#METABOLOMICS WORKBENCH vanvlietphd_20241009_171020 DATATRACK_ID:5276 STUDY_ID:ST003546 ANALYSIS_ID:AN005828 PROJECT_ID:PR002182 VERSION 1 CREATED_ON November 1, 2024, 10:06 am #PROJECT PR:PROJECT_TITLE Linking Beef Nutrient Density to Feed Type and Soil Health in Grass-Fed vs. PR:PROJECT_TITLE Grain-Fed Systems PR:PROJECT_SUMMARY This study analyzed the metabolomic profiles of Black Angus beef (longissimus PR:PROJECT_SUMMARY dorsi) derived from two U.S. finishing systems: pasture-finished cattle from PR:PROJECT_SUMMARY three Southern U.S. farms and grain-finished cattle from a single Midwest PR:PROJECT_SUMMARY feedlot, with eight samples collected per finishing group (n=16). Pasture PR:PROJECT_SUMMARY samples (n=13) were obtained from the three grass-fed farms, while total mixed PR:PROJECT_SUMMARY ration (TMR) samples (n=4) were collected from the grain-fed feedlot. Four beef PR:PROJECT_SUMMARY samples were collected from each of the three grass-fed farms and from the PR:PROJECT_SUMMARY grain-fed feedlot, providing a comprehensive comparison of metabolomic PR:PROJECT_SUMMARY differences influenced by distinct feed types and finishing systems. PR:INSTITUTE Utah State University PR:DEPARTMENT Department of Nutrition, Dietetics and Food Sciences PR:LABORATORY Center for Human Nutrition Studies PR:LAST_NAME Van Vliet PR:FIRST_NAME Stephan PR:ADDRESS 8700, Old Main Hill Logan, Utah 84322 PR:EMAIL stephan.vanvliet@usu.edu PR:PHONE 435-797-5369 PR:FUNDING_SOURCE U.S. Department of Agriculture, under award number 2020-38640-31521 and PR:FUNDING_SOURCE USDA-NIFA-AFRI Post-Doctoral Fellowship (2021-67034-35118) #STUDY ST:STUDY_TITLE Improved Soil Health and Pasture Phytochemical Richness Underlies Improved Beef ST:STUDY_TITLE Nutrient Density in Southern US Grass-Finished Beef Systems ST:STUDY_SUMMARY With growing concerns about beef production's impact on health and environment, ST:STUDY_SUMMARY there is increasing interest in practices that may improve the ST:STUDY_SUMMARY soil-plant-animal-human health continuum. We compared three Southern US ST:STUDY_SUMMARY grass-fed beef systems to grain-fed control, examining effects on soil health in ST:STUDY_SUMMARY terms of physicochemical properties whereas feed and beef samples were tested ST:STUDY_SUMMARY for metabolomic profile using orbitrap mass spectrometer. Pasturelands displayed ST:STUDY_SUMMARY healthier soils compared to paired feedcrop lands, showing 1.4-fold more organic ST:STUDY_SUMMARY matter and 1.7 to 3.0-fold higher potassium, phosphorus, calcium, and zinc ST:STUDY_SUMMARY levels (all, p<0.05). Of 784 compounds analyzed, 165 differed between grass-fed ST:STUDY_SUMMARY and grain-fed beef (all, p<0.05). Grass-fed beef had 3.1-fold higher ST:STUDY_SUMMARY phytochemical antioxidants, tied to 118.2-fold higher precursor levels in ST:STUDY_SUMMARY pasture samples compared to total mixed rations (p<0.05). This resulted in ST:STUDY_SUMMARY reduced oxidative stress in grass-fed animals, with 0.35- and 0.37-fold lower ST:STUDY_SUMMARY levels of homocysteine and 4-hydroxynonenal glutathione, respectively (both, ST:STUDY_SUMMARY p<0.05). Findings highlight potential linked benefits across the ST:STUDY_SUMMARY soil-plant-animal-human nutrition continuum in beef production. ST:INSTITUTE Utah State University ST:DEPARTMENT Department of Nutrition, Dietetics and Food Sciences ST:LABORATORY Center for Human Nutrition Studies ST:LAST_NAME Van Vliet ST:FIRST_NAME Stephan ST:ADDRESS 8700, Old Main Hill Logan, Utah 84322 ST:EMAIL stephan.vanvliet@usu.edu ST:PHONE 435-797-5369 ST:NUM_GROUPS 2 ST:TOTAL_SUBJECTS 16 #SUBJECT SU:SUBJECT_TYPE Mammal SU:SUBJECT_SPECIES Bos taurus SU:TAXONOMY_ID 9913 #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 - BLP #1 Sample source:Beef Feed | Feed:Grass SUBJECT_SAMPLE_FACTORS - BLP #2 Sample source:Beef Feed | Feed:Grass SUBJECT_SAMPLE_FACTORS - BLP #3 Sample source:Beef Feed | Feed:Grass SUBJECT_SAMPLE_FACTORS - SBR #1 Sample source:Beef Feed | Feed:Grass SUBJECT_SAMPLE_FACTORS - SBR #2 Sample source:Beef Feed | Feed:Grass SUBJECT_SAMPLE_FACTORS - SBR #3 Sample source:Beef Feed | Feed:Grass SUBJECT_SAMPLE_FACTORS - SBR #4 Sample source:Beef Feed | Feed:Grass SUBJECT_SAMPLE_FACTORS - SBR #5 Sample source:Beef Feed | Feed:Grass SUBJECT_SAMPLE_FACTORS - SPH #1 Sample source:Beef Feed | Feed:Grass SUBJECT_SAMPLE_FACTORS - SPH #2 Sample source:Beef Feed | Feed:Grass SUBJECT_SAMPLE_FACTORS - SPH #3 Sample source:Beef Feed | Feed:Grass SUBJECT_SAMPLE_FACTORS - SPH #4 Sample source:Beef Feed | Feed:Grass SUBJECT_SAMPLE_FACTORS - SPH #5 Sample source:Beef Feed | Feed:Grass SUBJECT_SAMPLE_FACTORS - Midwest TMR #1 Sample source:Beef Feed | Feed:Grain SUBJECT_SAMPLE_FACTORS - Midwest TMR #2 Sample source:Beef Feed | Feed:Grain SUBJECT_SAMPLE_FACTORS - Midwest TMR #3 Sample source:Beef Feed | Feed:Grain SUBJECT_SAMPLE_FACTORS - Midwest TMR #4 Sample source:Beef Feed | Feed:Grain SUBJECT_SAMPLE_FACTORS - BLP Ribeye #1 Sample source:Bovine Meat | Feed:Grass SUBJECT_SAMPLE_FACTORS - BLP Ribeye #2 Sample source:Bovine Meat | Feed:Grass SUBJECT_SAMPLE_FACTORS - BLP Ribeye #3 Sample source:Bovine Meat | Feed:Grass SUBJECT_SAMPLE_FACTORS - SBP Ribeye #1 Sample source:Bovine Meat | Feed:Grass SUBJECT_SAMPLE_FACTORS - SBP Ribeye #2 Sample source:Bovine Meat | Feed:Grass SUBJECT_SAMPLE_FACTORS - SBP Ribeye #3 Sample source:Bovine Meat | Feed:Grass SUBJECT_SAMPLE_FACTORS - SPH Ribeye #1 Sample source:Bovine Meat | Feed:Grass SUBJECT_SAMPLE_FACTORS - SPH Ribeye #2 Sample source:Bovine Meat | Feed:Grass SUBJECT_SAMPLE_FACTORS - MWF Ribeye #1 Sample source:Bovine Meat | Feed:Grain SUBJECT_SAMPLE_FACTORS - MWF Ribeye #2 Sample source:Bovine Meat | Feed:Grain SUBJECT_SAMPLE_FACTORS - MWF Ribeye #3 Sample source:Bovine Meat | Feed:Grain SUBJECT_SAMPLE_FACTORS - MWF Ribeye #4 Sample source:Bovine Meat | Feed:Grain SUBJECT_SAMPLE_FACTORS - MWF Ribeye #5 Sample source:Bovine Meat | Feed:Grain SUBJECT_SAMPLE_FACTORS - MWF Ribeye #6 Sample source:Bovine Meat | Feed:Grain SUBJECT_SAMPLE_FACTORS - MWF Ribeye #7 Sample source:Bovine Meat | Feed:Grain SUBJECT_SAMPLE_FACTORS - MWF Ribeye #8 Sample source:Bovine Meat | Feed:Grain #COLLECTION CO:COLLECTION_SUMMARY