iRBC-DMSO_2 Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_iRBC-DMSO_2.raw SUBJECT_SAMPLE_FACTORS Human neg8h_iRBC-DMSO_3 Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_iRBC-DMSO_3.raw SUBJECT_SAMPLE_FACTORS Human neg8h_iRBC-DMSO_4 Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_iRBC-DMSO_4.raw SUBJECT_SAMPLE_FACTORS Human neg8h_iRBC-DMSO_5 Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_iRBC-DMSO_5.raw SUBJECT_SAMPLE_FACTORS Human neg8h_RBC-BR_1 Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_RBC-BR_1.raw SUBJECT_SAMPLE_FACTORS Human neg8h_RBC-BR_2 Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_RBC-BR_2.raw SUBJECT_SAMPLE_FACTORS Human neg8h_RBC-BR_3 Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_RBC-BR_3.raw SUBJECT_SAMPLE_FACTORS Human neg8h_RBC-BR_4 Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_RBC-BR_4.raw SUBJECT_SAMPLE_FACTORS Human neg8h_RBC-BR_5 Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_RBC-BR_5.raw SUBJECT_SAMPLE_FACTORS Human neg8h_RBC-DMSO_1 Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_RBC-DMSO_1.raw SUBJECT_SAMPLE_FACTORS Human neg8h_RBC-DMSO_2 Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_RBC-DMSO_2.raw SUBJECT_SAMPLE_FACTORS Human neg8h_RBC-DMSO_3 Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_RBC-DMSO_3.raw SUBJECT_SAMPLE_FACTORS Human neg8h_RBC-DMSO_4 Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_RBC-DMSO_4.raw SUBJECT_SAMPLE_FACTORS Human neg8h_RBC-DMSO_5 Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=neg8h_RBC-DMSO_5.raw SUBJECT_SAMPLE_FACTORS Human pos h_Blank_1 Treatment:Blank | Timepoint:12h | Sample source:Blank RAW_FILE_NAME(Raw file name)=pos h_Blank_1.raw SUBJECT_SAMPLE_FACTORS Human pos h_Blank_2 Treatment:Blank | Timepoint:12h | Sample source:Blank RAW_FILE_NAME(Raw file name)=pos h_Blank_2.raw SUBJECT_SAMPLE_FACTORS Human pos h_Blank_3 Treatment:Blank | Timepoint:12h | Sample source:Blank RAW_FILE_NAME(Raw file name)=pos h_Blank_3.raw SUBJECT_SAMPLE_FACTORS Human pos8h_Blank_1 Treatment:Blank | Timepoint:8h | Sample source:Blank RAW_FILE_NAME(Raw file name)=pos8h_Blank_1.raw SUBJECT_SAMPLE_FACTORS Human pos8h_Blank_2 Treatment:Blank | Timepoint:8h | Sample source:Blank RAW_FILE_NAME(Raw file name)=pos8h_Blank_2.raw SUBJECT_SAMPLE_FACTORS Human pos8h_Blank_3 Treatment:Blank | Timepoint:8h | Sample source:Blank RAW_FILE_NAME(Raw file name)=pos8h_Blank_3.raw SUBJECT_SAMPLE_FACTORS Human posQC03 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=posQC03.raw SUBJECT_SAMPLE_FACTORS Human posQC04 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=posQC04.raw SUBJECT_SAMPLE_FACTORS Human posQC05 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=posQC05.raw SUBJECT_SAMPLE_FACTORS Human posQC06 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=posQC06.raw SUBJECT_SAMPLE_FACTORS Human posQC07 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=posQC07.raw SUBJECT_SAMPLE_FACTORS Human posQC08 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=posQC08.raw SUBJECT_SAMPLE_FACTORS Human posQC09 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=posQC09.raw SUBJECT_SAMPLE_FACTORS Human posQC10 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=posQC10.raw SUBJECT_SAMPLE_FACTORS Human posQC11 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=posQC11.raw SUBJECT_SAMPLE_FACTORS Human posQC12 Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC RAW_FILE_NAME(Raw file name)=posQC12.raw SUBJECT_SAMPLE_FACTORS Human pos h_iRBC-BR_1 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_iRBC-BR_1.raw SUBJECT_SAMPLE_FACTORS Human pos h_iRBC-BR_2 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_iRBC-BR_2.raw SUBJECT_SAMPLE_FACTORS Human pos h_iRBC-BR_3 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_iRBC-BR_3.raw SUBJECT_SAMPLE_FACTORS Human pos h_iRBC-BR_4 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_iRBC-BR_4.raw SUBJECT_SAMPLE_FACTORS Human pos h_iRBC-BR_5 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_iRBC-BR_5.raw SUBJECT_SAMPLE_FACTORS Human pos h_iRBC-DMSO_1 Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_iRBC-DMSO_1.raw SUBJECT_SAMPLE_FACTORS Human pos h_iRBC-DMSO_2 Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_iRBC-DMSO_2.raw SUBJECT_SAMPLE_FACTORS Human pos h_iRBC-DMSO_3 Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_iRBC-DMSO_3.raw SUBJECT_SAMPLE_FACTORS Human pos h_iRBC-DMSO_4 Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_iRBC-DMSO_4.raw SUBJECT_SAMPLE_FACTORS Human pos h_iRBC-DMSO_5 Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_iRBC-DMSO_5.raw SUBJECT_SAMPLE_FACTORS Human pos h_RBC-BR_1 Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_RBC-BR_1.raw SUBJECT_SAMPLE_FACTORS Human pos h_RBC-BR_2 Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_RBC-BR_2.raw SUBJECT_SAMPLE_FACTORS Human pos h_RBC-BR_3 Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_RBC-BR_3.raw SUBJECT_SAMPLE_FACTORS Human pos h_RBC-BR_4 Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_RBC-BR_4.raw SUBJECT_SAMPLE_FACTORS Human pos h_RBC-BR_5 Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_RBC-BR_5.raw SUBJECT_SAMPLE_FACTORS Human pos h_RBC-DMSO_1 Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_RBC-DMSO_1.raw SUBJECT_SAMPLE_FACTORS Human pos h_RBC-DMSO_2 Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_RBC-DMSO_2.raw SUBJECT_SAMPLE_FACTORS Human pos h_RBC-DMSO_3 Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_RBC-DMSO_3.raw SUBJECT_SAMPLE_FACTORS Human pos h_RBC-DMSO_4 Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_RBC-DMSO_4.raw SUBJECT_SAMPLE_FACTORS Human pos h_RBC-DMSO_5 Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos h_RBC-DMSO_5.raw SUBJECT_SAMPLE_FACTORS Human pos8h_iRBC-BR_1 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_iRBC-BR_1.raw SUBJECT_SAMPLE_FACTORS Human pos8h_iRBC-BR_2 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_iRBC-BR_2.raw SUBJECT_SAMPLE_FACTORS Human pos8h_iRBC-BR_3 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_iRBC-BR_3.raw SUBJECT_SAMPLE_FACTORS Human pos8h_iRBC-BR_4 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_iRBC-BR_4.raw SUBJECT_SAMPLE_FACTORS Human pos8h_iRBC-BR_5 Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_iRBC-BR_5.raw SUBJECT_SAMPLE_FACTORS Human pos8h_iRBC-DMSO_1 Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_iRBC-DMSO_1.raw SUBJECT_SAMPLE_FACTORS Human pos8h_iRBC-DMSO_2 Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_iRBC-DMSO_2.raw SUBJECT_SAMPLE_FACTORS Human pos8h_iRBC-DMSO_3 Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_iRBC-DMSO_3.raw SUBJECT_SAMPLE_FACTORS Human pos8h_iRBC-DMSO_4 Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_iRBC-DMSO_4.raw SUBJECT_SAMPLE_FACTORS Human pos8h_iRBC-DMSO_5 Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_iRBC-DMSO_5.raw SUBJECT_SAMPLE_FACTORS Human pos8h_RBC-BR_1 Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_RBC-BR_1.raw SUBJECT_SAMPLE_FACTORS Human pos8h_RBC-BR_2 Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_RBC-BR_2.raw SUBJECT_SAMPLE_FACTORS Human pos8h_RBC-BR_3 Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_RBC-BR_3.raw SUBJECT_SAMPLE_FACTORS Human pos8h_RBC-BR_4 Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_RBC-BR_4.raw SUBJECT_SAMPLE_FACTORS Human pos8h_RBC-BR_5 Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_RBC-BR_5.raw SUBJECT_SAMPLE_FACTORS Human pos8h_RBC-DMSO_1 Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_RBC-DMSO_1.raw SUBJECT_SAMPLE_FACTORS Human pos8h_RBC-DMSO_2 Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_RBC-DMSO_2.raw SUBJECT_SAMPLE_FACTORS Human pos8h_RBC-DMSO_3 Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_RBC-DMSO_3.raw SUBJECT_SAMPLE_FACTORS Human pos8h_RBC-DMSO_4 Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_RBC-DMSO_4.raw SUBJECT_SAMPLE_FACTORS Human pos8h_RBC-DMSO_5 Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells RAW_FILE_NAME(Raw file name)=pos8h_RBC-DMSO_5.raw #COLLECTION CO:COLLECTION_SUMMARY PfD7-GFP cultures (Plasmodium falciparum) were synchronized as described in DOI: CO:COLLECTION_SUMMARY 10.1016/j.ejmech.2015.07.047. Trophozoite stage parasites (approximately 18-20h CO:COLLECTION_SUMMARY after invasion, 15% parasitemia, 5% HCT, 2 ml culture per sample) were treated CO:COLLECTION_SUMMARY with vehicle (0.35% vol/vol DMSO) or bilirubin (41 µM) for 8 or 12h. CO:SAMPLE_TYPE Red blood cells #TREATMENT TR:TREATMENT_SUMMARY PfD7-GFP cultures (Plasmodium falciparum) were synchronized as described in DOI: TR:TREATMENT_SUMMARY 10.1016/j.ejmech.2015.07.047. Trophozoite stage parasites (approximately 18-20h TR:TREATMENT_SUMMARY after invasion, 15% parasitemia, 5% HCT, 2 ml culture per sample) were treated TR:TREATMENT_SUMMARY with vehicle (0.35% vol/vol DMSO) or bilirubin (41 µM) for 8 or 12h. