#METABOLOMICS WORKBENCH SIMR_Core_Facility_20240327_233130 DATATRACK_ID:4744 STUDY_ID:ST003146 ANALYSIS_ID:AN005162 VERSION 1 CREATED_ON 04-01-2024 #PROJECT PR:PROJECT_TITLE Exploring The Impact of Two Novel DNA Minor Groove Binders on HCT-116 Cells: A PR:PROJECT_TITLE Comprehensive Multi-Omics Analysis Using Mass Spectrometry PR:PROJECT_SUMMARY Colorectal cancer (CRC) poses a significant global health challenge, PR:PROJECT_SUMMARY necessitating innovative therapeutic approaches. Despite advancements, current PR:PROJECT_SUMMARY treatments encounter obstacles such as chemotherapy resistance and adverse PR:PROJECT_SUMMARY effects due to non-selective targeting. DNA Minor Groove Binders (MGBs) present PR:PROJECT_SUMMARY promising alternatives, targeting DNA structure without causing permanent PR:PROJECT_SUMMARY damage. In this study, two novel MGB compounds were synthesized, MGB30 and PR:PROJECT_SUMMARY MGB32, resembling distamycin, a natural DNA-binding agent. These compounds bind PR:PROJECT_SUMMARY reversibly to the DNA minor groove, influencing DNA structure and inhibiting PR:PROJECT_SUMMARY cancer growth-related enzymes. Our study aims to explore the unique effects of PR:PROJECT_SUMMARY MGB30 and MGB32 on the metabolomic profiles of treated HCT-116 cells using PR:PROJECT_SUMMARY TIMS-QTOF-UHPLC-MS. Objectives include comprehensive analysis, comparison of PR:PROJECT_SUMMARY effects, identification of altered pathways, and insights into MGB compound PR:PROJECT_SUMMARY mechanisms. Additionally, we established four biological replicates for each PR:PROJECT_SUMMARY treatment condition. Advanced statistical analyses, including the two-tailed PR:PROJECT_SUMMARY independent Student's t-test and one-way analysis of variance (ANOVA), were PR:PROJECT_SUMMARY utilized to minimize false discoveries. Our analysis generated a comprehensive PR:PROJECT_SUMMARY dataset from 12 samples, identifying 75 distinct metabolites. The significance PR:PROJECT_SUMMARY of this study lies in elucidating the molecular mechanisms of action of MGB30 PR:PROJECT_SUMMARY and MGB32, crucial for their development as CRC drug candidates. PR:INSTITUTE Sharjah Institute for Medical Research PR:LAST_NAME Facility PR:FIRST_NAME Core PR:ADDRESS M32, SIMR, College of Pharmacy, Health Sciences, University of Sharjah, Sharjah, PR:ADDRESS UAE, Sharjah, 000, United Arab Emirates PR:EMAIL tims-tof@sharjah.ac.ae PR:PHONE +971 6 5057656 PR:DOI http://dx.doi.org/10.21228/M8RQ80 #STUDY ST:STUDY_TITLE Exploring The Impact of Two Novel DNA Minor Groove Binders on HCT-116 Cells: A ST:STUDY_TITLE Comprehensive Multi-Omics Analysis Using Mass Spectrometry ST:STUDY_TYPE LC/MS/MS ST:STUDY_SUMMARY Colorectal cancer (CRC) poses a significant global health challenge, ST:STUDY_SUMMARY necessitating innovative therapeutic approaches. Despite advancements, current ST:STUDY_SUMMARY treatments encounter obstacles such as chemotherapy resistance and adverse ST:STUDY_SUMMARY effects due to non-selective targeting. DNA Minor Groove Binders (MGBs) present ST:STUDY_SUMMARY promising alternatives, targeting DNA structure without causing permanent ST:STUDY_SUMMARY damage. In this study, two novel MGB compounds were synthesized, MGB30 and ST:STUDY_SUMMARY MGB32, resembling distamycin, a natural DNA-binding agent. These compounds bind ST:STUDY_SUMMARY reversibly to the DNA minor groove, influencing DNA structure and inhibiting ST:STUDY_SUMMARY cancer growth-related enzymes. Our study aims to explore the unique effects of ST:STUDY_SUMMARY MGB30 and MGB32 on the metabolomic profiles of treated HCT-116 cells using ST:STUDY_SUMMARY TIMS-QTOF-UHPLC-MS. Objectives include comprehensive analysis, comparison of ST:STUDY_SUMMARY effects, identification of altered pathways, and insights into MGB compound ST:STUDY_SUMMARY mechanisms. Additionally, we established four biological replicates for each ST:STUDY_SUMMARY treatment condition. Advanced statistical analyses, including the two-tailed ST:STUDY_SUMMARY independent Student's t-test and one-way analysis of variance (ANOVA), were ST:STUDY_SUMMARY utilized to minimize false discoveries. Our analysis generated a comprehensive ST:STUDY_SUMMARY dataset from 12 samples, identifying 75 distinct metabolites. The significance ST:STUDY_SUMMARY of this study lies in elucidating the molecular mechanisms of action of MGB30 ST:STUDY_SUMMARY and MGB32, crucial for their development as CRC drug candidates. ST:INSTITUTE Sharjah Institute for Medical Research ST:LAST_NAME Facility ST:FIRST_NAME Core ST:ADDRESS M32, SIMR, College of Pharmacy, Health Sciences, University of Sharjah, Sharjah, ST:ADDRESS UAE, Sharjah, 000, United Arab Emirates ST:EMAIL tims-tof@sharjah.ac.ae ST:PHONE +971 6 5057656 ST:SUBMIT_DATE 2024-03-27 #SUBJECT SU:SUBJECT_TYPE Cultured cells SU:SUBJECT_SPECIES Homo sapiens #SUBJECT_SAMPLE_FACTORS: SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Additional sample data SUBJECT_SAMPLE_FACTORS - A-01-9239 Treatment:Control | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=A-01-9239.d SUBJECT_SAMPLE_FACTORS - A'-01-9241 Treatment:Control | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=A'-01-9241.d SUBJECT_SAMPLE_FACTORS - A''-01-9243 Treatment:Control | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=A''-01-9243.d SUBJECT_SAMPLE_FACTORS - A'''-01-9245 Treatment:Control | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=A'''-01-9245.d