All cattle were processed in USDA-inspected slaughter facilities and the CO:COLLECTION_SUMMARY researchers worked with the producers to collect meat samples (Pectoralis CO:COLLECTION_SUMMARY profundus) from 8 individual animals (n=8) per group for both the grass-fed and CO:COLLECTION_SUMMARY grain-fed group. Upon arrival at the lab, all meat samples were stored in a CO:COLLECTION_SUMMARY -40°C freezer and processed for analysis within 3 weeks of arrival. The meat CO:COLLECTION_SUMMARY samples were ground individually in a commercial meat grinder. Thereafter ~2 CO:COLLECTION_SUMMARY grams sample was obtained (n = 8 pasture-finished beef; n = 8 for grain-finished CO:COLLECTION_SUMMARY beef), immediately frozen in liquid nitrogen, and stored at -80 degrees °C CO:COLLECTION_SUMMARY until further analysis. CO:SAMPLE_TYPE Beef Feed (Pasture forages & total mixed rations) and Beef Muscle CO:COLLECTION_METHOD Shipment on dry ice CO:COLLECTION_LOCATION Surry and Buncombe County NC & Perry County, AL CO:STORAGE_CONDITIONS -20℃ #TREATMENT TR:TREATMENT_SUMMARY All analyzed samples (grass-fed and grain-fed) were collected from cattle TR:TREATMENT_SUMMARY harvested in the fall of 2021 and were of a Black Angus genetic background. The TR:TREATMENT_SUMMARY grass-fed cattle were between 25-27 months old, while the grain-fed cattle TR:TREATMENT_SUMMARY ranged from 18-22 months of age at the time of slaughter. The grass-fed beef TR:TREATMENT_SUMMARY samples were sourced from three different farms in the Southern United States, TR:TREATMENT_SUMMARY specifically in Surry County, North Carolina; Buncombe County, North Carolina; TR:TREATMENT_SUMMARY and Perry County, Alabama. These farms practiced adaptive rotational grazing, TR:TREATMENT_SUMMARY where cattle were moved to new paddocks every 1-7 days. During the grazing TR:TREATMENT_SUMMARY season, the animals had access to diverse pasture species and rotated through TR:TREATMENT_SUMMARY various landscapes typical of their respective regions. The grain-fed beef TR:TREATMENT_SUMMARY samples, on the other hand, were obtained from a commercial feedlot in the TR:TREATMENT_SUMMARY Midwest. All meat samples were collected from the longissimus dorsi muscle and TR:TREATMENT_SUMMARY shipped to the Center for Human Nutrition Studies at Utah State University for TR:TREATMENT_SUMMARY analysis. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY Samples analyzed for untargeted metabolomic profiling through collaborations SP:SAMPLEPREP_SUMMARY with Metabolon (Morrisville, NC). One hundred (100 mg) was weighed out for each SP:SAMPLEPREP_SUMMARY sample and recovery standards were added for quality control purposes. Proteins SP:SAMPLEPREP_SUMMARY were subsequently precipitated with methanol under vigorous shaking for 2 min SP:SAMPLEPREP_SUMMARY (Glen Mills Geno Grinder 2000, Clifton, NJ, USA) followed by centrifugation SP:SAMPLEPREP_SUMMARY (15,000 × g). The resulting extract was divided into five fractions: two for SP:SAMPLEPREP_SUMMARY analysis by separate reverse phase (RP)/UPLC-MS/MS methods with positive ion SP:SAMPLEPREP_SUMMARY