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY The chemicals used were LC-MS grade water, acetonitrile (ACN), methanol (MeOH), SP:SAMPLEPREP_SUMMARY and isopropanol (IPA), which were obtained from Th. Geyer (Germany). High-purity SP:SAMPLEPREP_SUMMARY methyl tert-butyl ether (MTBE), ammonium formate, formic acid, ammonium acetate, SP:SAMPLEPREP_SUMMARY and acetic acid were purchased from Merck (Germany). Stable isotope labelled SP:SAMPLEPREP_SUMMARY internal standards for lipidomics (EquiSPLASH; Avanti Polar Lipids, AL, USA) and SP:SAMPLEPREP_SUMMARY metabolomics (MSK-A2-1.2; Cambridge Isotope Laboratories, MA, USA) were used at SP:SAMPLEPREP_SUMMARY final concentrations of 0.5% and 1.0% (vol/vol), respectively. The culture SP:SAMPLEPREP_SUMMARY medium was completely aspirated and the cells washed with 1XPBS (500xg, 5 min). SP:SAMPLEPREP_SUMMARY For biphasic extraction of lipids and polar metabolites, samples were initially SP:SAMPLEPREP_SUMMARY quenched by incubation on dry ice with 400 μL of 75% (vol/vol) cold methanol SP:SAMPLEPREP_SUMMARY for 20 min and the appropriate internal standards (0.5 µL each/sample) were SP:SAMPLEPREP_SUMMARY added. After incubation, the samples were vortexed for 5 min at maximum speed, SP:SAMPLEPREP_SUMMARY lysed using an ultrasonic bath to sonicate the sample for 5 min and vortexed SP:SAMPLEPREP_SUMMARY again briefly after sonication. After addition of 1000 µL of cold MTBE, the SP:SAMPLEPREP_SUMMARY monophasic mixture was vortexed for 60 s and incubated at -20°C for 20 min. For SP:SAMPLEPREP_SUMMARY phase separation, 250 µL of cold water were added, followed by another SP:SAMPLEPREP_SUMMARY vortexing and incubation step (see previous conditions). The biphasic solvent SP:SAMPLEPREP_SUMMARY system was then centrifuged for 15 min at 14,000g and 4 °C. For metabolomics SP:SAMPLEPREP_SUMMARY analysis, 400 µL of the lower bottom aqueous phase were transferred, dried SP:SAMPLEPREP_SUMMARY under a stream of nitrogen, and reconstituted in 75 µL 80% MeOH (v/v). The SP:SAMPLEPREP_SUMMARY final samples were vortexed for 10 min, centrifuged (see previous conditions) SP:SAMPLEPREP_SUMMARY and the supernatants were transferred to analytical glass vials for LC-MS/MS SP:SAMPLEPREP_SUMMARY analysis. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY LC-MS/MS analysis was performed on a Vanquish UHPLC system coupled to an CH:CHROMATOGRAPHY_SUMMARY Orbitrap Exploris 240 high-resolution mass spectrometer (Thermo Fisher CH:CHROMATOGRAPHY_SUMMARY Scientific, MA, USA) in negative and positive ESI (electrospray ionization) CH:CHROMATOGRAPHY_SUMMARY mode. Chromatographic separation was carried out on an Atlantis Premier BEH CH:CHROMATOGRAPHY_SUMMARY Z-HILIC column (Waters, MA, USA; 2.1 mm x 100 mm, 1.7 µm) at a flow rate of CH:CHROMATOGRAPHY_SUMMARY 0.25 mL/min. The mobile phase consisted of water:acetonitrile (9:1, v/v; mobile CH:CHROMATOGRAPHY_SUMMARY phase A) and acetonitrile:water (9:1, v/v; mobile phase B), which were modified CH:CHROMATOGRAPHY_SUMMARY with a total buffer concentration of 10 mM ammonium acetate, when analysing in CH:CHROMATOGRAPHY_SUMMARY negative mode, and 10 mM ammonium formate, when analysing in positive mode. The CH:CHROMATOGRAPHY_SUMMARY aqueous portion of each mobile phase was pH-adjusted (negative mode: pH 9.0 via CH:CHROMATOGRAPHY_SUMMARY addition of ammonium hydroxide; positive mode: pH 3.0 via addition of formic CH:CHROMATOGRAPHY_SUMMARY acid). The following gradient (20 min total run time including re-equilibration) CH:CHROMATOGRAPHY_SUMMARY was applied (time [min]/%B): 0/95, 2/95, 14.5/60, 16/60, 16.5/95, 20/95. Column CH:CHROMATOGRAPHY_SUMMARY temperature was maintained at 40 °C, the autosampler was set to 4 °C and CH:CHROMATOGRAPHY_SUMMARY sample injection volume was 5 µL. CH:CHROMATOGRAPHY_TYPE HILIC CH:INSTRUMENT_NAME Thermo Vanquish CH:COLUMN_NAME Waters Atlantis Premier BEH Z-HILIC (100 x 2.1mm, 1.7um) CH:SOLVENT_A 90% water/10% acetonitrile; 10mM ammonium acetate CH:SOLVENT_B 90% acetonitrile/10% water; 10mM ammonium acetate CH:FLOW_GRADIENT time [min]/%B: 0/95, 2/95, 14.5/60, 16/60, 16.5/95, 20/95 CH:FLOW_RATE 0.25mL/min CH:COLUMN_TEMPERATURE 40 #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Orbitrap Exploris 240 MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE ESI MS:ION_MODE NEGATIVE MS:MS_COMMENTS Analytes were recorded via a full scan with a mass resolving power of 120,000 MS:MS_COMMENTS over a mass range from 60 – 900 m/z (scan time: 100 ms, RF lens: 70%). To MS:MS_COMMENTS obtain MS/MS fragment spectra, data dependent acquisition was carried out MS:MS_COMMENTS (resolving power: 15,000; scan time: 22 ms; stepped collision energies [%]: MS:MS_COMMENTS 30/50/70; cycle time: 900 ms). Ion source parameters were set to the following MS:MS_COMMENTS values: spray voltage: -3500 V (negative mode), sheath gas: 30 psi, auxiliary MS:MS_COMMENTS gas: 5 psi, sweep gas: 0 psi, ion transfer tube temperature: 350 °C, vaporizer MS:MS_COMMENTS temperature: 300 °C. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS Peak intensity (cps) MS_METABOLITE_DATA_START Samples neg h_Blank_1 neg h_Blank_2 neg h_Blank_3 neg h_iRBC-BR_1 neg h_iRBC-BR_2 neg h_iRBC-BR_3 neg h_iRBC-BR_4 neg h_iRBC-BR_5 neg h_iRBC-DMSO_1 neg h_iRBC-DMSO_2 neg h_iRBC-DMSO_3 neg h_iRBC-DMSO_4 neg h_iRBC-DMSO_5 neg h_RBC-BR_1 neg h_RBC-BR_2 neg h_RBC-BR_3 neg h_RBC-BR_4 neg h_RBC-BR_5 neg h_RBC-DMSO_1 neg h_RBC-DMSO_2 neg h_RBC-DMSO_3 neg h_RBC-DMSO_4 neg h_RBC-DMSO_5 neg8h_Blank_1 neg8h_Blank_2 neg8h_Blank_3 neg8h_iRBC-BR_1 neg8h_iRBC-BR_2 neg8h_iRBC-BR_3 neg8h_iRBC-BR_4 neg8h_iRBC-BR_5 neg8h_iRBC-DMSO_1 neg8h_iRBC-DMSO_2 neg8h_iRBC-DMSO_3 neg8h_iRBC-DMSO_4 neg8h_iRBC-DMSO_5 neg8h_RBC-BR_1 neg8h_RBC-BR_2 neg8h_RBC-BR_3 neg8h_RBC-BR_4 neg8h_RBC-BR_5 neg8h_RBC-DMSO_1 neg8h_RBC-DMSO_2 neg8h_RBC-DMSO_3 neg8h_RBC-DMSO_4 neg8h_RBC-DMSO_5 negQC03 negQC04 negQC05 negQC06 negQC07 negQC08 negQC09 negQC10 negQC11 negQC12 Factors Treatment:Blank | Timepoint:12h | Sample source:Blank Treatment:Blank | Timepoint:12h | Sample source:Blank Treatment:Blank | Timepoint:12h | Sample source:Blank Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:12h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected DMSO | Timepoint:12h | Sample source:Red blood cells Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells Treatment:non-infected Bilirubin | Timepoint:12h | Sample source:Red blood cells Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells Treatment:non-infected DMSO | Timepoint:12h | Sample source:Red blood cells Treatment:Blank | Timepoint:8h | Sample source:Blank Treatment:Blank | Timepoint:8h | Sample source:Blank Treatment:Blank | Timepoint:8h | Sample source:Blank Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected Bilirubin | Timepoint:8h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells Treatment:Plasmodium falciparum infected DMSO | Timepoint:8h | Sample source:Red blood cells Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells Treatment:non-infected Bilirubin | Timepoint:8h | Sample source:Red blood cells Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells Treatment:non-infected DMSO | Timepoint:8h | Sample source:Red blood cells Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC Treatment:pooled QC | Timepoint:pooled QC | Sample source:pooled QC 2-Phosphoglyceric acid 7617 12102 729.8200195 61536 46874 190653 52514 37164 47071 68607 64651 55616 77547 212077 170105 285924 161332 227809 283158 520237 366119 323955 288277 729.9200195 9078 7298 130996 47227 349009 128713 340849 74524 145079 195712 136050 86750 146132 263854 138733 372819 521046 408613 233401 484960 179935 290226 159318 163912 192827 179899 163859 148857 162738 195431 185547 171036 3-Phosphoglyceric acid 15432 850.112207 850.212207 66018 55638 143196 50170 40421 19335 57596 75962 67630 59502 315693 174969 503131 243967 262719 498576 725000 493174 400209 368107 850.312207 8501 8909 127120 48733 361065 108059 334716 33821 181990 209706 115563 110050 326646 464796 263917 663242 961668 683046 453681 656188 320979 456180 153036 161075 111038 192836 193754 222492 208391 222970 291781 311498 4-Hydroxyproline 704.2528809 704.3528809 704.4528809 3847630 4034060 2547854 3248332 3787212 3332716 3385153 3762178 3581014 3555855 2340300 2565170 3901975 3158061 2889120 2416124 3388455 2541076 2583956 2591021 7043 704.5528809 704.6528809 3802937 3667745 2752092 3337094 2854964 3569042 3077599 3349918 3045784 3620716 1781098 2360001 2154022 2737854 2583344 2157650 2434233 2926098 2436466 2272620 2845008 2878140 2993688 3195987 3084532 3094990 3427852 3191510 2831592 2856039 6-Phosphogluconic acid 861.6699219 861.7699219 861.8699219 15392 861.9699219 38514 10373 15331 8787 41458 47505 8617 48689 129665 85818 314488 95816 148250 243082 412186 274420 206403 177880 862.0699219 862.1699219 862.2699219 61333 18683 144022 62851 195901 34395 88416 144174 75803 37107 69120 181802 107192 231967 364365 273021 150073 281500 85418 179722 54866 65681 98002 108244 87152 115094 99674 118359 97930 103947 Acetylcarnitine* 688.706543 688.806543 688.906543 12491 34895 11436 689.006543 10434 11196 689.106543 14238 11459 689.206543 97481 125792 150795 114473 142253 87059 170497 114993 101912 106502 689.306543 689.406543 689.506543 34148 7569 20242 6887 7509 16657 9681 689.606543 16419 18925 70309 145533 101858 124288 142190 105540 134572 142062 143650 111740 50871 60240 55617 64657 85450 66609 59274 87557 61969 