SUBJECT_SAMPLE_FACTORS - A-02-9240 Treatment:Control | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=A-02-9240.d SUBJECT_SAMPLE_FACTORS - A'-02-9242 Treatment:Control | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=A'-02-9242.d SUBJECT_SAMPLE_FACTORS - A''-02-9244 Treatment:Control | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=A''-02-9244.d SUBJECT_SAMPLE_FACTORS - A'''-02-9246 Treatment:Control | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=A'''-02-9246.d SUBJECT_SAMPLE_FACTORS - B-01-9248 Treatment:MGB30 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=B-01-9248.d SUBJECT_SAMPLE_FACTORS - B'-01-9250 Treatment:MGB30 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=B'-01-9250.d SUBJECT_SAMPLE_FACTORS - B''-01-9252 Treatment:MGB30 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=B''-01-9252.d SUBJECT_SAMPLE_FACTORS - B'''-01-9254 Treatment:MGB30 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=B'''-01-9254.d SUBJECT_SAMPLE_FACTORS - B-02-9249 Treatment:MGB30 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=B-02-9249.d SUBJECT_SAMPLE_FACTORS - B'-02-9251 Treatment:MGB30 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=B'-02-9251.d SUBJECT_SAMPLE_FACTORS - B''-02-9253 Treatment:MGB30 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=B''-02-9253.d SUBJECT_SAMPLE_FACTORS - B'''-02-9255 Treatment:MGB30 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=B'''-02-9255.d SUBJECT_SAMPLE_FACTORS - C-01-9257 Treatment:MGB32 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=C-01-9257.d SUBJECT_SAMPLE_FACTORS - C'-01-9259 Treatment:MGB32 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=C'-01-9259.d SUBJECT_SAMPLE_FACTORS - C''-01-9261 Treatment:MGB32 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=C''-01-9261.d SUBJECT_SAMPLE_FACTORS - C'''-01-9263 Treatment:MGB32 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=C'''-01-9263.d SUBJECT_SAMPLE_FACTORS - C-02-9258 Treatment:MGB32 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=C-02-9258.d SUBJECT_SAMPLE_FACTORS - C'-02-9260 Treatment:MGB32 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=C'-02-9260.d SUBJECT_SAMPLE_FACTORS - C''-02-9262 Treatment:MGB32 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=C''-02-9262.d SUBJECT_SAMPLE_FACTORS - C'''-02-9264 Treatment:MGB32 | Sample source:HCT-116 colorectal cells RAW_FILE_NAME(Raw file name)=C'''-02-9264.d #COLLECTION CO:COLLECTION_SUMMARY The HCT-116 human colorectal cancer cells were cultured in Roswell Park Memorial CO:COLLECTION_SUMMARY Institute (RPMI) 1640 Medium, supplemented with 10% fetal bovine serum (FBS) CO:COLLECTION_SUMMARY from Sigma Aldrich, Germany. The growth media RPMI/FBS was further enriched with CO:COLLECTION_SUMMARY a 1% combination of penicillin and streptomycin antibiotics. The cells were CO:COLLECTION_SUMMARY cultured in a humidified incubator under conditions of 37°C temperature and 5% CO:COLLECTION_SUMMARY CO2. CO:SAMPLE_TYPE Cultured Colerectal cancer cells #TREATMENT TR:TREATMENT_SUMMARY Four biological replicates were established for each treatment condition in T75 TR:TREATMENT_SUMMARY cm2 flasks (MGB30, MGB32, and the control group). Each replicate was seeded with TR:TREATMENT_SUMMARY approximately 2 × 106 HCT-116 cells and treated individually with either MGB30 TR:TREATMENT_SUMMARY or MGB32. Following treatment, the cells were incubated for 24 hours. To ensure TR:TREATMENT_SUMMARY consistency, an equal number of cells were uniformly seeded in each T75 cm2 TR:TREATMENT_SUMMARY flask for every sample, minimizing the potential impact of variable cell numbers TR:TREATMENT_SUMMARY on experimental outcomes. After the incubation period, cells were washed twice TR:TREATMENT_SUMMARY with phosphate-buffered saline solution (PBS) and collected through TR:TREATMENT_SUMMARY trypsinization. The harvested cells were then pelleted by centrifugation at 1200 TR:TREATMENT_SUMMARY rounds per minute (rpm) for 10 minutes at room temperature. Finally, the cells TR:TREATMENT_SUMMARY were resuspended in 1 mL of 1× PBS for further analysis. It is essential to TR:TREATMENT_SUMMARY note that the cells were maintained under the same conditions throughout the TR:TREATMENT_SUMMARY incubation period, and all samples were collected simultaneously. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY We employed a chloroform/methanol extraction protocol to enhance the SP:SAMPLEPREP_SUMMARY comprehensiveness of the extracted metabolites. Initially, the samples SP:SAMPLEPREP_SUMMARY (comprising cells and buffer) were transferred into Eppendorf tubes and SP:SAMPLEPREP_SUMMARY centrifuged at 14,000 rpm for 5 minutes. Subsequently, the buffer was discarded, SP:SAMPLEPREP_SUMMARY and the cells were preserved. For each sample, we added a mixture containing a SP:SAMPLEPREP_SUMMARY protease inhibitor tablet, 400 µL of it, and 10 mL of lysis buffer. After a SP:SAMPLEPREP_SUMMARY 10-minute rest, the samples were transferred to 10 mL tubes, vortexed for 2–4 SP:SAMPLEPREP_SUMMARY minutes, and sonicated with a COPLEY probe-sonicator for 30 seconds at a 30% SP:SAMPLEPREP_SUMMARY amplifier setting in an ice bath. The samples were then transferred back to SP:SAMPLEPREP_SUMMARY Eppendorf tubes and centrifuged for 5 minutes at 14,000 rpm. The resulting SP:SAMPLEPREP_SUMMARY supernatant was transferred to another Eppendorf tube, to which we added 400 µL SP:SAMPLEPREP_SUMMARY of methanol and 300 µL of chloroform. Following a 30-second vortex and a SP:SAMPLEPREP_SUMMARY subsequent 5-minute centrifugation at 14,000 rpm, two layers containing SP:SAMPLEPREP_SUMMARY metabolites were obtained. After transferring the upper layer of each sample to SP:SAMPLEPREP_SUMMARY glass vials, we added 400 µL of methanol, followed by vortexing and SP:SAMPLEPREP_SUMMARY centrifugation. The remaining supernatant was then transferred to the initial SP:SAMPLEPREP_SUMMARY glass vials used for the drying step. The dried metabolomics samples were SP:SAMPLEPREP_SUMMARY resuspended in 200 µL (0.1% formic acid in water) and injected after filtration SP:SAMPLEPREP_SUMMARY into HPLC for analysis by Q-TOF MS. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY The detection of metabolites involved the use of an Elute UHPLC system, coupled CH:CHROMATOGRAPHY_SUMMARY with a Q-TOF Mass Spectrometer (Bruker, Bremen, Germany). The system included CH:CHROMATOGRAPHY_SUMMARY Elute HPG 1300 pumps, an Elute Autosampler (Bruker, Bremen, Germany), and a CH:CHROMATOGRAPHY_SUMMARY Hamilton® Intensity Solo 2 C18 column (100 mm × 2.1 mm, 1.8 um beads) for CH:CHROMATOGRAPHY_SUMMARY reversed-phase chromatography. Solvent A consisted of 0.1% FA in LC grade water, CH:CHROMATOGRAPHY_SUMMARY while solvent B comprised 0.1% FA in ACN. Metabolites extracts underwent CH:CHROMATOGRAPHY_SUMMARY duplicate analyses. The column temperature was maintained at 35 °C, and samples CH:CHROMATOGRAPHY_SUMMARY were injected twice with a 10 µL volume. A 30-minute gradient elution involved CH:CHROMATOGRAPHY_SUMMARY using 1% ACN for 2 minutes, followed by a ramp to 99% ACN within 15 minutes. CH:CHROMATOGRAPHY_SUMMARY Subsequently, 99% ACN was held for 3 minutes, and re-equilibration with 1% ACN CH:CHROMATOGRAPHY_SUMMARY was carried out for 10 minutes. The flow rate was set at 0.25 mL/min for 20 CH:CHROMATOGRAPHY_SUMMARY minutes, 0.35 mL/min for 8.3 minutes, and 0.25 mL/min for 1.7 minutes. For CH:CHROMATOGRAPHY_SUMMARY metabolomics, a 10 µL aliquot from each sample was combined to create the CH:CHROMATOGRAPHY_SUMMARY quality control (QC) sample. CH:INSTRUMENT_NAME Bruker Elute CH:COLUMN_NAME Hamilton Intensity Solo 2 C18 (100 x 2.1mm, 1.8um) CH:COLUMN_TEMPERATURE 35 ◦C CH:FLOW_GRADIENT A 30-minute gradient elution involved using 1% ACN for 2 minutes, followed by a CH:FLOW_GRADIENT ramp to 99% ACN within 15 minutes. Subsequently, 99% ACN was held for 3 minutes, CH:FLOW_GRADIENT and re-equilibration with 1% ACN was carried out for 10 minutes. CH:FLOW_RATE 0.25 mL/min for 20 minutes, 0.35 mL/min for 8.3 minutes, and 0.25 mL/min for 1.7 CH:FLOW_RATE minutes CH:SOLVENT_A 100% water; 0.1% Formic Acid CH:SOLVENT_B 100% ACN; 0.1% Formic Acid CH:CHROMATOGRAPHY_TYPE Reversed phase #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Bruker timsTOF MS:INSTRUMENT_TYPE QTOF MS:MS_TYPE ESI MS:MS_COMMENTS The data underwent processing through MetaboScape ® 4.0 software (Bruker, MS:MS_COMMENTS Bremen, Germany). In the T-ReX 2D/3D workflow, specific settings were applied MS:MS_COMMENTS for molecular feature detection, including a minimum intensity threshold of MS:MS_COMMENTS 1,000 counts, a maximum peak duration of seven spectra, and a maximum peak area. MS:MS_COMMENTS Mass recalibration was conducted within a retention time range of 0 to 0.3 MS:MS_COMMENTS minutes, and only features present in at least six of the 24 samples per cell MS:MS_COMMENTS type were considered. The MS/MS import method was set to be averaged. Bucketing MS:MS_COMMENTS parameters for the data were defined with a retention duration of 0.3 to 25 MS:MS_COMMENTS minutes and a mass range of 50 to 1,000 m/z. Metabolite identification involved MS:MS_COMMENTS comparing combined MS/MS, precursor m/z values, and isotope pattern scores to MS:MS_COMMENTS the human metabolome database (HMDB) 4.0. The annotation quality score (AQ MS:MS_COMMENTS score) played a crucial role in selecting the best matching feature when MS:MS_COMMENTS multiple features corresponded to a given database entry. For further analysis, MS:MS_COMMENTS metabolite data were saved as CSV files and integrated into the comprehensive MS:MS_COMMENTS metabolomics platform MetaboAnalyst 6.0 software (https://www.metaboanalyst.ca, MS:MS_COMMENTS Accessed: 1st of February 2024). The identification of significantly altered MS:MS_COMMENTS metabolites in the group treated with MGB compounds, in comparison to the MS:MS_COMMENTS standard control group, was accomplished using a two-tailed independent MS:MS_COMMENTS Student's t-test. This process led to the creation of a volcano plot, visually MS:MS_COMMENTS illustrating the statistical significance and fold change (p<0.05*, FC=1.25), MS:MS_COMMENTS thereby highlighting the alteration of cellular metabolites under each MS:MS_COMMENTS condition. Furthermore, each medication underwent one-way analysis of variance MS:MS_COMMENTS (ANOVA) to pinpoint significantly different metabolites from the control group. MS:MS_COMMENTS Additionally, box plots illustrating statistically altered cellular metabolites MS:MS_COMMENTS were generated. Multiple groups were compared using ANOVA, with the same MS:MS_COMMENTS significance threshold set at p-value < 0.05 and fold change = 1.25. MS:MS_COMMENTS MetaboAnalyst 6.0 software was also utilized for enrichment analysis, joint MS:MS_COMMENTS pathway analysis, and Partial Least