mode electrospray ionization (ESI), one for analysis by RP/UPLC-MS/MS with SP:SAMPLEPREP_SUMMARY negative ion mode ESI, one for analysis by HILIC/UPLC-MS/MS with negative ion SP:SAMPLEPREP_SUMMARY mode ESI, and one sample for backup. Sample extracts were placed briefly on a SP:SAMPLEPREP_SUMMARY TurboVap (Zymark) to remove the organic solvent and reconstituted in mobile SP:SAMPLEPREP_SUMMARY phases described below. The UPLC-MS/MS platform utilized a Waters Acquity UPLC SP:SAMPLEPREP_SUMMARY with Waters UPLC BEH C18-2.1×100 mm, 1.7 μm columns and a Thermo Scientific SP:SAMPLEPREP_SUMMARY Q-Exactive high resolution/accurate mass spectrometer interfaced with a heated SP:SAMPLEPREP_SUMMARY electrospray ionization (HESI-II) source and Orbitrap mass analyzer. One aliquot SP:SAMPLEPREP_SUMMARY was analyzed using acidic positive ion conditions, which was chromatographically SP:SAMPLEPREP_SUMMARY optimized for more hydrophilic compounds. The extract was gradient eluted from a SP:SAMPLEPREP_SUMMARY C18 column (Waters UPLC BEH C18-2.1x100 mm, 1.7 µm) using water and methanol, SP:SAMPLEPREP_SUMMARY containing 0.05% perfluoropentanoic acid (PFPA) and 0.1% formic acid (FA). The SP:SAMPLEPREP_SUMMARY second aliquot was also analyzed using acidic positive ion conditions; however, SP:SAMPLEPREP_SUMMARY it was chromatographically optimized for more hydrophobic compounds. The extract SP:SAMPLEPREP_SUMMARY was gradient eluted from the same C18 column using methanol, acetonitrile, SP:SAMPLEPREP_SUMMARY water, 0.05% PFPA and 0.01% FA. The third aliquot was analyzed using basic SP:SAMPLEPREP_SUMMARY negative ESI-optimized conditions using a separate dedicated C18 column. The SP:SAMPLEPREP_SUMMARY basic extracts were gradient eluted from the column using methanol and water SP:SAMPLEPREP_SUMMARY with 6.5 mmol/L Ammonium Bicarbonate at pH 8. The fourth aliquot was analyzed SP:SAMPLEPREP_SUMMARY via negative ESI following elution from a HILIC column (Waters UPLC BEH Amide SP:SAMPLEPREP_SUMMARY 2.1x150 mm, 1.7 µm) using a gradient consisting of water and acetonitrile with SP:SAMPLEPREP_SUMMARY 10 mmol/L Ammonium Formate, pH 10.8. The MS analysis alternated between MS and SP:SAMPLEPREP_SUMMARY data-dependent MSn scans using dynamic exclusion, while the scan range covered SP:SAMPLEPREP_SUMMARY m/z 70–1000 at a resolving power of R=35,000 optimized at fifty percent of the SP:SAMPLEPREP_SUMMARY maximum peak height (FWHM). Metabolites were identified by automated comparison SP:SAMPLEPREP_SUMMARY of the ion features in the samples to a reference library of chemical standard SP:SAMPLEPREP_SUMMARY entries that considered the retention time, molecular weight (m/z), preferred SP:SAMPLEPREP_SUMMARY adducts, in-source fragments, and associated MS spectra77. The data were curated SP:SAMPLEPREP_SUMMARY by visual inspection for quality control using Metabolon’s proprietary SP:SAMPLEPREP_SUMMARY software. Library matches for each compound were checked for each sample and SP:SAMPLEPREP_SUMMARY corrected if necessary. Peaks were quantified using area-under-the-curve. A data SP:SAMPLEPREP_SUMMARY