79954 Adenine 20673 23705 7728 301296 301361 213992 269632 326402 348412 324054 353369 416824 442033 145660 175138 130336 207685 191297 101486 76233 111684 118070 171916 7477 12209 7527 263383 305917 87515 343591 70484 262478 287639 194821 383249 340134 204729 193460 183751 157488 156162 158680 243808 171243 211825 181807 251814 231037 237487 225968 237831 248056 240017 229232 268390 238048 Adenosine 570.8674316 5709 570.9674316 41436 38645 88560 19033 40528 45829 50779 54224 50053 43002 5956 7074 7897 571.0674316 571.1674316 571.2674316 12487 571.3674316 6226 6031 571.4674316 571.5674316 571.6674316 57289 54432 109642 47734 123852 43573 48282 68199 56655 24014 571.7674316 5966 571.8674316 8148 12922 6156 8566 9250 571.9674316 572.0674316 25383 21551 16281 34087 14700 30930 13764 22874 31716 14905 Adenosine diphosphate 763.4867188 7635 10485 3739409 3711998 5135982 3741796 2671439 5196462 6553764 5502180 4168560 6795293 6736402 5140298 10044652 7243334 7609896 9426647 15254366 10943366 10344207 9617103 11081 763.5867188 763.6867188 6672402 1530722 7752826 6871498 9812204 5792976 6191906 7803090 5098401 4929872 3217798 4681602 3433082 6319908 8821514 5729304 4676278 6196570 3388016 4504008 5713424 6072372 6809958 6805454 7187290 6993018 6732446 6966968 7037356 6726617 Adenosine diphosphate ribose 4806.689453 4806.789453 4806.889453 428597 429806 499800 471122 433895 413032 448613 462205 410824 421004 136572 109860 119187 117303 94535 149121 153776 140337 94229 109282 4806.989453 4807.089453 4807.189453 405345 330760 439092 369239 384815 409193 389873 388069 373075 350735 48067 80665 85019 105412 103137 86033 65428 105565 92673 98795 238061 237970 271030 256180 235222 275139 256188 258337 240614 249297 Adenosine monophosphate 11374 8784 9685 2927441 3004959 3856295 2679626 3015056 5338718 6405395 5550118 5113596 6694466 1606961 1163728 2437100 1897762 1701906 1742999 4441086 2848222 2187681 2333554 18749 14712 14692 2488518 2229126 3091438 2718154 4184843 2174430 2725509 2836249 2244325 1801434 701348 992914 829245 1288479 1733664 1053757 837673 1086922 716145 829810 1793487 1633459 2028537 2053017 2153076 2216479 2189351 2367997 2154434 2319089 Adenosine triphosphate 76694.85625 76694.95625 76695.05625 2539163 2453128 5114262 2564626 1223040 2529742 3672284 2956409 1891632 4272354 14087954 11449957 21395894 12223787 16370609 28758434 30201582 23650710 21574114 18130880 76695.15625 76695.25625 76695.35625 10405096 921700 13869129 10557756 15641073 7503634 8878805 13347130 6657494 7403826 9804605 18471192 10290579 22838516 31753628 24774014 19304502 28706344 11978199 18531088 11534910 11838117 13246611 12843441 13033706 11777090 11972330 12337144 12036361 11922018 Alanine 12111 9750 10212 2872618 2831948 1763385 2202386 2560152 2646290 2641503 3081038 3139627 2714165 3474566 3014191 4537259 3972817 3213239 3246971 3394708 3116559 3123216 3341066 18069 17941 7717 2290535 2713172 1796286 2107022 1544902 2826294 2233128 2420934 2364294 2492761 2396205 3046679 2789993 3203562 2773608 2380584 3177754 3495506 3415413 2449038 2758437 2589987 3004124 2981181 2919898 2796462 3160370 2708455 2804253 3045646 Arginine 483.0519531 4831 483.1519531 31266722 29164608 30615030 30118986 27444894 30992976 33646488 36149276 32702162 33082704 14673966 16442960 19024286 18446860 17755266 15376900 17266670 15050406 15352887 14065451 10619 14701 7104 29054662 27306568 28073388 23443090 27715244 30002990 26697630 31263256 28283094 32292208 15207080 17420096 15685615 17249692 18651240 14701483 18100376 18833412 17528220 15031384 21741502 21976624 23127964 23484108 23871406 24029854 23450108 23581840 23737034 23575838 Asparagine 1457 145.738269 145.838269 16352463 15454621 15791714 10737967 15928628 15366266 16661668 16744455 16589816 16849412 5558570 7982352 11941510 9562159 9579882 5706155 8124902 7985753 7871654 7982828 145.938269 146.038269 146.138269 13873295 13691789 16105880 15079604 15967707 16390220 10936362 17084998 11452441 18010468 4215493 7078175 5897886 7810354 6084276 5122552 7920356 8557198 7200039 6896336 8845021 9268104 12063872 12322317 11952654 12426485 12270330 11122253 8725352 8748620 Aspartic acid 10608 9714 14221 3094690 2511098 2447212 2280986 2362360 3746081 4019123 4563414 4158772 4377916 2568540 3766948 4823712 4269064 4080839 3523607 3672760 3755413 3690743 3499746 25847 8657 10837 2940422 2507769 2557255 3654810 2457706 3559837 2660632 3402938 2376020 3732954 2339638 3516842 2835513 3865266 3386344 2745121 3936362 4156554 3872669 3340435 2665690 2758869 3471282 3592840 3510974 3593358 3268520 3220954 2745107 2502510 Bilirubin 221.2197754 221.3197754 221.4197754 1788819 934674 3664176 932498 759741 21828 221.5197754 221.6197754 221.7197754 221.8197754 221.9197754 222.0197754 70598 222.1197754 17133 222.2197754 222.3197754 222.4197754 37593 2212 222.5197754 222.6197754 222.7197754 275993 689711 596786 1014099 645828 222.8197754 222.9197754 223.0197754 223.1197754 223.2197754 223.3197754 223.4197754 223.5197754 223.6197754 7032 223.7197754 223.8197754 223.9197754 224.0197754 224.1197754 409394 336353 375782 239445 218764 205126 154080 102617 146085 126839 Carnitine 7667.579688 7667.679688 7667.779688 113151 104622 76676 88806 141883 100124 96493 103618 96863 106820 595078 587313 760711 601088 615303 553230 691737 528945 551219 617741 7667.879688 7667.979688 7668.079688 109254 95481 78664 117977 115186 124215 93214 124287 91474 108068 486934 626909 536551 682160 707069 588809 684202 775330 642645 605785 312894 338164 345094 334641 337094 292608 384792 319803 292082 311154 Cholic acid 4712.421875 4712.521875 4712.621875 236052 238258 252963 234044 239342 264229 307077 333829 297840 341902 70601 62589 104784 74079 54584 95280 131904 75546 80358 70428 4712.721875 4712.821875 4712.921875 300915 226302 232014 203931 230352 312939 266798 310401 227309 214237 50674 70094 50597 68400 84394 69157 73069 90128 47124 48692 176659 167865 187257 187703 189896 166727 166188 169334 175025 184451 cis-Aconitic acid 795.7662109 795.8662109 11370 830749 518717 1526239 333245 395596 524122 784849 620780 491056 753288 351336 699806 908026 741905 787654 336582 705502 660650 697363 727124 7958 12947 19054 948915 410495 1753202 1276822 1211623 710824 564984 1136686 475574 842640 196346 531093 253691 437197 415813 365722 692479 723924 490482 502845 548699 610502 855278 819142 729282 697254 591650 668770 426423 393663 Citrulline 783.4879395 783.5879395 783.6879395 1053255 951198 1371121 754332 861451 710568 653196 853707 829450 722821 1304063 1401514 1959492 1706265 1604631 1388424 1732255 1466965 1545150 1568904 7835 783.7879395 783.8879395 694004 675620 590048 2180292 645921 1001586 909979 1083038 882539 1050990 1121655 1517659 1260938 1533244 1572912 1267813 1566768 1830432 1661855 1392137 1080630 1125502 1269042 1214592 1125018 1132628 1182912 1156536 1064874 1081885 Creatinine 5395.209375 5395.309375 5395.409375 98748 107519 64995 127823 128497 128495 119146 89952 116228 86129 257836 210627 348813 233186 286091 273697 339309 227682 233436 207281 5395.509375 5395.609375 5395.709375 140700 53952 108776 64668 88643 96064 103280 115739 120520 109566 221058 178232 203174 274120 282976 220270 209295 263020 250695 232999 111074 95443 138845 122116 163648 156139 189966 190122 204838 194735 Cytidine diphosphate* 846.781543 846.881543 846.981543 81725 70856 109613 80665 72627 71136 108152 80897 59215 94614 847.081543 847.181543 14104 847.281543 847.381543 16068 40494 8585 847.481543 19756 847.581543 847.681543 847.781543 86430 15884 111610 127058 155049 97149 109380 125801 103040 92270 847.881543 847.981543 848.081543 8945 9530 848.181543 848.281543 8509 8468 9345 19310 39616 51775 46853 47555 48705 44143 36670 29583 45049 Cytidine monophosphate 820.1993164 820.2993164 820.3993164 109503 39395 44840 33736 85834 717406 812239 774407 738105 780685 820.4993164 820.5993164 8202 820.6993164 820.7993164 820.8993164 820.9993164 821.0993164 821.1993164 821.2993164 821.3993164 821.4993164 821.5993164 82555 60794 36195 86950 67125 139507 142668 74762 98991 95881 821.6993164 821.7993164 821.8993164 821.9993164 822.0993164 822.1993164 822.2993164 822.3993164 822.4993164 822.5993164 134938 131553 109636 138622 180669 159022 153863 112834 125642 122794 Dihydroorotic acid 11076 1107.58291 1107.68291 147397 79222 87533 1107.78291 52308 275469 157310 228124 220168 298244 317834 532614 342186 880660 288159 1107.88291 484019 714075 796321 807594 1107.98291 1108.08291 1108.18291 150396 302916 157888 311632 218933 491385 192114 373832 166310 444038 127673 417201 362257 396214 242792 221050 810566 944536 648678 509439 510981 534537 942852 606259 738825 850951 1216016 1027267 981422 1044042 Fructose 1,6-bisphosphate 8241.488281 8241.588281 8241.688281 195816 138831 518947 170703 132851 128541 224762 240763 133113 194367 1111397 826483 1988001 792806 1696965 2528939 2730375 2338023 2190208 1744156 8241.788281 8241.888281 8241.988281 401084 82415 1073056 620502 1420193 483785 604617 789600 322616 528745 794276 2365728 913609 2034349 3410758 2349208 2038131 3771536 1359715 1700056 1102014 1142742 1220145 853948 1118503 785445 674971 757443 845654 728804 Fructose 6-phosphate 719.0065918 