Squares-Discriminant Analysis (PLS-DA) to MS:MS_COMMENTS compare the two groups. False discovery rate was implemented to eliminate false MS:MS_COMMENTS positives and address multiple hypothesis testing (FDR). MS:ION_MODE POSITIVE #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS AU MS_METABOLITE_DATA_START Samples A-01-9239 A'-01-9241 A''-01-9243 A'''-01-9245 A-02-9240 A'-02-9242 A''-02-9244 A'''-02-9246 B-01-9248 B'-01-9250 B''-01-9252 B'''-01-9254 B-02-9249 B'-02-9251 B''-02-9253 B'''-02-9255 C-01-9257 C'-01-9259 C''-01-9261 C'''-01-9263 C-02-9258 C'-02-9260 C''-02-9262 C'''-02-9264 Factors Treatment:Control | Sample source:HCT-116 colorectal cells Treatment:Control | Sample source:HCT-116 colorectal cells Treatment:Control | Sample source:HCT-116 colorectal cells Treatment:Control | Sample source:HCT-116 colorectal cells Treatment:Control | Sample source:HCT-116 colorectal cells Treatment:Control | Sample source:HCT-116 colorectal cells Treatment:Control | Sample source:HCT-116 colorectal cells Treatment:Control | Sample source:HCT-116 colorectal cells Treatment:MGB30 | Sample source:HCT-116 colorectal cells Treatment:MGB30 | Sample source:HCT-116 colorectal cells Treatment:MGB30 | Sample source:HCT-116 colorectal cells Treatment:MGB30 | Sample source:HCT-116 colorectal cells Treatment:MGB30 | Sample source:HCT-116 colorectal cells Treatment:MGB30 | Sample source:HCT-116 colorectal cells Treatment:MGB30 | Sample source:HCT-116 colorectal cells Treatment:MGB30 | Sample source:HCT-116 colorectal cells Treatment:MGB32 | Sample source:HCT-116 colorectal cells Treatment:MGB32 | Sample source:HCT-116 colorectal cells Treatment:MGB32 | Sample source:HCT-116 colorectal cells Treatment:MGB32 | Sample source:HCT-116 colorectal cells Treatment:MGB32 | Sample source:HCT-116 colorectal cells Treatment:MGB32 | Sample source:HCT-116 colorectal cells Treatment:MGB32 | Sample source:HCT-116 colorectal cells Treatment:MGB32 | Sample source:HCT-116 colorectal cells 1-Methyladenosine 416.0000 366.0000 314.0000 488.0000 480.0000 480.0000 584.0000 530.0000 472.0000 530.0000 728.0000 560.0000 448.0000 444.0000 946.0000 434.0000 236.0000 432.0000 352.0000 156.0000 268.0000 324.0000 270.0000 314.0000 2_3-Diaminopropionic acid 6452.0000 4490.0000 6132.0000 7024.0000 3932.0000 4108.0000 5244.0000 5006.0000 7184.0000 5790.0000 5618.0000 22950.0000 6200.0000 4934.0000 11320.0000 5620.0000 4064.0000 4436.0000 4706.0000 4502.0000 2614.0000 3636.0000 3268.0000 2_4-Diaminobutyric acid 311326.0000 308700.0000 193836.0000 279910.0000 318044.0000 269220.0000 197828.0000 237960.0000 239074.0000 213064.0000 261880.0000 415756.0000 233994.0000 210350.0000 218546.0000 347598.0000 231870.0000 247388.0000 188954.0000 238676.0000 223748.0000 193134.0000 190746.0000 224254.0000 2-Ethyl-2-hydroxybutyric acid 196538.0000 189936.0000 177592.0000 213650.0000 193576.0000 179116.0000 192746.0000 180952.0000 181758.0000 165808.0000 167428.0000 271258.0000 167654.0000 168926.0000 160082.0000 217476.0000 186770.0000 166342.0000 170344.0000 174592.0000 181310.0000 163468.0000 169240.0000 179974.0000 2-Hydroxyadenine 438.0000 242.0000 182.0000 462.0000 212.0000 340.0000 202.0000 306.0000 270.0000 206.0000 244.0000 332.0000 340.0000 132.0000 204.0000 345.0000 180.0000 224.0000 126.0000 154.0000 193.0000 254.0000 178.0000 158.0000 2-Phenylaminoadenosine 12272.0000 8778.0000 6576.0000 10636.0000 12016.0000 10368.0000 6194.0000 8268.0000 7938.0000 7498.0000 8050.0000 14738.0000 6510.0000 7700.0000 9652.0000 14226.0000 6570.0000 9342.0000 7024.0000 8088.0000 6870.0000 8190.0000 5892.0000 8298.0000 2-Pyrrolidinone 3238.0000 2832.0000 2540.0000 2978.0000 3336.0000 3936.0000 2536.0000 2424.0000 1964.0000 2450.0000 3822.0000 3078.0000 1816.0000 2314.0000 2734.0000 3732.0000 1636.0000 1960.0000 1880.0000 2228.0000 1570.0000 1800.0000 1446.0000 1688.0000 3_4-Dihydroxyphenylglycol 4904.0000 5454.0000 3070.0000 4676.0000 4654.0000 6338.0000 4142.0000 5172.0000 3696.0000 3634.0000 4326.0000 4380.0000 4090.0000 4388.0000 3908.0000 3840.0000 3008.0000 3006.0000 3272.0000 2862.0000 2736.0000 3644.0000 3110.0000 3916.0000 3a_6b_7b-Trihydroxy-5b-cholanoic acid 77662.0000 84820.0000 60914.0000 80134.0000 69360.0000 77704.0000 53770.0000 84726.0000 65070.0000 68164.0000 101914.0000 101686.0000 68084.0000 72796.0000 98066.0000 98870.0000 62610.0000 62300.0000 63556.0000 50302.0000 56624.0000 58358.0000 60512.0000 59968.0000 3-Phenylbutyric acid 21310.0000 19638.0000 19532.0000 20770.0000 19768.0000 19922.0000 20708.0000 20800.0000 21910.0000 21642.0000 19636.0000 20928.0000 20436.0000 19366.0000 21070.0000 21228.0000 21084.0000 21260.0000 19726.0000 18294.0000 19772.0000 19288.0000 19746.0000 20340.0000 4-Ethylphenol 424.0000 326.0000 376.0000 360.0000 412.0000 556.0000 282.0000 284.0000 225.0000 318.0000 306.0000 604.0000 218.0000 302.0000 342.0000 368.0000 276.0000 292.0000 418.0000 236.0000 554.0000 472.0000 150.0000 232.0000 5-Aminolevulinic acid 16216.0000 15066.0000 19030.0000 16132.0000 17746.0000 16190.0000 18062.0000 17578.0000 17534.0000 16768.0000 16510.0000 15876.0000 18044.0000 17692.0000 16106.0000 16690.0000 19972.0000 20564.0000 18128.0000 18566.0000 19494.0000 21072.0000 17218.0000 19236.0000 5-Aminopentanoic acid 904.0000 952.0000 1714.0000 770.0000 1080.0000 1392.0000 890.0000 710.0000 1334.0000 1158.0000 992.0000 1146.0000 808.0000 728.0000 806.0000 1130.0000 1360.0000 1314.0000 