normalization step was performed to correct for variation resulting from SP:SAMPLEPREP_SUMMARY instrument inter-day tuning differences by setting the medians to equal one SP:SAMPLEPREP_SUMMARY (1.00) and normalizing each data point proportionately (termed “block SP:SAMPLEPREP_SUMMARY correction”). This preserved variation between samples while allowing SP:SAMPLEPREP_SUMMARY metabolites of different raw peak areas to be compared on a similar graphical SP:SAMPLEPREP_SUMMARY scale. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY HILIC (LC/MS Polar Neg) CH:CHROMATOGRAPHY_TYPE HILIC CH:INSTRUMENT_NAME Waters Acquity CH:COLUMN_NAME Waters Acquity BEH Amide (150 x 2.1mm, 1.7um) CH:SOLVENT_A 15% water/5% methanol/80% acetonitrile; 10 mM ammonium formate, (effective pH CH:SOLVENT_A 10.16 with NH4OH) CH:SOLVENT_B 50% water/50% acetonitrile; 10 mM ammonium formate, (effective pH 10.60 with CH:SOLVENT_B NH4OH) CH:FLOW_GRADIENT Linear gradient from 5% B to 50% B in 3.5 minutes, then linear gradient from 50% CH:FLOW_GRADIENT B to 95% B in 2 minutes. CH:FLOW_RATE 0.50 mL/min CH:COLUMN_TEMPERATURE 40-50 #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Q Exactive Orbitrap MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE Other MS:ION_MODE NEGATIVE MS:MS_COMMENTS Metabolon (LC/MS Polar) #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS AU MS_METABOLITE_DATA_START Samples BLP #1 BLP #2 BLP #3 SBR #1 SBR #2 SBR #3 SBR #4 SBR #5 SPH #1 SPH #2 SPH #3 SPH #4 SPH #5 Midwest TMR #1 Midwest TMR #2 Midwest TMR #3 Midwest TMR #4 BLP Ribeye #1 BLP Ribeye #2 BLP Ribeye #3 SBP Ribeye #1 SBP Ribeye #2 SBP Ribeye #3 SPH Ribeye #1 SPH Ribeye #2 MWF Ribeye #1 MWF Ribeye #2 MWF Ribeye #3 MWF Ribeye #4 MWF Ribeye #5 MWF Ribeye #6 MWF Ribeye #7 MWF Ribeye #8 Factors Sample source:Beef Feed | Feed:Grass Sample source:Beef Feed | Feed:Grass Sample source:Beef Feed | Feed:Grass Sample source:Beef Feed | Feed:Grass Sample source:Beef Feed | Feed:Grass Sample source:Beef Feed | Feed:Grass Sample source:Beef Feed | Feed:Grass Sample source:Beef Feed | Feed:Grass Sample source:Beef Feed | Feed:Grass Sample source:Beef Feed | Feed:Grass Sample source:Beef Feed | Feed:Grass Sample source:Beef Feed | Feed:Grass Sample source:Beef Feed | Feed:Grass Sample source:Beef Feed | Feed:Grain Sample source:Beef Feed | Feed:Grain Sample source:Beef Feed | Feed:Grain Sample source:Beef Feed | Feed:Grain Sample source:Bovine Meat | Feed:Grass Sample source:Bovine Meat | Feed:Grass Sample source:Bovine Meat | Feed:Grass Sample source:Bovine Meat | Feed:Grass Sample source:Bovine Meat | Feed:Grass Sample source:Bovine Meat | Feed:Grass Sample source:Bovine Meat | Feed:Grass Sample source:Bovine Meat | Feed:Grass Sample source:Bovine Meat | Feed:Grain Sample source:Bovine Meat | Feed:Grain Sample source:Bovine Meat | Feed:Grain Sample source:Bovine Meat | Feed:Grain Sample source:Bovine Meat | Feed:Grain Sample source:Bovine Meat | Feed:Grain Sample source:Bovine Meat | Feed:Grain Sample source:Bovine Meat | Feed:Grain 1-kestose 0.230947944 1.822318077 3.659796981 10.31308597 