719.1065918 719.2065918 979110 988308 921007 1051966 913373 928779 823856 872516 932671 815363 953706 906336 1159764 904602 1053650 1040678 1634322 1082437 1021608 1075560 7190 719.3065918 719.4065918 842636 861160 887393 845573 1184957 1088613 895909 1280049 773613 832977 1058651 1475014 1147188 1447564 1514364 1458061 1404376 1802620 1529673 1463798 969540 920979 1060171 1045266 1070596 1097214 1046133 1087145 992382 1101757 Fructose* 14661.35 14661.45 14661.55 13508469 12686838 12442142 10764500 11016582 11236535 10891374 13546077 12202082 13110917 336587 388065 1197813 747435 678889 189914 964888 369691 313836 426566 14661.65 14661.75 14661.85 8755986 9349588 7666474 7911796 8554932 8173414 6714054 9570892 8141036 9586640 150196 453750 155388 444114 523468 185930 289425 610480 228366 146614 6878180 6967022 6989494 6711424 6841466 6863936 6690081 5836880 6013992 6196967 Fumaric acid 28037 59908 31506 1268450 1253782 1484082 1149275 1245127 1580491 1672912 1644186 1463083 1684837 857531 997309 1461425 1082704 1175106 916050 1238477 1041442 1063095 1118330 49156 34752 11865 1928121 1158069 1809358 1743956 1700217 2239611 2178448 2853674 2171309 2459528 762429 929856 836441 1099534 978277 998319 1158115 1058109 891559 1039546 1352463 1350696 1512001 1385054 1443187 1483708 1378990 1451129 1121866 1276688 Gluconic acid 1790030 1790030.1 1790030.2 66065876 71751264 62625696 19646746 76074512 70852784 78198064 69061464 74583192 66554268 87673664 119891056 216298016 146877792 155851600 17900300 134460304 149940064 136446352 138486864 1790030.3 1790030.4 1790030.5 87094264 62117724 75216768 73598896 74712984 84490448 52636076 90460272 43596704 86777880 30802310 127463304 104404752 152145600 65135168 86095040 129509472 156224416 130294984 144849840 74557040 80034520 97360336 102455352 108794168 115309504 115637136 119286504 55687632 86321760 Glucose 1144.723535 1144.823535 1144.923535 2431794 3851894 3117434 2431582 3557329 342598 337105 389688 284264 329087 30139312 31308272 43157528 45503460 37215316 25516322 43861580 28134504 16034876 21751732 27791 11447 19817 15344283 14992702 13771358 4301691 11816792 4814862 6115002 12327516 7063413 8964864 16315712 28752704 22173658 26667268 29058294 15198659 34780032 32206184 24496210 13117851 16702449 16400096 15675872 16970494 16893934 17539302 16849834 17367620 16302746 16900176 Glucose 6-phosphate 105.5126221 105.6126221 105.7126221 10012723 10286375 10947047 10039913 9637814 7850929 8776957 8820687 7996452 9143820 4213412 4230290 5856946 4926500 5104480 4946420 5596554 5065572 4866850 4980532 7666 1055 105.8126221 10645007 8895662 11378229 9950230 11442529 8500756 9480115 11199974 10047406 10637741 1876729 2516835 2035357 2606189 2902056 3255662 3472893 4660670 3253387 3140256 6029600 6165978 6316336 6547232 6806649 6889550 6408144 6485942 6425708 6208870 Glutamic acid 8332 8228 713.8757324 83700888 73953856 71625696 52000308 71569456 61512392 67596896 71313920 71567352 75296464 17075308 21350474 30744964 24602618 24553126 19007978 24651186 21701928 21162422 22145936 11048 7139 713.9757324 77640272 68128144 70866504 97361392 66297740 80872152 61148552 80894584 60025984 86886672 12802329 18004846 14710781 20333396 18471184 15737118 19201642 21491656 18371864 16792230 36146456 37070208 43210932 44479412 43487440 43806088 40898824 41851292 32425068 34402288 Glutamine 857.9431641 858.0431641 858.1431641 81691136 79680200 90966232 53337664 80165280 70804328 80102968 75772128 73392248 80524752 46491368 66370328 98578496 79866512 79436928 44442992 62370968 68778024 66957200 70500888 35492 9684 8579 73712872 69363568 87618464 74809208 88523120 75925640 49123588 85594392 50907344 80634608 35292136 61943088 51495480 67061940 49548648 42167192 65934244 74637840 59857260 58475232 57906284 61432160 73101744 73490176 70773264 74568072 72809784 66775348 48093328 52544440 Glutathione (GSH) 223746 202648 195803 28721250 30881184 19169722 25669062 28332688 24652524 20034566 24753062 28894926 25747810 8609239 16264390 24412030 21670016 21877640 11994539 17074130 16013458 14315999 17665706 404135 305837 284920 13990734 20361616 14672482 19941148 13336108 16561517 12725109 16779836 17214454 20239444 8047552 12491238 10012170 14537295 12851996 10619444 14645522 15813736 14471728 13103954 12520745 13142398 18625208 19339064 17851424 18991962 15832044 15362745 12651122 11899191 Glutathione (GSSG) 718908.3 718908.4 718908.5 10884575 7249678 15792822 9106784 7966204 7189083 9363116 10297498 7617394 14215121 14556104 22635798 30214544 23008384 23253022 29497450 35879468 24835024 23360100 29258452 718908.6 718908.7 718908.8 16528554 11165753 15600177 19999558 18378680 10498489 11994674 15070664 12341452 12493259 11034964 23559194 10849445 16821112 27096908 19060322 23376820 35755812 14542903 15512590 19622956 19673328 19569748 17285282 15196221 14234996 12182798 14407991 14760976 11660344 Glyceraldehyde 3-phosphate 49078 28658 60022 6952 340.8900879 66044 3409 340.9900879 8098 341.0900879 17432 341.1900879 341.2900879 50454 52946 35315 57977 57157 187111 45308 69335 74782 64163 79038 55305 63086 3648 31443 13588 3902 60225 26940 341.3900879 1091611 341.4900879 10264 552025 610733 519546 783891 813636 393544 331033 237526 356609 381851 134777 130930 143471 163846 176797 161770 143127 141682 80942 81909 Glycerol 3-phosphate 134929.0375 134929.1375 134929.2375 3166992 3175682 3329352 3275895 2948044 2003204 2255412 2350151 2153298 2401177 1349290 1353246 1743569 1478758 1516408 1453499 1729952 1598315 1499733 1478974 134929.3375 134929.4375 134929.5375 4054623 3252233 3772726 3775092 3560662 3443459 3706789 4163399 3553654 3854857 1408946 1659863 1420324 1740776 1811040 1640012 1550252 1878584 1680115 1571074 2147052 2170023 2200802 2337271 2376005 2331762 2298290 2371102 2189390 2408778 Guanine 6120.031641 6120.131641 6120.231641 416338 402061 384992 407050 371892 332528 414038 428739 339757 362498 100828 104738 108094 101334 76139 88457 114059 88065 72052 61200 6120.331641 6120.431641 6120.531641 322904 277504 264396 171637 225756 169970 186278 234375 211468 215188 121449 140464 129156 121301 148382 107275 125444 120936 116840 106054 195261 199707 191052 188713 200768 219535 196059 210216 224692 208906 Guanosine diphosphate 8368.628906 8368.728906 8368.828906 159112 127541 260420 139413 104105 170323 239008 201958 145026 265610 154299 146587 226031 143892 170850 306877 372974 256552 281313 255127 8368.928906 8369.028906 8369.128906 305308 99253 408056 311119 552367 260929 284728 345582 248524 247789 83686 131034 90880 212700 229375 158588 121835 191783 114907 132061 204663 216520 212090 212565 191761 192752 223571 231711 239316 235289 Guanosine monophosphate 987.6423828 987.7423828 987.8423828 459591 450080 544121 445095 414546 676306 748327 773581 703099 800550 28354 28283 41806 19554 22210 15171 62328 62095 67602 67434 987.9423828 988.0423828 988.1423828 569253 402754 505606 613623 583849 573420 616119 631778 572651 535264 988.2423828 15561 9876 13130 34228 25665 17046 19621 11156 34795 319734 290188 303122 316707 350606 316510 308506 345422 322833 331081 Hexose 6-phosphate 120062.325 120062.425 120062.525 1200623 1303432 1425741 1250842 1216998 1234603 1437567 1355149 1257346 1456884 2444503 2479949 3776998 2791925 3126562 2775030 3643032 2700436 2883742 2818366 120062.625 120062.725 120062.825 1870206 1438293 1825172 1936822 1775805 1563905 1652248 1963864 1677581 1659237 1998858 2519497 2019931 3069980 3102154 2701476 2626806 3527121 2496885 2666076 1812110 1950900 1995886 2009238 2034929 2100008 1901337 1982190 1938821 1899305 Hypoxanthine 6372 21230 6162 94671192 90793800 90565936 93112960 81802976 69615856 75635552 88645184 70259704 81254656 60689372 65543256 81656192 80166080 75064424 66874628 90440056 57361356 40714256 52108684 62420 38641 52615 78605240 83027160 67804208 38120648 59178068 40468656 48208244 71047672 50187568 60806152 58633364 75917840 57543276 67628304 79535208 55418964 71971944 79858112 61281636 49358212 70173104 70429656 70162456 68775624 69108640 68515616 63929900 67837752 68577560 68262432 Indoleacrylic acid 24699.9125 24700.0125 24700.1125 451227 427244 558997 481603 246999 430248 450167 596294 561304 431447 2981642 3030111 2331000 2899655 2028704 2709388 2195654 2544660 3133906 2808620 24700.2125 24700.3125 24700.4125 771090 567164 609114 568033 614109 791611 643781 455934 559187 670228 2879474 3146682 3169228 2744935 1889303 2094052 2642609 2000624 3603558 2152719 1562640 1482594 1578756 1535904 1530465 1449381 1406956 1421094 1505198 1414061 Indolepyruvate 517.8746094 5179 517.9746094 368246 396844 281226 347277 446252 316533 327294 345392 304235 419663 720414 885937 2251800 1367548 1858089 1143112 2091548 1042943 868310 1268207 518.0746094 518.1746094 518.2746094 178662 359325 130204 324621 177621 198503 288125 329125 362469 332101 443952 1041995 330817 1043088 1861678 1365778 1180782 2173239 586171 1122972 696558 710951 762302 753758 727346 647869 628175 659625 712917 676449 Inosine Monophosphate 5789692.4 5789692.5 5789692.6 63167724 68741920 73463904 66664908 65340564 57896924 65430720 62315372 57918164 65896688 84822944 85693632 130723960 95367232 106637152 100482336 129194712 