1288.0000 1640.0000 1882.0000 1210.0000 1192.0000 1174.0000 5-Hydroxylysine 728.0000 816.0000 644.0000 828.0000 768.0000 825.0000 716.0000 736.0000 692.0000 702.0000 815.0000 874.0000 926.0000 830.0000 766.0000 834.0000 798.0000 994.0000 952.0000 670.0000 892.0000 834.0000 830.0000 5-Methoxysalicylic acid 8414.0000 11404.0000 7726.0000 7880.0000 7916.0000 11670.0000 6170.0000 5530.0000 8812.0000 5636.0000 4860.0000 12014.0000 8354.0000 4846.0000 5136.0000 6992.0000 1826.0000 1400.0000 1834.0000 1856.0000 1190.0000 1906.0000 2036.0000 1850.0000 5-Methoxytryptophan 3100.0000 4170.0000 2502.0000 2754.0000 2972.0000 3264.0000 1600.0000 2588.0000 2294.0000 2488.0000 2862.0000 3078.0000 1942.0000 2142.0000 2506.0000 3606.0000 1852.0000 2354.0000 2150.0000 2220.0000 2402.0000 2318.0000 1940.0000 1634.0000 5-Methoxytryptophol 536.0000 1556.0000 594.0000 680.0000 920.0000 1562.0000 414.0000 704.0000 414.0000 550.0000 1218.0000 1942.0000 550.0000 434.0000 1332.0000 1166.0000 312.0000 1284.0000 1372.0000 936.0000 350.0000 930.0000 1504.0000 560.0000 7-Methylguanosine 448.0000 552.0000 654.0000 446.0000 486.0000 802.0000 510.0000 324.0000 396.0000 730.0000 418.0000 994.0000 630.0000 526.0000 698.0000 640.0000 976.0000 476.0000 422.0000 674.0000 548.0000 465.0000 451.0000 540.0000 Acetaminophen 4098.0000 2620.0000 2088.0000 2578.0000 3542.0000 2626.0000 2150.0000 1704.0000 1006.0000 1190.0000 8750.0000 596.0000 932.0000 1018.0000 7338.0000 288.0000 4118.0000 3898.0000 1458.0000 1864.0000 5202.0000 3504.0000 1584.0000 1764.0000 Acetaminophen glucuronide 396.0000 930.0000 502.0000 1014.0000 630.0000 472.0000 470.0000 478.0000 818.0000 462.0000 682.0000 2720.0000 634.0000 550.0000 894.0000 1688.0000 342.0000 736.0000 560.0000 800.0000 472.0000 886.0000 564.0000 806.0000 Acetoin 584212.0000 518560.0000 488718.0000 419608.0000 535158.0000 544122.0000 464068.0000 402246.0000 498416.0000 438932.0000 420810.0000 421414.0000 469382.0000 492730.0000 399606.0000 394338.0000 499602.0000 457798.0000 447186.0000 464986.0000 521220.0000 433794.0000 465196.0000 464424.0000 Adenine 32518.0000 39428.0000 24104.0000 37384.0000 32564.0000 36322.0000 22100.0000 38346.0000 19578.0000 20642.0000 32404.0000 35972.0000 18794.0000 20726.0000 29220.0000 32240.0000 16068.0000 17830.0000 14518.0000 18174.0000 17258.0000 18420.0000 15140.0000 15476.0000 Adenosine 76062.0000 93160.0000 56776.0000 84750.0000 71568.0000 87684.0000 57674.0000 83310.0000 49538.0000 49512.0000 71280.0000 87832.0000 51082.0000 53690.0000 71196.0000 77566.0000 46490.0000 48412.0000 40032.0000 47074.0000 50208.0000 47602.0000 42280.0000 43670.0000 Alpha-Aspartyl-lysine 200.0000 256.0000 352.0000 392.0000 274.0000 284.0000 320.0000 242.0000 296.0000 294.0000 326.0000 318.0000 346.0000 212.0000 224.0000 526.0000 214.0000 215.0000 340.0000 320.0000 296.0000 204.0000 256.0000 336.0000 Alpha-hydroxyhippuric acid 810.0000 642.0000 468.0000 888.0000 1120.0000 778.0000 526.0000 670.0000 400.0000 616.0000 1156.0000 1176.0000 468.0000 926.0000 836.0000 1466.0000 362.0000 334.0000 412.0000 472.0000 268.0000 310.0000 502.0000 390.0000 Aminopterin 1496.0000 1412.0000 626.0000 1354.0000 1012.0000 1424.0000 720.0000 962.0000 766.0000 742.0000 1078.0000 1246.0000 754.0000 1024.0000 1128.0000 1102.0000 366.0000 518.0000 556.0000 682.0000 346.0000 408.0000 510.0000 554.0000 Androstenedione 27426.0000 30610.0000 13638.0000 25036.0000 22800.0000 24550.0000 12852.0000 23022.0000 13244.0000 16262.0000 24758.0000 36888.0000 14592.0000 15378.0000 21870.0000 31696.0000 10658.0000 12450.0000 12578.0000 15550.0000 9834.0000 12940.0000 12040.0000 11534.0000 Anserine 198294.0000 213702.0000 153578.0000 201670.0000 197720.0000 251040.0000 135150.0000 200410.0000 142430.0000 143920.0000 223090.0000 224558.0000 148674.0000 147708.0000 225696.0000 238208.0000 126828.0000 156740.0000 134558.0000 144432.0000 123000.0000 134360.0000 131684.0000 139596.0000 Aspartyl-lysine 274.0000 418.0000 366.0000 420.0000 376.0000 264.0000 526.0000 470.0000 447.0000 510.0000 360.0000 332.0000 458.0000 386.0000 316.0000 462.0000 408.0000 364.0000 386.0000 256.0000 326.0000 310.0000 364.0000 308.0000 Benzoic acid 1634.0000 1784.0000 700.0000 1370.0000 1432.0000 1386.0000 916.0000 1018.0000 970.0000 956.0000 1226.0000 1156.0000 870.0000 1070.0000 1236.0000 892.0000 496.0000 772.0000 590.0000 648.0000 518.0000 490.0000 788.0000 466.0000 Carnosine 21098.0000 20772.0000 9700.0000 19652.0000 22442.0000 20878.0000 10076.0000 21412.0000 12074.0000 12554.0000 22288.0000 21984.0000 14922.0000 16984.0000 21590.0000 24310.0000 6652.0000 7542.0000 7138.0000 6256.0000 7068.0000 6992.0000 6772.0000 9890.0000 Citrulline 416.0000 336.0000 560.0000 328.0000 424.0000 350.0000 442.0000 418.0000 436.0000 490.0000 420.0000 474.0000 424.0000 286.0000 465.0000 534.0000 402.0000 370.0000 440.0000 324.0000 478.0000 384.0000 326.0000 414.0000 Cyclic AMP 1152.0000 1220.0000 474.0000 1376.0000 976.0000 1032.0000 516.0000 912.0000 590.0000 1080.0000 1690.0000 1310.0000 670.0000 600.0000 1536.0000 1204.0000 520.0000 410.0000 526.0000 369.0000 408.0000 318.0000 418.0000 358.0000 Cytidine 424.0000 345.0000 350.0000 282.0000 410.0000 352.0000 367.0000 299.0000 312.0000 524.0000 514.0000 304.0000 256.0000 556.0000 556.0000 360.0000 510.0000 566.0000 344.0000 718.0000 418.0000 506.0000 490.0000 832.0000 Cytosine 1194.0000 998.0000 970.0000 1528.0000 1468.0000 1350.0000 1076.0000 