0.017928315 0.911228341 1.392583999 5.517129864 0.017928315 0.017928315 0.665289972 23.68823897 0.017928315 6.166505474 80.80498709 0.476710355 2.362764289 0.078623718 0.078623718 0.078623718 0.078623718 0.078623718 0.078623718 0.078623718 0.078623718 0.078623718 0.078623718 0.078623718 0.078623718 0.078623718 0.078623718 0.078623718 0.078623718 2,3-dihydroxy-2-methylbutyrate 16.57573004 8.951842135 16.52999338 20.57549181 0.064408146 15.59159443 15.3061952 12.89305431 0.064408146 0.064408146 9.018908539 14.11671709 10.21475845 3.98871125 1.367117658 33.82873838 3.213121745 0.434401113 1.123714453 1.470163569 1.119079435 0.705137552 0.321191096 0.292201477 1.201606592 2.552738228 2.245593288 2.285184766 2.376465683 2.425174886 2.344380194 2.152386335 2.096850172 2,3-dihydroxyisovalerate 46.10985319 3.545331041 19.42438619 16.75273324 238.8420643 30.5957011 8.900316889 16.10254728 228.5356519 246.4897828 2.773235286 10.96414548 178.8797164 2.700868139 1 26.13571327 3.110822378 1.165734973 1.028845975 0.201373995 24.78579754 1 0.201373995 1.222995655 2.481357584 3.040063594 0.201373995 3.363952556 0.646528412 0.739318551 2.758797859 6.246638444 3.897132187 2,4-dihydroxybutyrate 1.932970178 0.975001335 1.555939318 5.546586626 2.785547326 3.849054892 3.166606076 4.513246538 2.607030575 2.799581667 1.246620018 4.353118442 1.978144135 0.514765455 0.630384509 4.871857108 1.466326358 0.351355979 0.950888316 0.795466244 0.774404765 1.711897819 0.351355979 0.351355979 1.028075874 0.715485709 0.351355979 0.686633492 1.386260285 0.555061508 0.719420127 0.926170406 0.351355979 2,6-dihydroxybenzoic acid 18.67779842 3.682437681 5.764945213 13.58245961 14.75312244 8.318959859 5.924719891 12.68264357 14.39849562 17.05726683 15.02800478 4.444370047 3.499655523 2.714485252 0.272590478 6.831649182 9.214253147 0.242170042 0.242170042 0.242170042 0.242170042 0.242170042 0.24792885 4.513478819 3.159371583 0.242170042 0.242170042 0.242170042 0.242170042 0.242170042 0.242170042 0.242170042 0.242170042 2-hydroxyadipate 7.432341942 2.441350096 1.310769356 2.822803551 2.544869168 3.809224958 11.5528816 2.846254961 2.680364102 3.545704953 6.214619632 1.859473694 2.3798302 2.848612375 1.029651769 1.609150209 2.758337026 1.252462033 2.128996539 1.662632835 1.134438872 0.990237706 0.41114915 3.58567014 1.062346729 1.577329396 1.119363542 1.093211756 0.396277104 1.337088817 1.285362413 0.842547671 0.591787691 2-hydroxybutyrate/2-hydroxyisobutyrate 0.270075267 0.270075267 0.270075267 0.270075267 5.825352408 0.940746441 0.270075267 0.270075267 5.480639407 8.157148808 0.270075267 0.270075267 15.99001841 0.270075267 0.270075267 0.270075267 0.270075267 0.780256044 0.875670208 0.963906176 0.714565729 0.723846811 0.637904396 0.736609552 0.55094052 0.665202136 0.643311473 0.632132129 0.759597734 0.824435985 0.803717855 0.88780806 0.868176529 2-hydroxyheptanoate* 0.566582176 1.044165253 0.26919773 1.06839965 2.943448842 0.26919773 0.727230796 0.981516353 2.838255394 3.431784425 0.26919773 0.56213476 3.111308116 0.61241468 0.26919773 0.836905513 0.26919773 0.870079037 1.159267041 0.901948823 