98098176 93586256 95211720 5789692.7 5789692.8 5789692.9 105468288 82498672 111169312 105200720 108948104 84737816 97306984 108431448 92501312 93135824 61902752 80305808 65234732 97570536 102861328 85534144 79179832 98565608 72526808 80504040 74130264 75449536 79296368 79721528 84080840 83602928 82788936 83111624 81574136 82975296 Inosine triphosphate 1741.760352 1741.860352 1741.960352 63066 63684 145901 65932 17418 61790 92593 79863 39430 115857 448595 328186 809994 353901 446948 1090006 1102860 735108 649723 512938 1742.060352 1742.160352 1742.260352 253339 20349 359397 273588 424524 171869 223000 359324 168434 174460 255654 414985 236242 548261 973140 707185 429808 724191 291518 494356 253029 252143 347799 353187 307220 322986 312673 367273 358896 348689 Inositol* 120188.275 120188.375 120188.475 22698894 24374584 20480756 5099062 24392442 23766942 25265596 23259638 24483308 22350044 5031890 9212068 16227147 11690508 12516727 1201883 7795961 10980508 10282174 10270512 120188.575 120188.675 120188.775 24469046 19670436 24354446 23294820 24442038 27224978 13154927 28241094 10617087 28201402 1776675 8767164 7302544 10783445 3729438 4591740 9308802 11211511 9594648 10404825 11689992 11830314 16501312 17242446 18195790 19204828 18412108 17789100 7148043 11179869 Isoleucine 11643 32060 31138 24688580 24437994 25528064 23565646 23410284 21445716 21980404 24265818 22864588 22659956 19326368 19563028 27165402 24076900 23508810 18291396 26754138 18811660 19301040 20155092 40739 51437 44892 22956338 25068850 22374686 20157738 21862474 21296420 19460508 21977760 20914150 23011726 16407283 21151128 17299700 20905880 22010812 18149654 20560242 25122998 20151080 17736138 21424590 22140312 21223474 21921828 22318282 21800122 20669778 21252520 21145042 20465142 Lactic acid 661367 694070 654500 2094751232 1987682304 2017892736 1826347904 1823648896 1836083712 1825208960 2105005056 1878059648 2079725696 143689744 144183632 283497696 201153552 199549600 131861104 254568144 148472528 126461368 151300176 852134 862036 741610 1505755264 1532545152 1247885824 1342512384 1366203264 1381447936 1233741696 1531436800 1374740736 1515483904 94732288 149306016 105790376 159637376 172091264 106931720 125804432 188375616 117999592 98127512 1167787008 1202982784 1134269440 1117155968 1117123072 1116622464 1119427072 1018375872 1039945856 1090595712 Leucine 24385 36684 30248 37997420 34979388 36503456 34296044 32689606 44221228 46824296 50954044 45567596 48362520 20620396 21161540 30061564 26667440 25602552 20633454 31484522 20695104 20620618 21905736 17860 33893 35865 32579152 32428720 29878540 26121076 30000428 36359612 34961668 41160188 35962004 40326124 17255506 24388150 18802852 22951552 25300024 19370842 22758334 28243884 21956038 18935022 30212348 30772056 30399370 30299658 29903088 30398340 29339392 29646690 29944002 28726894 Lysine 736.0600586 736.1600586 736.2600586 2583194 2444296 2618896 2583619 2367752 5018284 5228372 5697502 5595098 5243884 1336325 1332871 2012111 1577719 1551307 1570308 1976256 1357596 1422991 1405070 736.3600586 736.4600586 7361 2770436 2304744 2483998 2276469 2498022 4588804 4325486 4888873 4643323 4812550 1086387 1336522 1132564 1420851 1662221 1289281 1366365 1642322 1438817 1220612 2124158 2348275 2477878 2509995 2511131 2587063 2476864 2607618 2602943 2610738 Mannose 6-phosphate 97280.45 97280.55 97280.65 2591944 2684792 2744506 2731859 2582055 2470227 2765700 2657766 2571648 2777306 1480669 1471316 2213732 1722172 1833853 1801621 2339406 1939312 1826562 1834675 97280.75 97280.85 97280.95 2656360 2128962 2593866 2623161 2728711 2287730 2483104 2772412 2439068 2453230 972804 1316562 1088079 1446643 1546051 1502299 1528930 1982250 1432851 1448602 1956596 1918938 1987234 2087377 2179608 2164945 2138574 2009593 2038732 2053448 Mesaconic acid 7852 24833 15866 516159 452210 522676 322794 342044 344487 449195 557819 447872 612043 40859 89080 72725 83277 77879 32611 46716 66873 69634 71057 12043 9729 11608 538885 417592 596420 723578 515761 527270 391128 587948 323311 584497 12977 70078 26476 43415 785.2151367 29243 72668 56005 68360 60773 205250 222143 289605 268996 243516 249425 189125 213744 162100 130744 Methionine 139569.85 139569.95 139570.05 1640725 1681240 1640993 1668946 1395698 1604056 1748156 1981136 1930256 1635210 2431059 2455925 2903009 2769030 2510846 2287742 2963990 2343960 2391870 2261366 139570.15 139570.25 139570.35 2317896 1866139 2095402 1666096 2023942 2163354 2117984 2233037 2111750 2248252 2209946 2536183 2371472 2660921 2413781 2037619 2322800 2479193 2657936 2036689 2015064 2057443 2026148 2182536 2284615 2213078 2139034 2128491 2104819 2289220 myo-Inositol 349.3602539 349.4602539 3494 23454108 23255898 22187766 18312736 23169676 21178414 22212418 23014040 22708912 21930574 8823970 9850567 15153876 11970701 12357233 7869892 11950121 10443635 10276053 10229149 16658 349.5602539 349.6602539 22834404 20088170 22820674 20897860 22714234 21920926 16970506 22822680 17701804 22607926 6388544 9737257 8572815 10127321 8786157 7461340 9812340 10680226 9248439 8757555 14633360 14615840 16206649 16063319 16082119 17351930 16525490 16355962 13669061 14831500 N-Acetylalanine* 1205.216504 12178 1205.316504 126308 128077 129853 138665 154727 197977 235641 237610 213279 219059 31761 70296 90257 71079 62737 41724 48780 41849 44208 55380 1205.416504 12052 1205.516504 189859 107939 130883 178374 136639 289625 253272 315965 306312 298326 37751 62215 65136 26100 59970 50967 54003 46127 51186 39595 108124 123486 162979 109951 119863 106593 103999 128197 149807 104181 N-Acetyl-aspartic acid 1518.677637 1518.777637 1518.877637 149371 104457 211993 42622 88969 165510 209482 240507 165592 292162 31612 80378 129081 107557 108300 33895 57649 55022 69456 89128 1518.977637 1519.077637 1519.177637 87939 61199 118294 191932 91210 124484 68833 112856 94915 131239 15187 64150 20205 97241 69326 68642 76592 83827 96644 60230 43680 95909 104027 112955 77898 140676 102138 107227 74701 84659 N-Acetyl-methionine 473.5515137 473.6515137 4736 158698 127545 161088 134019 61141 128079 159642 198123 192927 174293 8524 5505 15219 9880 18790 473.7515137 11338 17563 11772 16455 473.8515137 473.9515137 474.0515137 173691 114810 171980 150191 146745 230456 184694 171294 190586 209151 10221 10377 13226 13193 474.1515137 7390 13047 24927 18485 474.2515137 97711 115994 99578 103587 103648 102244 102062 100777 99691 96042 N-Acetylserine 1677.086719 1677.186719 1677.286719 203709 173462 244409 22859 176070 250361 353093 169896 281741 376272 1677.386719 1677.486719 1677.586719 1677.686719 1677.786719 1677.886719 25197 1677.986719 1678.086719 1678.186719 1678.286719 1678.386719 1678.486719 180205 182288 283510 218179 322996 297917 201221 311497 262412 245629 16771 1678.586719 1678.686719 1678.786719 1678.886719 1678.986719 19398 1679.086719 1679.186719 1679.286719 176374 105874 155345 152834 129120 145809 74094 119640 74462 66779 NAD 537971.95 537972.05 537972.15 82310808 79325392 68501096 73536208 77813344 71731160 70299248 77121912 74814352 74567816 7121562 7430510 9986684 8261932 8399111 7794248 9111262 7515377 7367082 7919883 537972.25 537972.35 537972.45 75751256 70912648 61733040 73753664 60563292 73100848 66316744 68767544 68281320 72848496 5379720 7218970 5723880 7876542 7702156 6879542 7038867 8838756 7010349 6427761 40409440 39333860 40914088 40401300 40158060 40091824 38644608 39604332 36645152 36780352 NADP 7982 798.2169434 798.3169434 240727 250779 531448 205319 159972 270599 362196 256835 193361 370085 812488 609128 1076769 677954 839352 1358656 1702023 1242092 1124085 945323 798.4169434 798.5169434 798.6169434 789494 195897 1222981 703462 1287320 482681 684536 913907 499132 510204 542799 929215 633392 1263181 1648310 1355024 837448 1327682 608682 1049590 654051 682642 697774 698691 695291 716482 688867 724638 698353 731998 N-alpha-Acetyl-lysine* 1200 505 1487 79396 74112 116816 21110 60142 88811 77698 74397 84623 82108 12091 9921 81245 46894 61908 50.47149048 14702 20985 12056 48156 50.57149048 50.67149048 50.77149048 58971 38381 66684 143605 53837 100700 17834 101894 14602 115229 50.87149048 50.97149048 17967 52848 14374 19948 33216 33015 20294 13920 32558 54211 52207 43818 52823 56749 48085 36430 13331 22691 O-Acetylserine 7547 754.69375 754.79375 1337885 988176 1135124 268196 1031506 1715533 1787012 1400792 1731806 2062229 37891 69489 88480 143955 38142 31218 94720 74101 78154 105004 754.89375 754.99375 755.09375 977198 1462304 1072286 1122793 1177962 1688476 1034029 1454751 1018525 1667009 755.19375 148016 100934 81381 36331 43605 138993 170697 110731 108738 1198718 1070577 947341 876404 848277 806022 820759 811930 558613 662175 O-Phosphoethanolamine 723.1666016 723.2666016 723.3666016 5570642 5676655 4914474 5906481 5825470 6654744 7086162 7912150 7480310 7323432 71206 68779 92426 91494 74954 89554 69518 82121 77842 73663 723.4666016 723.5666016 7232 3567768 3075197 3048368 3221394 2827568 4269246 4019888 4027808 4236610 4427512 50634 81010 63952 85950 119308 70255 61213 83485 97186 95798 2347190 2319100 2494744 2447454 2590136 2716090 2635254 2613091 2642372 2601314 Ophthalmic acid 1954.934375 1955.034375 1955.134375 40435 54646 30954 31375 