1880.0000 542.0000 384.0000 1080.0000 804.0000 544.0000 574.0000 1004.0000 1074.0000 244.0000 632.0000 424.0000 402.0000 666.0000 834.0000 574.0000 492.0000 D-Glucurono-6_3-lactone 818.0000 698.0000 402.0000 516.0000 690.0000 816.0000 328.0000 834.0000 594.0000 424.0000 746.0000 666.0000 516.0000 1560.0000 1152.0000 730.0000 263.0000 208.0000 230.0000 298.0000 248.0000 235.0000 166.0000 305.0000 Diacetyl 19784.0000 15388.0000 16846.0000 16166.0000 17318.0000 18282.0000 17628.0000 11978.0000 15796.0000 13556.0000 12170.0000 12840.0000 14472.0000 13342.0000 12618.0000 11294.0000 14698.0000 12102.0000 12576.0000 14402.0000 14696.0000 11690.0000 13990.0000 14110.0000 Ethanolamine 974.0000 1210.0000 1446.0000 1202.0000 556.0000 1402.0000 1100.0000 1130.0000 1004.0000 854.0000 1144.0000 2428.0000 1124.0000 1000.0000 1530.0000 2664.0000 480.0000 1146.0000 952.0000 1144.0000 556.0000 1170.0000 888.0000 1650.0000 Glucosamine 6-phosphate 19624.0000 18102.0000 5550.0000 14678.0000 17074.0000 16616.0000 5486.0000 10710.0000 2922.0000 3148.0000 3848.0000 9054.0000 2580.0000 3322.0000 3520.0000 5058.0000 5192.0000 4500.0000 4886.0000 6452.0000 4424.0000 3602.0000 4188.0000 4804.0000 Glucosamine 6-sulfate 412.0000 594.0000 746.0000 662.0000 696.0000 768.0000 774.0000 602.0000 760.0000 760.0000 460.0000 462.0000 886.0000 394.0000 404.0000 638.0000 412.0000 500.0000 778.0000 954.0000 522.0000 582.0000 660.0000 680.0000 Glutathione 588.0000 682.0000 426.0000 378.0000 564.0000 348.0000 374.0000 492.0000 250.0000 402.0000 650.0000 721.0000 350.0000 362.0000 760.0000 652.0000 350.0000 305.0000 232.0000 198.0000 234.0000 342.0000 380.0000 184.0000 Glycerophosphocholine 2342.0000 2196.0000 1944.0000 1874.0000 3068.0000 2334.0000 2114.0000 2194.0000 2352.0000 2632.0000 2440.0000 2336.0000 2462.0000 2416.0000 1886.0000 2648.0000 1232.0000 1332.0000 1992.0000 1570.0000 1172.0000 1466.0000 1814.0000 1952.0000 Guanine 14698.0000 25586.0000 14390.0000 26054.0000 17014.0000 25228.0000 13384.0000 25038.0000 6144.0000 5426.0000 8668.0000 13128.0000 6962.0000 6708.0000 10086.0000 15236.0000 11952.0000 9364.0000 7082.0000 6836.0000 8616.0000 9720.0000 7144.0000 7010.0000 Guanosine 9306.0000 13466.0000 7038.0000 11094.0000 7542.0000 12196.0000 5290.0000 9994.0000 2766.0000 3018.0000 3870.0000 6174.0000 2530.0000 2090.0000 3964.0000 6956.0000 4240.0000 4072.0000 2456.0000 2416.0000 3748.0000 3144.0000 2918.0000 2648.0000 Hypoxanthine 53524.0000 56966.0000 36156.0000 52758.0000 55450.0000 59090.0000 34944.0000 49888.0000 26662.0000 18886.0000 44400.0000 38450.0000 26682.0000 18642.0000 45132.0000 38432.0000 14718.0000 16564.0000 11790.0000 11500.0000 12562.0000 12992.0000 12156.0000 10706.0000 Indole 4096.0000 5020.0000 2582.0000 7840.0000 4140.0000 4066.0000 1854.0000 8288.0000 2670.0000 2594.0000 5588.0000 4436.0000 2662.0000 3340.0000 3894.0000 3206.0000 8344.0000 11068.0000 1832.0000 1428.0000 1986.0000 9974.0000 2154.0000 1304.0000 Indoleacrylic acid 29056.0000 34022.0000 15608.0000 53324.0000 28130.0000 27046.0000 14282.0000 51154.0000 21302.0000 18876.0000 35274.0000 25516.0000 19948.0000 17190.0000 30316.0000 21020.0000 59372.0000 75044.0000 14796.0000 11588.0000 15482.0000 65730.0000 13896.0000 10054.0000 Inosine 23360.0000 23284.0000 14602.0000 21428.0000 20670.0000 23200.0000 10872.0000 18894.0000 9584.0000 7364.0000 16910.0000 16304.0000 8816.0000 7448.0000 16986.0000 14872.0000 4640.0000 5766.0000 4250.0000 3998.0000 5114.0000 5246.0000 3810.0000 3438.0000 Isovalerylcarnitine 310.0000 470.0000 256.0000 400.0000 325.0000 406.0000 258.0000 326.0000 382.0000 214.0000 246.0000 280.0000 400.0000 204.0000 247.0000 444.0000 208.0000 227.0000 292.0000 122.0000 304.0000 218.0000 376.0000 144.0000 L-Alanine 804.0000 1270.0000 538.0000 508.0000 620.0000 618.0000 310.0000 752.0000 832.0000 382.0000 1442.0000 1064.0000 426.0000 608.0000 884.0000 1394.0000 340.0000 360.0000 432.0000 412.0000 292.0000 385.0000 428.0000 404.0000 L-Alloisoleucine 10288.0000 10296.0000 5882.0000 9222.0000 9520.0000 8918.0000 4398.0000 7952.0000 5582.0000 5692.0000 7528.0000 12864.0000 6616.0000 5798.0000 8552.0000 10444.0000 4520.0000 6056.0000 4256.0000 4828.0000 4362.0000 4066.0000 5184.0000 5034.0000 L-Leucine 3208.0000 2966.0000 1348.0000 2668.0000 3512.0000 4606.0000 1100.0000 2448.0000 1338.0000 1178.0000 3338.0000 2308.0000 1416.0000 1512.0000 3090.0000 3034.0000 703.0000 842.0000 1108.0000 1102.0000 676.0000 870.0000 1040.0000 964.0000 L-Methionine 3968.0000 3834.0000 3162.0000 3040.0000 3306.0000 3362.0000 2622.0000 2824.0000 2978.0000 2636.0000 3712.0000 3230.0000 2884.0000 3194.0000 3114.0000 3102.0000 2564.0000 2460.0000 2912.0000 2834.0000 2512.0000 2518.0000 2594.0000 2324.0000 L-Norleucine 7858.0000 9290.0000 5608.0000 9258.0000 8832.0000 9194.0000 5710.0000 8398.0000 6278.0000 6618.0000 9908.0000 10644.0000 6130.0000 6934.0000 10122.0000 10540.0000 6158.0000 6248.0000 7356.0000 6698.0000 5188.0000 5396.0000 6468.0000 5288.0000 L-Phenylalanine 1756.0000 2108.0000 1300.0000 2068.0000 2234.0000 1596.0000 1128.0000 1812.0000 1278.0000 1704.0000 1720.0000 1558.0000 1766.0000 1580.0000 1422.0000 1758.0000 1188.0000 1554.0000 1058.0000 1324.0000 1980.0000 1292.0000 1558.0000 1090.0000 L-Tryptophan 5890.0000 5848.0000 2724.0000 8912.0000 5724.0000 5030.0000 2276.0000 9670.0000 4068.0000 3300.0000 6832.0000 4998.0000 3538.0000 2836.0000 5918.0000 4590.0000 11032.0000 14628.0000 