1.110671376 2.015633181 1.143996989 0.737686063 1.068410626 2.308426838 1.657515086 2.135235972 2.854614599 2.053588075 2.197653306 3.664475344 1.7406581 2-O-methylascorbic acid 1.114215117 0.110144819 1.292449176 3.409344504 0.110144819 4.301542527 0.843810523 2.562397696 0.110144819 0.110144819 2.070353988 2.726440379 0.110144819 0.711543027 0.110144819 2.481400957 2.116717272 0.970183261 1.129482504 0.658561266 1.165568296 1.601304468 0.885974419 1.388322879 1.260770016 0.908957547 1.063870679 1.045600398 1.086502175 1.119894758 1.109925847 1.507293716 1.283912105 2R,3R-dihydroxybutyrate 2.772447557 0.606201991 1.801570812 4.427541778 0.904704057 4.854119129 4.584199955 3.944199853 0.884041756 1.157443329 1.231769208 2.225251835 1.327043313 1.001804428 0.732944143 6.046153846 0.730667405 0.279880696 0.279880696 0.279880696 0.279880696 0.279880696 0.707543522 0.882868418 0.640148145 0.279880696 0.279880696 0.279880696 1.089661699 0.279880696 0.279880696 0.279880696 1.160587129 2S,3R-dihydroxybutyrate 1.431563184 1.023001319 1.00431362 3.402474185 1.763673767 3.161540052 1.838894849 2.339919241 1.504021203 1.657371709 1.58614296 1.618746554 2.117177372 0.828055854 0.528397069 4.310332946 0.96709002 0.698379175 0.69562741 0.579874129 0.402522696 0.932912311 0.754305425 0.84792668 0.435627144 0.798997978 1.195444815 0.69267057 1.603909406 0.866794254 0.679057408 1.317683875 1.659343155 3,4-dihydroxybutyrate 3.439070299 2.251185819 2.425733656 2.522440065 2.096431872 2.553862267 5.339110822 2.801012776 2.395888158 2.345489093 2.137967734 4.31299131 0.749993184 2.03126425 1.611963396 4.664072673 1.479976232 0.76841627 0.514955216 0.406527209 0.749319517 0.973573676 0.935609324 1.124774612 0.310191921 1.542307238 1.101635748 1.669968494 0.969567959 1.384845263 1.425573543 1.272696143 1.340534573 3-hydroxy-3-methylglutarate 1.317190752 0.528678517 1.112648847 1.666647017 3.216166321 2.139807678 1.40031436 2.08144562 3.362718686 3.547450507 1.082532808 2.532403538 3.252495565 1.026682925 0.521715886 1.231361352 0.884832128 0.790664708 0.697544619 1.076980424 0.757392649 0.714201804 0.686861524 1.059101781 1.347491059 1.105494592 0.937154328 0.956143043 0.829337451 1.219875828 1.086208073 0.956407198 0.941906496 3-hydroxybutyrate (BHBA) 0.903685774 0.787348514 0.165809457 0.165809457 1.177860307 0.546369634 0.621288564 0.165809457 0.64565437 0.834152424 0.165809457 0.165809457 0.165809457 0.165809457 0.165809457 0.165809457 0.165809457 0.588899686 0.801021701 2.776877052 1.225762784 1.089255044 0.872212144 0.49746702 1.027700563 1.731682946 0.751983418 2.498893073 1.184890922 0.693984603 0.609442846 1.162597166 1.009299142 3-hydroxyhexanoate 0.191776271 0.191776271 0.191776271 0.191776271 0.191776271 0.191776271 0.191776271 1.164930634 3.105045944 2.370782848 0.191776271 0.191776271 0.191776271 0.191776271 0.191776271 0.191776271 0.191776271 0.689436156 0.722859388 1.216955945 1.013011828 1.023876158 0.690798917 0.497681369 1.207691589 1.586223089 1.470125514 1.522033888 2.338393704 0.881228218 0.952662564 1.407291813 1.351808793 3-hydroxyisobutyrate 