43916 44368 19549 55788 22887 40416 558288 717348 1037549 814074 859463 604866 885633 737029 816040 793864 1955.234375 1955.334375 1955.434375 69265 45387 49608 86054 29057 70230 24351 64720 42979 54561 655400 855334 712533 961348 905109 776039 833172 1006808 838708 753503 394804 364988 382393 387782 456767 412963 416887 363255 363167 298469 Ornithine 742.4749512 742.5749512 742.6749512 228269 198255 260424 175134 144098 157929 140555 189566 166924 155547 266209 318417 407039 320185 339147 292215 323049 294157 321314 351498 742.7749512 7425 742.8749512 161408 154867 131848 441854 113705 221934 157931 234149 198912 213733 220382 305156 277235 343791 302774 316882 304817 349963 335211 246051 225534 201915 228398 270026 240216 263397 234833 226724 231200 219583 Oxoglutaric acid 82848.85625 82848.95625 82849.05625 15647805 13120488 13226506 9398030 10736971 11829342 12589295 16017890 14118062 15586689 1182337 2000555 2915461 2487220 2698202 1386510 1779021 1678457 2003881 1936119 82849.15625 82849.25625 82849.35625 16130947 13224124 15543456 17991990 15070587 15581170 10798500 12972476 8853641 14808237 828489 1995892 1224168 1766963 1092248 961400 1681377 2519225 2322560 1493414 6780906 7528436 9183881 9313403 8667760 8374433 7315100 8062478 5327180 5335174 Pantothenic acid 55969.61875 55969.71875 55969.81875 1303686 1546446 1154065 1170124 1264514 1100961 1146704 1348701 1336972 1320241 847829 886709 1310660 1094001 931549 559696 1130182 874528 826991 900838 55969.91875 55970.01875 55970.11875 1515043 1475710 1335676 1322746 1441745 1409588 1201752 1494254 1300630 1482484 635166 923676 730786 884131 898429 715311 746042 1010655 870374 656772 1060908 1070905 1102788 1079299 1127866 1135808 1105993 1207899 1227542 1080693 Phenylalanine 6462 8539 646.1827637 15882706 14943449 14463008 14797346 13837481 20802484 22200390 24897074 22367278 23086228 7605188 8063340 11165092 9634699 9595361 8187938 11676522 7561098 7231068 7962706 8855 14028 646.2827637 13306726 13630503 11916476 10307095 12210402 16940988 15691838 18967992 17265810 19225406 6558986 8507249 6695478 8298442 9525331 7113826 8258402 9994882 7840458 6763132 12620338 12839942 12563024 12490908 12959805 12150079 12002149 12206602 12443281 12749612 Phosphocreatine 3793.275781 3793.375781 3793.475781 87001 105307 81017 82998 66169 37933 85249 87498 84972 91525 652078 697282 939080 733949 842502 687941 967009 781408 743572 784134 3793.575781 3793.675781 3793.775781 130932 104248 105379 141331 89513 134245 119615 149242 112854 109345 630300 722203 656277 833739 950973 778389 790665 979050 731965 712935 364636 397572 453445 404645 436790 403146 387583 382187 405005 366386 Phosphodimethylethanolamine* 1271.858594 1271.958594 1272.058594 1332650 1304921 1324056 1397990 1348096 768243 757870 960322 797964 833763 29332 45159 63604 65957 37237 51045 50063 43447 37056 54668 1272.158594 1272.258594 1272.358594 947698 926098 949351 1006259 892973 705643 721356 747113 726106 746022 12719 25272 32946 48784 64582 36158 37166 51835 50325 26022 471253 473385 487488 514803 499149 495828 512200 481358 476087 519740 Pipecolic acid 716.44375 716.54375 716.64375 538439 502782 289494 471530 476619 2772996 2240796 3022422 3418130 2751911 9230 716.74375 716.84375 7164 716.94375 717.04375 717.14375 8866 717.24375 717.34375 717.44375 717.54375 717.64375 442566 401995 210224 367836 219904 2575422 1855547 1796395 2068565 1971108 717.74375 717.84375 717.94375 7849 718.04375 718.14375 718.24375 718.34375 718.44375 8861 782358 781578 779355 774969 826399 722178 682016 633510 669009 580715 Proline 784.7040527 784.8040527 784.9040527 1012960 976071 783783 916518 907744 1307766 1102933 1480864 1352315 1114680 558397 644427 804447 727187 642446 567511 730638 567592 583592 640864 785.0040527 785.1040527 7847 850754 908610 691881 931421 690006 987891 880697 929177 1113190 928384 595576 647104 537939 611112 693306 526124 658822 657070 531455 442251 787771 812124 807183 963732 791811 773928 723096 700774 635329 701897 Pyridoxine 91.85991821 5228 91.95991821 1482105 1224551 2032092 1403798 990085 1234004 1429358 1577624 1405269 1361598 1188859 1332491 741592 1242527 971150 868688 874515 978977 1134303 1018254 92.05991821 919 92.15991821 1840618 98641 1773199 1338795 1812479 1530450 1420265 1576688 1457946 1667322 1570428 1666838 1306462 1255646 1205272 1287577 1550524 1317464 1595043 1209160 1541245 1630928 1488959 1410652 1328452 1252519 1203726 1282847 1422410 1344928 Pyroglutamic acid 33777 55540 57958 9817810 12254627 10857217 8388673 10487503 10451191 10658456 10975747 11527513 10344913 10505671 9778640 18848088 12674330 12108377 6173856 14340010 9985306 7984460 9377742 57807 44401 58839 10200091 9687466 8284390 7340701 8773001 8887066 7369293 10052690 8901937 9575321 6501150 8486773 7964086 10210050 8554121 7308388 9007288 10530775 8862672 6840400 8456001 8672644 9097610 9611332 9744254 10309120 10456148 10885678 9633897 9947709 Pyruvic acid 159388 155572 122177 77275184 72965872 73361672 72479952 65471188 59840148 62649168 69411112 62024496 69198720 1929953 1808342 4828588 2557801 2751409 1835546 4744481 2017634 1821214 2189893 205462 212494 172803 43020212 42682796 34755228 28993034 35368680 29761824 29793344 36041848 34378068 34052900 887185 1115004 837157 1283354 2060900 1443201 1189315 2174151 874110 1217813 31216582 30465976 29766290 29607450 29484880 28825978 27804818 28058082 29977054 28823148 Riboflavin* 788.9639648 789.0639648 789.1639648 202614 168863 179192 140391 138873 137163 162717 151419 135052 142337 34832 27052 37651 23753 36792 21630 55140 25807 22789 18066 789.2639648 789.3639648 789.4639648 157188 133679 145093 126219 127871 126776 106960 150537 139816 127655 21616 41286 26049 35166 35900 24190 28256 40584 7890 17836 99491 86499 72409 80930 83758 100994 100567 70545 76666 86034 Ribose 5-phosphate 6973 653.334375 653.434375 362346 366262 348029 315354 365407 317883 367455 354863 320945 327797 319578 352574 330846 303195 335143 416758 286635 293441 340947 324124 6533 653.534375 653.634375 365245 279160 270284 309502 233304 354013 417175 490522 355244 452154 483995 492235 461166 580749 592142 430296 422996 408730 447364 432560 294749 298352 359728 386637 394574 392961 397008 374799 339285 329962 S-Adenosylhomocysteine* 1287.724121 1287.824121 1287.924121 280777 274613 185019 170998 227430 272622 261911 283225 280726 265731 12877 13014 84482 39567 26718 1288.024121 59906 45302 44280 50420 1288.124121 1288.224121 1288.324121 192626 166301 124428 233564 133704 245270 137482 236008 190101 208631 1288.424121 51701 32950 17281 60568 51202 27323 83899 57593 14301 116332 112644 140969 133212 117112 96914 124963 147012 103087 98746 Sedoheptulose 7-phosphate 61556.3625 61556.4625 61556.5625 9348540 9560009 5434306 8763095 7704121 12579722 9427631 11613403 12687742 10412776 639667 618597 762292 684941 686670 735984 775066 655059 653978 653742 61556.6625 61556.7625 61556.8625 2228982 1873184 903286 1483106 827783 3161346 1793014 1497413 2109844 2794121 615564 845193 717581 869545 935400 896613 852150 1045292 829644 917015 3218665 3421217 3552219 3729046 3804283 3764504 3471694 3705761 3531440 3513484 Serine 11553 11042 848.7671875 14934656 14077529 15563934 8810708 14265898 14988207 16564996 16340181 16134518 17157560 6873914 9983972 15565909 12622776 12193063 6427484 9468271 10567058 10269953 10975073 16688 11356 8488 12876982 12513653 16067617 14199794 16402765 16425804 10032248 16761769 10235285 17892832 4541456 9696123 7242587 10331973 7040225 6326078 10454678 11394613 9388947 9382375 9799232 10395936 13358023 13588066 13189541 13406586 13343138 11530185 8620257 9046953 Succinic acid 3296098 3169540 3207650 12661638 12249399 14167251 9544240 11108116 23345830 27137880 28741944 27242848 31886656 4290022 5015014 5543769 5514485 5433666 3210662 3945476 3783883 5766730 3874694 3051464 3085395 2991927 13273495 10492914 13708247 15373332 13467054 19601074 15560143 19754690 15932404 20010508 3656667 5285534 3664420 3510471 3433253 4252922 5353610 5847122 4245354 3958367 8840870 9878892 11577808 11946598 11664061 11486897 10587083 11137083 8422896 8803802 Sucrose 94669 11319 77439 214891 216039 391700 117095 671138 376986 561005 344330 381946 244619 120242 32665 307161 32252 107523 127597 111539 100525 111194 107041 1131.85918 1131.95918 13688 273123 148518 243292 158891 662999 187663 296189 1568222 299226 306968 360648 259523 38019 253381 36404 75141 36491 82907 29836 134707 242888 289328 277331 277337 331840 301493 352326 354401 202594 460274 Taurine 15861 14699 17599 439875 625393 105764 291762 548862 578892 388235 596906 672215 349019 3918863 4154790 5121042 4851406 4217196 3120532 4342499 3675592 3827474 4015742 21290 26667 9953 670885 535981 170835 694548 204836 717843 394742 527859 395667 496644 2924243 4025656 3852723 4508196 3259145 3328468 4515122 4348557 4545972 4132271 2071160 2265159 2309801 2146881 2172021 2373806 2397149 2298936 1938414 2018144 Threonic acid 5263.183984 5263.283984 5263.383984 290883 376484 232658 52632 295469 298402 274693 320716 314339 262804 727536 1244731 2700428 1650050 1580759 112846 1168692 1624774 1668919 1535036 5263.483984 5263.583984 5263.683984 311816 282091 335379 