2486.0000 1844.0000 2736.0000 14286.0000 2216.0000 2024.0000 L-Tyrosine 5916.0000 5750.0000 2598.0000 4384.0000 5650.0000 5246.0000 2808.0000 4712.0000 3066.0000 2726.0000 4982.0000 4196.0000 3022.0000 2972.0000 3784.0000 3852.0000 1494.0000 1418.0000 1840.0000 2128.0000 1208.0000 1722.0000 1944.0000 1814.0000 Maltitol 41430.0000 41464.0000 39920.0000 42354.0000 53784.0000 46582.0000 47900.0000 53350.0000 40680.0000 38980.0000 35152.0000 42468.0000 43292.0000 47668.0000 41444.0000 42138.0000 44288.0000 39106.0000 40508.0000 41606.0000 44528.0000 39834.0000 36738.0000 52494.0000 Mannitol 28348.0000 25874.0000 26002.0000 27880.0000 32632.0000 28008.0000 29872.0000 30922.0000 28126.0000 27530.0000 25058.0000 27058.0000 28154.0000 29578.0000 25620.0000 26432.0000 28606.0000 29512.0000 27888.0000 27744.0000 28174.0000 28700.0000 26370.0000 33970.0000 m-Coumaric acid 3106.0000 3982.0000 1948.0000 2148.0000 4260.0000 3038.0000 1588.0000 2374.0000 2204.0000 1878.0000 2614.0000 2374.0000 1798.0000 1718.0000 2626.0000 2218.0000 916.0000 978.0000 1356.0000 1196.0000 926.0000 962.0000 984.0000 1098.0000 Melatonin 7260.0000 6748.0000 5310.0000 4570.0000 5924.0000 6068.0000 5540.0000 3868.0000 5612.0000 4612.0000 5610.0000 5156.0000 5064.0000 5468.0000 5160.0000 4496.0000 4630.0000 4474.0000 4634.0000 4978.0000 4362.0000 4702.0000 4654.0000 4116.0000 Methylhippuric acid 7320.0000 7982.0000 5268.0000 7284.0000 7536.0000 8398.0000 4664.0000 7028.0000 5290.0000 5274.0000 7780.0000 6732.0000 5372.0000 5786.0000 7198.0000 6885.0000 3834.0000 4432.0000 4488.0000 3862.0000 3428.0000 3562.0000 3768.0000 4282.0000 Mevalonic acid 876.0000 974.0000 616.0000 1104.0000 724.0000 908.0000 688.0000 708.0000 394.0000 516.0000 574.0000 860.0000 390.0000 518.0000 660.0000 800.0000 360.0000 352.0000 232.0000 342.0000 172.0000 370.0000 338.0000 266.0000 N-Acetyl-L-tyrosine 9178.0000 16264.0000 10312.0000 9104.0000 8038.0000 13516.0000 9480.0000 7422.0000 14456.0000 13132.0000 9710.0000 20494.0000 16232.0000 12614.0000 10028.0000 13148.0000 10220.0000 8600.0000 11420.0000 11570.0000 10402.0000 7314.0000 12034.0000 8870.0000 Niacinamide 28102.0000 26422.0000 22192.0000 26714.0000 29602.0000 28416.0000 22592.0000 27682.0000 22018.0000 22796.0000 29928.0000 38958.0000 22196.0000 25360.0000 26244.0000 27092.0000 23042.0000 24698.0000 22328.0000 25436.0000 23734.0000 25164.0000 21622.0000 25114.0000 Nicotinic acid 1904.0000 1530.0000 1062.0000 1208.0000 2756.0000 2666.0000 1674.0000 1060.0000 834.0000 666.0000 316.0000 380.0000 926.0000 1052.0000 542.0000 442.0000 262.0000 320.0000 1534.0000 890.0000 370.0000 1508.0000 1036.0000 N_N-Dimethylformamide 594.0000 596.0000 226.0000 442.0000 609.0000 603.0000 244.0000 514.0000 446.0000 316.0000 516.0000 418.0000 230.0000 346.0000 378.0000 376.0000 236.0000 308.0000 302.0000 302.0000 474.0000 328.0000 386.0000 166.0000 Pantothenic acid 10268.0000 12076.0000 5430.0000 8456.0000 10272.0000 10624.0000 5062.0000 8094.0000 9144.0000 7440.0000 14256.0000 11570.0000 8516.0000 5946.0000 12992.0000 10148.0000 3332.0000 3698.0000 4650.0000 4330.0000 3174.0000 3738.0000 4062.0000 4362.0000 PC(16:0/16:0) 11044.0000 13072.0000 13446.0000 5374.0000 12932.0000 16774.0000 10186.0000 9218.0000 10588.0000 11508.0000 14644.0000 18866.0000 9980.0000 11766.0000 27318.0000 24002.0000 22152.0000 18986.0000 16116.0000 13088.0000 18308.0000 20998.0000 16536.0000 15278.0000 Phenylacetaldehyde 46754.0000 46830.0000 46618.0000 45496.0000 41698.0000 43598.0000 43202.0000 41686.0000 42924.0000 41244.0000 46028.0000 47604.0000 38894.0000 40194.0000 47954.0000 47532.0000 42986.0000 45922.0000 46154.0000 42084.0000 43400.0000 43866.0000 47914.0000 45030.0000 Phosphocreatine 75854.0000 89918.0000 71742.0000 93972.0000 78150.0000 72350.0000 60858.0000 65018.0000 28218.0000 28244.0000 29130.0000 65278.0000 31302.0000 26002.0000 26910.0000 45024.0000 65964.0000 71272.0000 60972.0000 62474.0000 64094.0000 58782.0000 53500.0000 58238.0000 Pregnenolone 13366.0000 13506.0000 12870.0000 13916.0000 13202.0000 12416.0000 12658.0000 12858.0000 12704.0000 12170.0000 12672.0000 16636.0000 12124.0000 11160.0000 12030.0000 13954.0000 12130.0000 12640.0000 12268.0000 11508.0000 13178.0000 11658.0000 11290.0000 12122.0000 Propionic acid 111172.0000 150530.0000 64456.0000 114638.0000 107124.0000 147968.0000 62984.0000 130932.0000 86854.0000 96844.0000 136438.0000 142938.0000 92882.0000 96790.0000 133902.0000 134266.0000 59460.0000 66124.0000 72662.0000 162940.0000 58152.0000 60486.0000 67864.0000 149128.0000 Pyrrolidonecarboxylic acid 13068.0000 12708.0000 5260.0000 9040.0000 12478.0000 11948.0000 5422.0000 10332.0000 8754.0000 5596.0000 11358.0000 8380.0000 9048.0000 4646.0000 10792.0000 8356.0000 2144.0000 3560.0000 2784.0000 2480.0000 1666.0000 2832.0000 2748.0000 2562.0000 Pyruvaldehyde 9172.0000 8576.0000 7710.0000 8622.0000 8676.0000 9376.0000 8646.0000 6754.0000 8670.0000 7888.0000 7768.0000 7386.0000 8160.0000 8210.0000 8320.0000 7802.0000 7866.0000 7618.0000 9228.0000 7682.0000 7622.0000 6586.0000 7252.0000 6544.0000 Saccharopine 3116.0000 3808.0000 4824.0000 3960.0000 2462.0000 3734.0000 3894.0000 3694.0000 4100.0000 4680.0000 2860.0000 3100.0000 4530.0000 4572.0000 2092.0000 3478.0000 5626.0000 5746.0000 6354.0000 4872.0000 6664.0000 6234.0000 5336.0000 4866.0000 Salicin 12646.0000 12500.0000 6642.0000 11502.0000 11114.0000 12186.0000 5842.0000 10436.0000 