300828 334828 378235 200317 408201 131130 348995 377114 1537866 1762901 2561464 670611 840791 1591547 1685840 1710812 1891502 564562 631914 833459 886621 1087186 1064418 1197470 1069344 455709 645917 Threonine 1097.838965 1097.938965 1098.038965 4376912 4481914 3546840 3482481 3828381 5302423 4947247 5982737 5614402 5773644 2227472 3017232 4029425 3715781 3390992 2162596 2781420 2992942 2979401 2865615 10978 1098.138965 1098.238965 3700098 3703405 3206838 3816149 3212752 5268842 3394896 4807651 3803284 4842913 1972168 2884854 2778752 3175922 2438498 2209475 3124272 3262780 2927582 2778630 3589566 3346886 3759622 4047448 3804700 3990999 3939228 3489663 3241911 2622098 Thymidine 2848 10515 5966 664596 565778 529780 642202 511402 618788 760252 812530 587106 723578 64.94158936 27847 65.04158936 65.14158936 65.24158936 65.34158936 65.44158936 65.54158936 35265 24333 2175 20407 20085 458743 484174 331423 161061 321820 208969 279008 392778 267504 304727 6268 2906 65.64158936 65.74158936 23831 649 29583 6211 65.84158936 65.94158936 273403 254855 237025 266620 238582 238932 194427 262946 248920 278938 Tryptophan 199425.175 199425.275 199425.375 4931142 4724984 4987719 4699229 3615026 6203098 6434973 7356582 7345824 6252202 3266170 3141276 3143609 3482422 2754064 2676058 2891599 2763744 2947588 2801481 199425.475 199425.575 199425.675 5403796 4080615 4530695 3488538 4546170 6530964 5526714 5282620 5008212 5842080 2718065 3016405 3321152 3193588 2466419 1994252 2425126 2269313 3012948 2064073 4118986 4183869 4215761 3956712 4351818 4140217 3979940 4026854 3925972 3842780 Tyrosine 7675 9800 9939 17009410 15869894 12392387 15330616 14059548 18046968 18210074 20756336 20061242 17863058 14244154 13581801 14115413 15213472 12918432 11310496 13392587 12213703 14048357 12586773 8742 767.4733887 8762 16415964 16270315 12535266 13930740 12509677 20731644 16215577 17010740 16449895 18569606 13413001 14046089 14409735 15173917 12068954 11708617 13492384 12479529 15511523 12002815 15173784 15057644 15040035 15927509 16166500 16083719 16059201 16271496 16174687 16012034 Ureidosuccinic acid 796.2433105 7962 796.3433105 81577 85844 140933 77795 49580 61322 101061 108725 86772 145120 662721 903945 1151716 978600 969144 853257 1034436 844233 994382 1028637 796.4433105 796.5433105 796.6433105 294254 286032 353417 326734 358522 391908 395381 521230 356984 444440 601376 1018941 749489 923324 991528 800301 948975 1323479 911134 895746 485042 536200 606096 606025 560035 555273 497934 524186 478331 440034 Uridine 1137.099902 1137.199902 1137.299902 604917 634539 536196 606523 468916 676246 720866 923738 605839 810089 54140 65143 99821 95975 105021 74189 142732 65987 21986 56311 11371 1137.399902 1137.499902 392747 462434 319702 186115 320472 223860 293222 364435 304690 324257 22797 43281 39189 51665 65841 18641 49970 92813 47228 11890 321411 318608 319726 280471 310675 252477 244046 262815 314602 272127 Uridine 3-monophosphate 775.7342285 775.8342285 775.9342285 399129 230417 292826 260117 305287 2010574 2408610 2070230 1983952 2301733 776.0342285 776.1342285 776.2342285 9787 776.3342285 776.4342285 11005 776.5342285 776.6342285 776.7342285 8043 776.8342285 776.9342285 473680 381873 383095 587085 503975 811299 733705 575373 752970 594573 777.0342285 8977 777.1342285 777.2342285 777.3342285 777.4342285 7757 777.5342285 777.6342285 777.7342285 416160 454301 464154 451143 497022 512131 505659 509157 494555 518037 Uridine 5-diphosphate 714.9873047 715.0873047 715.1873047 154436 163821 236672 177188 116124 139666 194329 149613 118926 205460 715.2873047 715.3873047 7150 12212 12672 10179 32076 11558 715.4873047 7366 715.5873047 715.6873047 715.7873047 218107 29520 264485 221898 318061 195665 245826 290715 203448 199701 715.8873047 715.9873047 716.0873047 10072 716.1873047 716.2873047 716.3873047 716.4873047 716.5873047 716.6873047 56474 68069 74335 70684 86509 80994 66420 76639 74138 73502 Uridine diphosphate glucose 425748.3 425748.4 425748.5 4759236 5003983 5722248 4842760 4257483 4652798 5296242 5077878 4965162 5672370 6725006 7158354 10200693 8170576 8606193 8517906 10033078 8147499 8057956 8278339 425748.6 425748.7 425748.8 7083684 5707714 6410630 7093986 6403325 5525333 6071644 6753032 6098500 5738210 5652338 8144155 6169697 8888901 8919751 7710104 8100093 9809757 6941104 7407186 6065498 6268488 6524518 6587648 6588938 6269502 6080368 6244454 6087201 5656690 Uridine diphosphategalactose 19956.06094 19956.16094 19956.26094 260820 228062 302183 235037 199561 240343 291718 242286 222269 268299 328320 320928 558411 399415 441279 434149 501934 423685 440247 393421 19956.36094 19956.46094 19956.56094 360223 285342 344953 316522 327510 271808 314060 358014 318900 248927 319570 352918 310702 441616 478218 413013 336938 448199 369522 350418 339325 284695 336325 331117 312073 361857 334489 299542 287466 282783 Valine 15105 24203 10170 11329071 11929167 5710504 8946298 9634889 15140686 12650106 17760804 18232526 15444066 6416469 6754066 8215858 7357006 6649699 5099790 6959060 4630621 5164900 5631938 47751 27442 19473 8699996 9072997 5182813 7137856 5025594 14818897 10640528 11461839 12561838 12686402 6460385 6404022 6743268 6026475 5037284 4295967 5498463 5004899 5959096 4051976 8562016 8714131 9246363 8980076 8737368 8213329 7860543 7713606 7356627 7201218 Xylose 5-phosphate 5730 509.4197754 509.5197754 366332 335844 302012 328563 318107 329902 300623 327857 339892 345963 315170 336379 287540 291797 338861 361493 282809 282956 285498 315894 5094 509.6197754 509.7197754 313404 287628 164325 274478 160500 365831 351665 347154 312544 394110 424442 458932 376953 451270 421392 352579 419222 339068 427985 374006 336054 323289 361187 348576 334420 380722 345370 317079 336121 351251 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name Average Rt(min) Average Mz Adduct type Formula Ontology INCHIKEY SMILES 2-Phosphoglyceric acid 14.381 184.98584 [M-H]- C3H7O7P HMDB0000362 GXIURPTVHJPJLF-UHFFFAOYAQ C(C(C(=O)O)OP(=O)(O)O)O 3-Phosphoglyceric acid 15.006 184.98618 [M-H]- C3H7O7P HMDB0000807 OSJPPGNTCRNQQC-UHFFFAOYSA-N OC(COP(O)(O)=O)C(O)=O 4-Hydroxyproline 9.029 130.05112 [M-H]- C5H9NO3 HMDB0000725 PMMYEEVYMWASQN-DMTCNVIQSA-N O[C@H]1CN[C@@H](C1)C(O)=O 6-Phosphogluconic acid 15.221 275.01788 [M-H]- C6H13O10P HMDB0001316 BIRSGZKFKXLSJQ-SQOUGZDYBT C([C@H]([C@H]([C@@H]([C@H](C(=O)O)O)O)O)O)OP(=O)(O)O Acetylcarnitine* 6.783 262.12952 [M+CH3COO]- C9H17NO4 HMDB0000201 RDHQFKQIGNGIED-UHFFFAOYSA-N CC(=O)OC(CC([O-])=O)C[N+](C)(C)C Adenine 2.308 134.04753 [M-H]- C5H5N5 HMDB0000034 GFFGJBXGBJISGV-UHFFFAOYAT c1[nH]c(c-2ncnc2n1)N Adenosine 2.401 326.1105 [M+CH3COO]- C10H13N5O4 HMDB0000050 OIRDTQYFTABQOQ-KQYNXXCUBX c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N Adenosine diphosphate 13.295 426.02216 [M-H]- C10H15N5O10P2 HMDB0001341 XTWYTFMLZFPYCI-KQYNXXCUBP c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)O)O)O)N Adenosine diphosphate ribose 12.54 558.06409 [M-H]- C15H23N5O14P2 HMDB0001178 SRNWOUGRCWSEMX-MRUDJCSFSA-N NC1=NC=NC2=C1N=CN2C1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O Adenosine monophosphate 11.756 346.05515 [M-H]- C10H14N5O7P HMDB0000045 UDMBCSSLTHHNCD-KQYNXXCUBP c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N Adenosine triphosphate 14.661 505.98932 [M-H]- C10H16N5O13P3 HMDB0000538 ZKHQWZAMYRWXGA-KQYNXXCUBG c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N Alanine 9.166 88.04053 [M-H]- C3H7NO2 HMDB0000161 QNAYBMKLOCPYGJ-REOHCLBHBS C[C@@H](C(=O)O)N Arginine 15.244 173.10468 [M-H]- C6H14N4O2 HMDB0000517 ODKSFYDXXFIFQN-BYPYZUCNBA C(C[C@@H](C(=O)O)N)CNC(=N)N Asparagine 10.401 131.04639 [M-H]- C4H8N2O3 HMDB0000168 DCXYFEDJOCDNAF-REOHCLBHSA-N N[C@@H](CC(N)=O)C(O)=O Aspartic acid 12.013 132.0304 [M-H]- C4H7NO4 HMDB0000191 CKLJMWTZIZZHCS-REOHCLBHBW C([C@@H](C(=O)O)N)C(=O)O Bilirubin 1.568 583.25635 [M-H]- C33H36N4O6 HMDB0000054 BPYKTIZUTYGOLE-IFADSCNNBS Cc1c(c([nH]c1/C=C/C(=C(C(=O)N2)C=C)C)Cc3c(c(c([nH]3)/C=C/C(=C(C(=O)N4)C)C=C)C)CCC(=O)O)CCC(=O)O Carnitine 8.929 220.11932 [M+CH3COO]- C7H15NO3 HMDB0000062 PHIQHXFUZVPYII-UHFFFAOYAT C[N+](C)(C)CC(CC(=O)[O-])O Cholic acid 2.446 407.28088 [M-H]- C24H40O5 HMDB0000619 BHQCQFFYRZLCQQ-OELDTZBJSA-N C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C cis-Aconitic acid 13.678 173.00946 [M-H]- C6H6O6 HMDB0000072 GTZCVFVGUGFEME-IWQZZHSRBS C(/C(=C/C(=O)O)/C(=O)O)C(=O)O Citrulline 11.026 174.08859 [M-H]- C6H13N3O3 HMDB0000904 RHGKLRLOHDJJDR-UHFFFAOYAQ C(CC(C(=O)O)N)CNC(=O)N Creatinine 2.81 112.05182 [M-H]- C4H7N3O HMDB0000562 DDRJAANPRJIHGJ-UHFFFAOYAV CN1CC(=NC1=N)O Cytidine diphosphate* 14.806 402.01154 [M-H]- C9H15N3O11P2 HMDB0001546 ZWIADYZPOWUWEW-XVFCMESIBF c1cn(c(nc1=N)O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O)O)O Cytidine monophosphate 13.344 322.04507 [M-H]- C9H14N3O8P HMDB0000095 IERHLVCPSMICTF-XVFCMESIBY c1cn(c(=O)nc1N)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O Dihydroorotic acid 7.004 157.02585 [M-H]- C5H6N2O4 HMDB0003349 UFIVEPVSAGBUSI-UHFFFAOYAI C1C(NC(=O)NC1=O)C(=O)O Fructose 1,6-bisphosphate 17.487 338.98859 [M-H]- C6H14O12P2 HMDB0001058 RNBGYGVWRKECFJ-ARQDHWQXBZ C([C@@H]1[C@H]([C@@H]([C@](O1)(COP(=O)(O)O)O)O)O)OP(=O)(O)O Fructose 6-phosphate 13.245 259.02277 [M-H]- C6H13O9P HMDB0000124 BGWGXPAPYGQALX-ARQDHWQXSA-N OC[C@@]1(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O Fructose* 6.055 179.05637 [M-H]- C6H12O6 HMDB0000660 RFSUNEUAIZKAJO-ARQDHWQXSA-N OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O Fumaric acid 13.423 115.00381 [M-H]- C4H4O4 HMDB0000134 VZCYOOQTPOCHFL-OWOJBTEDBF C(=C/C(=O)O)C(=O)O Gluconic acid 10.128 195.05136 [M-H]- C6H12O7 HMDB0000625 RGHNJXZEOKUKBD-SQOUGZDYSA-N OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O Glucose 8.203 179.0563 [M-H]- C6H12O6 HMDB0000122 WQZGKKKJIJFFOK-DVKNGEFBSA-N OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O Glucose 6-phosphate 14.022 259.02225 [M-H]- C6H13O9P HMDB0001401 NBSCHQHZLSJFNQ-GASJEMHNSA-N OC1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1O Glutamic acid 11.879 146.04591 [M-H]- C5H9NO4 HMDB0000148 WHUUTDBJXJRKMK-VKHMYHEABN C(CC(=O)O)[C@@H](C(=O)O)N Glutamine 10.141 145.06218 [M-H]- C5H10N2O3 HMDB0000641 ZDXPYRJPNDTMRX-UHFFFAOYAL C(CC(=O)N)C(C(=O)O)N Glutathione (GSH) 11.661 306.07648 [M-H]- C10H17N3O6S HMDB0000125 RWSXRVCMGQZWBV-WDSKDSINSA-N N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O Glutathione (GSSG) 15.193 611.14539 [M-H]- C20H32N6O12S2 HMDB0003337 YPZRWBKMTBYPTK-BJDJZHNGBD C(CC(=O)N[C@@H](CSSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)C(=O)NCC(=O)O)[C@@H](C(=O)O)N Glyceraldehyde 3-phosphate 12.576 168.99101 [M-H]- C3H7O6P HMDB0001112 LXJXRIRHZLFYRP-VKHMYHEASA-N O[C@H](COP(O)(O)=O)C=O Glycerol 3-phosphate 12.504 171.00655 [M-H]- C3H9O6P HMDB0000126 AWUCVROLDVIAJX-GSVOUGTGSA-N OC[C@@H](O)COP(O)(O)=O Guanine 4.839 150.04248 [M-H]- C5H5N5O HMDB0000132 UYTPUPDQBNUYGX-UHFFFAOYAE c1[nH]c2c(=O)[nH]c(nc2n1)N Guanosine diphosphate 15.373 442.01746 [M-H]- C10H15N5O11P2 HMDB0001201 QGWNDRXFNXRZMB-UUOKFMHZBH c1nc2c(=O)[nH]c(nc2n1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)O)O)O)N Guanosine monophosphate 13.69 362.05115 [M-H]- C10H14N5O8P HMDB0001397 RQFCJASXJCIDSX-UUOKFMHZBU c1nc2c(=O)[nH]c(nc2n1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N Hexose 6-phosphate 12.589 259.02301 [M-H]- C6H13O9P HMDB0000124 BGWGXPAPYGQALX-ARQDHWQXSA-N OC[C@@]1(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O Hypoxanthine 2.814 135.03133 [M-H]- C5H4N4O HMDB0000157 FDGQSTZJBFJUBT-UHFFFAOYSA-N OC1=NC=NC2=C1NC=N2 Indoleacrylic acid 3.021 186.05643 [M-H]- C11H9NO2 HMDB0000734 PLVPPLCLBIEYEA-AATRIKPKBL c1ccc2c(c1)c(c[nH]2)/C=C/C(=O)O Indolepyruvate 3.073 202.05148 [M-H]- C11H9NO3 HMDB0060484 RSTKLPZEZYGQPY-UHFFFAOYAO c1ccc2c(c1)c(c[nH]2)CC(=O)C(=O)O Inosine Monophosphate 12.619 347.04016 [M-H]- C10H13N4O8P HMDB0000175 GRSZFWQUAKGDAV-KQYNXXCUBU c1[nH]c2c(c(=O)n1)ncn2[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O Inosine triphosphate 15.809 506.97229 [M-H]- C10H15N4O14P3 HMDB0000189 HAEJPQIATWHALX-KQYNXXCUBI c1nc2c(c(n1)O)ncn2[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O Inositol* 10.077 179.05641 [M-H]- C6H12O6 HMDB0000211 CDAISMWEOUEBRE-GPIVLXJGSA-N O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O Isoleucine 5.642 130.08755 [M-H]- C6H13NO2 HMDB0000172 AGPKZVBTJJNPAG-WHFBIAKZBB CC[C@H](C)[C@@H](C(=O)O)N Lactic acid 6.063 89.02439 [M-H]- C3H6O3 HMDB0000190 JVTAAEKCZFNVCJ-REOHCLBHSA-N C[C@H](O)C(O)=O Leucine 5.178 130.08746 [M-H]- C6H13NO2 HMDB0000687 ROHFNLRQFUQHCH-YFKPBYRVBU CC(C)C[C@@H](C(=O)O)N Lysine 15.705 145.09851 [M-H]- C6H14N2O2 HMDB0000182 KDXKERNSBIXSRK-YFKPBYRVBE C(CCN)C[C@@H](C(=O)O)N Mannose 6-phosphate 13.502 259.02258 [M-H]- C6H13O9P HMDB0001078 NBSCHQHZLSJFNQ-RWOPYEJCBI C([C@@H]1[C@H]([C@@H]([C@@H]([C@@H](O1)O)O)O)O)OP(=O)(O)O Mesaconic acid 12.73 129.01941 [M-H]- C5H6O4 HMDB0000749 HNEGQIOMVPPMNR-NSCUHMNNSA-N CC(=C/C(O)=O)C(O)=O Methionine 6.342 148.0439 [M-H]- C5H11NO2S HMDB0000696 FFEARJCKVFRZRR-BYPYZUCNBW CSCC[C@@H](C(=O)O)N myo-Inositol 10.466 239.07735 [M+CH3COO]- C6H12O6 HMDB0000211 CDAISMWEOUEBRE-GPIVLXJGSA-N O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O N-Acetylalanine* 6.202 130.05124 [M-H]- C5H9NO3 HMDB0000766 KTHDTJVBEPMMGL-UHFFFAOYAE CC(C(=O)O)NC(=O)C N-Acetyl-aspartic acid 12.286 174.04108 [M-H]- C6H9NO5 HMDB0000812 OTCCIMWXFLJLIA-BYPYZUCNBM CC(=O)N[C@@H](CC(=O)O)C(=O)O N-Acetyl-methionine 3.438 190.05447 [M-H]- C7H13NO3S HMDB0011745 XUYPXLNMDZIRQH-UHFFFAOYAQ CC(=O)NC(CCSC)C(=O)O N-Acetylserine 8.052 146.04601 [M-H]- C5H9NO4 HMDB0002931 JJIHLJJYMXLCOY-UHFFFAOYAF CC(=O)NC(CO)C(=O)O NAD 11.854 662.10065 [M-H]- C21H27N7O14P2 HMDB0000902 BAWFJGJZGIEFAR-NNYOXOHSSA-N NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O NADP 15.008 742.06732 [M-H]- C21H28N7O17P3 HMDB0000217 XJLXINKUBYWONI-NNYOXOHSBN c1cc(c[n+](c1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)([O-])OP(=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)n4cnc5c4ncnc5N)OP(=O)(O)O)O)O)O)C(=O)N N-alpha-Acetyl-lysine* 10.394 187.10928 [M-H]- C8H16N2O3 HMDB0000446 VEYYWZRYIYDQJM-UHFFFAOYAQ CC(=O)NC(CCCCN)C(=O)O O-Acetylserine 7.462 146.04599 [M-H]- C5H9NO4 HMDB0003011 VZXPDPZARILFQX-UHFFFAOYAG CC(=O)OCC(C(=O)O)N O-Phosphoethanolamine 13.431 140.01195 [M-H]- C2H8NO4P HMDB0000224 SUHOOTKUPISOBE-UHFFFAOYAT C(COP(=O)(O)O)N Ophthalmic acid 11.321 288.12045 [M-H]- C11H19N3O6 HMDB0005765 JCMUOFQHZLPHQP-BQBZGAKWSA-N CC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O Ornithine 11.026 131.0829 [M-H]- C5H12N2O2 HMDB0000214 AHLPHDHHMVZTML-BYPYZUCNBZ C(C[C@@H](C(=O)O)N)CN Oxoglutaric acid 12.492 145.01445 [M-H]- C5H6O5 HMDB0000208 KPGXRSRHYNQIFN-UHFFFAOYAN C(CC(=O)O)C(=O)C(=O)O Pantothenic acid 6.308 218.10352 [M-H]- C9H17NO5 HMDB0000210 GHOKWGTUZJEAQD-ZETCQYMHBS CC(C)(CO)[C@H](C(=O)NCCC(=O)O)O Phenylalanine 4.935 164.07205 [M-H]- C9H11NO2 HMDB0000159 COLNVLDHVKWLRT-QMMMGPOBBC c1ccc(cc1)C[C@@H](C(=O)O)N Phosphocreatine 13.228 210.02844 [M-H]- C4H10N3O5P HMDB0001511 DRBBFCLWYRJSJZ-UHFFFAOYAF CN(CC(=O)O)C(=N)NP(=O)(O)O Phosphodimethylethanolamine* 14.323 168.0435 [M-H]- null null null null Pipecolic acid 6.896 128.07195 [M-H]- C6H11NO2 HMDB0000070 HXEACLLIILLPRG-UHFFFAOYAL C1CCNC(C1)C(=O)O Proline 7.295 114.05619 [M-H]- C5H9NO2 HMDB0000162 ONIBWKKTOPOVIA-BYPYZUCNBZ C1C[C@H](NC1)C(=O)O Pyridoxine 1.879 168.06694 [M-H]- C8H11NO3 HMDB0000239 LXNHXLLTXMVWPM-UHFFFAOYSA-N CC1=C(O)C(CO)=C(CO)C=N1 Pyroglutamic acid 7.89 128.03548 [M-H]- C5H7NO3 HMDB0000267 ODHCTXKNWHHXJC-VKHMYHEABY C1CC(=O)N[C@@H]1C(=O)O Pyruvic acid 4.072 87.00877 [M-H]- C3H4O3 HMDB0000243 LCTONWCANYUPML-UHFFFAOYAJ CC(=O)C(=O)O Riboflavin* 2.308 435.15295 [M+CH3COO]- C17H20N4O6 HMDB0000244 AUNGANRZJHBGPY-SCRDCRAPBG Cc1cc2c(cc1C)n(c-3nc(=O)[nH]c(=O)c3n2)C[C@@H]([C@@H]([C@@H](CO)O)O)O Ribose 5-phosphate 12.74 229.01198 [M-H]- C5H11O8P HMDB0257215 KTVPXOYAKDPRHY-AIHAYLRMBX C([C@@H]1[C@H]([C@H]([C@H](O1)O)O)O)OP(=O)(O)O S-Adenosylhomocysteine* 9.496 383.1149 [M-H]- C14H20N6O5S HMDB0000939 ZJUKTBDSGOFHSH-WFMPWKQPBX c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CSCC[C@@H](C(=O)O)N)O)O)N Sedoheptulose 7-phosphate 13.525 289.03308 [M-H]- C7H15O10P HMDB0258206 JDTUMPKOJBQPKX-UHFFFAOYSA-N OCC(=O)C(O)C(O)C(O)C(O)COP(O)(O)=O Serine 10.438 104.03545 [M-H]- C3H7NO3 HMDB0062263 MTCFGRXMJLQNBG-REOHCLBHBX C([C@@H](C(=O)O)N)O Succinic acid 12.441 117.0194 [M-H]- C4H6O4 HMDB0000254 KDYFGRWQOYBRFD-UHFFFAOYAC C(CC(=O)O)C(=O)O Sucrose 9.621 341.10916 [M-H]- C12H22O11 HMDB0000258 CZMRCDWAGMRECN-UGDNZRGBBE C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)CO)O)O)CO)O)O)O)O Taurine 9.116 124.0076 [M-H]- C2H7NO3S HMDB0000251 XOAAWQZATWQOTB-UHFFFAOYAA C(CS(=O)(=O)O)N Threonic acid 9.865 135.03021 [M-H]- C4H8O5 HMDB0000943 JPIJQSOTBSSVTP-STHAYSLIBB C([C@@H]([C@H](C(=O)O)O)O)O Threonine 9.391 118.05115 [M-H]- C4H9NO3 HMDB0000167 AYFVYJQAPQTCCC-GBXIJSLDBG C[C@H]([C@@H](C(=O)O)N)O Thymidine 1.589 241.0834 [M-H]- C10H14N2O5 HMDB0000273 IQFYYKKMVGJFEH-XLPZGREQBQ Cc1cn(c(=O)[nH]c1=O)[C@H]2C[C@@H]([C@H](O2)CO)O Tryptophan 5.905 203.08298 [M-H]- C11H12N2O2 HMDB0000929 QIVBCDIJIAJPQS-VIFPVBQEBP c1ccc2c(c1)c(c[nH]2)C[C@@H](C(=O)O)N Tyrosine 7.693 180.06677 [M-H]- C9H11NO3 HMDB0000158 OUYCCCASQSFEME-QMMMGPOBBZ c1cc(ccc1C[C@@H](C(=O)O)N)O Ureidosuccinic acid 13.728 175.03624 [M-H]- C5H8N2O5 HMDB0000828 HLKXYZVTANABHZ-UHFFFAOYAH C(C(C(=O)O)NC(=O)N)C(=O)O Uridine 2.723 243.06227 [M-H]- C9H12N2O6 HMDB0000296 DRTQHJPVMGBUCF-XVFCMESIBG c1cn(c(=O)[nH]c1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O Uridine 3-monophosphate 12.214 323.02896 [M-H]- C9H13N2O9P HMDB0060282 FOGRQMPFHUHIGU-XVFCMESIBZ c1cn(c(=O)[nH]c1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)OP(=O)(O)O)O Uridine 5-diphosphate 13.843 402.99554 [M-H]- C9H14N2O12P2 HMDB0000295 XCCTYIAWTASOJW-XVFCMESIBB c1cn(c(=O)nc1O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O)O)O Uridine diphosphate glucose 13.192 565.04724 [M-H]- C15H24N2O17P2 HMDB0000286 HSCJRCZFDFQWRP-JZMIEXBBBU c1cn(c(=O)[nH]c1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)O)O Uridine diphosphategalactose 13.475 565.04913 [M-H]- C15H24N2O17P2 HMDB0000302 HSCJRCZFDFQWRP-ABVWGUQPBC c1cn(c(=O)[nH]c1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)OP(=O)(O)O[C@@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)O)O Valine 6.916 116.07196 [M-H]- C5H11NO2 HMDB0000883 KZSNJWFQEVHDMF-BYPYZUCNBW CC(C)[C@@H](C(=O)O)N Xylose 5-phosphate 12.984 229.01184 [M-H]- C5H11O8P HMDB0000868 METABOLITES_END #END