6994.0000 7876.0000 11134.0000 12850.0000 7414.0000 8558.0000 9768.0000 12492.0000 5546.0000 5106.0000 6056.0000 4794.0000 5568.0000 4738.0000 5666.0000 4726.0000 Sebacic acid 20648.0000 17950.0000 18774.0000 20928.0000 17060.0000 17226.0000 17902.0000 17666.0000 17214.0000 17336.0000 17025.0000 25998.0000 17316.0000 17517.0000 16702.0000 21014.0000 16548.0000 14558.0000 14578.0000 14540.0000 16720.0000 14304.0000 13278.0000 16526.0000 Spermine 9322.0000 10034.0000 3648.0000 11478.0000 9826.0000 12618.0000 4920.0000 12994.0000 3716.0000 4592.0000 12768.0000 11878.0000 4612.0000 5770.0000 14932.0000 9790.0000 1972.0000 1400.0000 1594.0000 1416.0000 2048.0000 1488.0000 1266.0000 1484.0000 Sphinganine 18218.0000 16194.0000 12430.0000 12972.0000 12320.0000 11746.0000 6688.0000 7470.0000 4396.0000 4466.0000 5800.0000 9996.0000 3526.0000 3816.0000 3926.0000 4932.0000 4690.0000 4676.0000 4074.0000 4066.0000 2744.0000 2922.0000 4115.0000 2952.0000 Sphingosine 58650.0000 56852.0000 38406.0000 47596.0000 44386.0000 42936.0000 26540.0000 30996.0000 10430.0000 11582.0000 11588.0000 22716.0000 8246.0000 8946.0000 10436.0000 12600.0000 1646.0000 1300.0000 2116.0000 1915.0000 1404.0000 1386.0000 1512.0000 1800.0000 Stearic acid 1256.0000 1460.0000 1382.0000 1594.0000 1146.0000 1234.0000 1674.0000 1356.0000 1504.0000 1272.0000 1262.0000 1278.0000 1296.0000 1248.0000 1338.0000 1304.0000 1712.0000 1384.0000 1452.0000 1132.0000 1528.0000 1476.0000 1056.0000 1190.0000 Succinylacetone 932.0000 1110.0000 784.0000 988.0000 1252.0000 984.0000 928.0000 918.0000 798.0000 858.0000 1126.0000 1110.0000 528.0000 862.0000 1334.0000 1228.0000 794.0000 820.0000 830.0000 732.0000 684.0000 660.0000 868.0000 654.0000 Tiglic acid 554.0000 500.0000 634.0000 365.0000 545.0000 486.0000 432.0000 334.0000 445.0000 320.0000 540.0000 676.0000 422.0000 366.0000 588.0000 528.0000 480.0000 370.0000 356.0000 352.0000 460.0000 338.0000 377.0000 508.0000 Uracil 1496.0000 1956.0000 1404.0000 1846.0000 1752.0000 1816.0000 1456.0000 1858.0000 1570.0000 1360.0000 2318.0000 2240.0000 1558.0000 1426.0000 2298.0000 2446.0000 690.0000 940.0000 678.0000 582.0000 672.0000 726.0000 658.0000 614.0000 Uric acid 382.0000 310.0000 374.0000 241.0000 316.0000 325.0000 342.0000 212.0000 392.0000 268.0000 470.0000 394.0000 408.0000 426.0000 410.0000 405.0000 394.0000 288.0000 388.0000 232.0000 220.0000 362.0000 354.0000 250.0000 Uridine 1438.0000 1680.0000 866.0000 1592.0000 1134.0000 1248.0000 1046.0000 2540.0000 1226.0000 1332.0000 2044.0000 1726.0000 1384.0000 972.0000 2052.0000 1888.0000 486.0000 492.0000 544.0000 606.0000 492.0000 416.0000 568.0000 512.0000 Xanthine 1904.0000 1928.0000 1408.0000 2962.0000 1448.0000 2124.0000 1536.0000 3088.0000 905.0000 815.0000 730.0000 696.0000 924.0000 865.0000 788.0000 388.0000 142.0000 270.0000 486.0000 305.0000 155.0000 498.0000 446.0000 254.0000 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name pubchem_id inchi_key kegg_id other_id other_id_type ri ri_type moverz_quant 1-Methyladenosine 2.36 -0.072 2,3-Diaminopropionic acid 12.27 33.805 2,4-Diaminobutyric acid 13.26 33.603 2-Ethyl-2-hydroxybutyric acid 14.45 0.67 2-Hydroxyadenine 1.87 -1.234 2-Phenylaminoadenosine 10.96 7.662 2-Pyrrolidinone 3.3 2.036 3,4-Dihydroxyphenylglycol 4.22 -13.617 3a,6b,7b-Trihydroxy-5b-cholanoic acid 7.27 -5.94 3-Phenylbutyric acid 16.49 1.007 4-Ethylphenol 10.91 31.069 5-Aminolevulinic acid 1.34 -0.592 5-Aminopentanoic acid 1.67 -0.6 5-Hydroxylysine 16.46 26.087 5-Methoxysalicylic acid 10.21 -37.874 5-Methoxytryptophan 5.56 -9.424 5-Methoxytryptophol 9.65 3.291 7-Methylguanosine 11.92 1.917 Acetaminophen 5.89 0.446 Acetaminophen glucuronide 9.49 -6.904 Acetoin 7.84 0.002 Adenine 4.62 -0.534 Adenosine 4.62 0.085 Alpha-Aspartyl-lysine 2.32 -20.839 Alpha-hydroxyhippuric acid 4.53 -11.423 Aminopterin 5.2 13.111 Androstenedione 9.16 -9.37 Anserine 2.17 -5.24 Aspartyl-lysine 0.78 -19.827 Benzoic acid 3.42 -0.727 Carnosine 1.69 -4.854 Citrulline 16.14 -17.056 Cyclic AMP 4.75 -0.104 Cytidine 5.15 -19.864 Cytosine 1.85 -0.998 D-Glucurono-6,3-lactone 3.78 -36.536 Diacetyl 7.73 1.683 Ethanolamine 10.67 1.594 Glucosamine 6-phosphate 10.9 24.337 Glucosamine 6-sulfate 2.34 2.263 Glutathione 4.36 -5.63 Glycerophosphocholine 1.2 0.373 Guanine 4.75 -0.077 Guanosine 4.74 0.146 Hypoxanthine 4.74 -0.588 Indole 6.06 -1.326 Indoleacrylic acid 6.06 0.429 Inosine 4.74 0.315 Isovalerylcarnitine 6.43 -0.575 L-Alanine 5.47 16.292 L-Alloisoleucine 9.16 0.773 L-Leucine 3.16 -0.256 L-Methionine 5.56 -37.691 L-Norleucine 7.63 0.962 L-Phenylalanine 5.6 -10.881 L-Tryptophan 6.06 0.907 L-Tyrosine 3.42 0.506 Maltitol 1.24 0.077 Mannitol 1.24 0.44 m-Coumaric acid 3.43 0.283 Melatonin 6.54 -8.664 Methylhippuric acid 5.53 -11.699 Mevalonic acid 4.2 0.656 N-Acetyl-L-tyrosine 8.87 -28.003 Niacinamide 6.88 42.215 Nicotinic acid 1.76 -1.063 N,N-Dimethylformamide 5.05 2.288 Pantothenic acid 5.48 1.824 PC(16:0/16:0) 17.82 -0.751 Phenylacetaldehyde 15.57 0.879 Phosphocreatine 12.11 -25.684 Pregnenolone 14.4 1.582 Propionic acid 5.06 0.861 Pyrrolidonecarboxylic acid 3.76 -0.504 Pyruvaldehyde 7.75 0.911 Saccharopine 0.89 -8.39 Salicin 5.06 -22.051 Sebacic acid 14.5 2.191 Spermine 0.89 0.67 Sphinganine 12.8 0.725 Sphingosine 12.37 0.881 Stearic acid 0.32 0.06 Succinylacetone 1.99 -14.427 Tiglic acid 6.6 -0.576 Uracil 3.24 -0.983 Uric acid 2.21 -17.111 Uridine 3.26 0.413 Xanthine 4.83 -0.078 METABOLITES_END #END