0.331722249 0.331722249 0.331722249 0.805965039 1.097458515 0.481657806 0.331722249 0.331722249 0.927336072 1.226743999 0.331722249 0.331722249 1.169514258 0.331722249 0.394095376 0.331722249 0.331722249 0.690124377 1.066932682 1.668481947 0.851571672 1.19764083 0.879125886 0.515985614 0.962990133 1.895290348 0.628348923 1.61053663 1.048449812 1.500584532 0.995706263 1.334084671 1.126554098 3-methyl-2-oxobutyrate 0.519818832 0.307061108 1.114566537 1.74045249 0.307061108 1.754058005 0.307061108 1.202058206 0.307061108 0.307061108 0.307061108 0.945706935 0.307061108 0.884655903 0.307061108 1.685650607 0.817918288 0.902475253 1.541678565 0.555596616 1.907624933 0.983732677 0.487050213 1.375374648 1.257095207 2.061959326 1.615261863 1.368770772 1.798051473 2.168329234 3.33006899 13.38230968 3.4571408 3-methylglutaconate 1.460912882 0.679278653 0.672320049 0.718404387 1.056039543 1.083773556 1.817763361 1.917964164 0.827687674 0.897018845 0.694284832 0.363036762 1.220675008 0.737395737 0.200015446 1.18643806 0.200015446 0.720508838 0.620894312 0.851806206 1.435193984 0.799909719 0.539110202 0.691290894 0.942140244 1.110973842 0.66589948 1.408599819 0.477388278 1.064409553 1.07801846 0.987774999 1.06261582 4-hydroxybutyrate (GHB) 2.527348912 0.436679845 0.383833742 0.902821359 1.999333816 1.440821066 1.273510874 1.491703964 2.845456078 3.302203031 1.039294008 1.703096534 1.501533584 0.521258083 0.110466982 1.780634969 0.616158101 0.946514947 0.435530285 0.332154452 1.856114878 0.937800322 0.605596405 1.197845259 0.763596012 1.093538436 0.613552073 0.849247802 0.481566559 1.555103415 1.671001858 0.954038349 0.877813051 allantoic acid 2.776377592 0.438238109 1.92078437 10.38767704 0.202501168 6.454204483 0.794544068 9.683708469 0.267273059 0.223929863 1.152471154 3.745761178 0.043968754 1.291669828 0.064448464 5.092702398 0.322778703 1.68736121 1.289587152 0.883319835 0.84660901 0.883236189 0.895721923 1.350338082 0.989680208 0.602376343 1.120201329 0.367762935 0.647654421 0.544705828 0.622715124 1.034543274 1.153550239 allantoin 0.131787279 0.028335133 0.057824786 0.127660534 1.080182246 0.268994119 0.054146037 0.132135189 1.05217296 0.998312605 0.041808141 0.044420751 0.404552009 0.107568883 0.013312696 0.080953761 0.059832611 1.049263783 0.744320512 0.76963246 0.739174023 0.690796073 0.588638716 1.193692471 1.266636006 0.933735333 0.754765899 0.874091874 0.705755773 1.03725984 0.99994717 0.889997869 1.029940389 alpha-hydroxyisovalerate 2.636533168 0.64296163 0.480825072 0.963453298 34.54311946 2.070549882 0.990655842 2.231834619 33.32293767 48.81246206 1.342991285 0.968834896 78.18015217 0.855283977 0.314385624 1.733181014 0.532977214 0.938528253 1.110651905 0.760454162 0.660028981 0.935255378 0.863603356 1.012412481 0.601490962 0.969125024 1.09792148 0.881988587 1.089700621 1.367744467 1.351033963 0.881041353 0.783773723 arabitol/xylitol 0.489351196 0.798179507 0.566473271 1.141132019 9.508283021 0.894037412 1.130124534 1.131507279 10.88923435 12.51937188 0.957502271 1.451735292 6.800993343 2.571183501 1.449932639 0.372993621 0.589433373 0.919788523 0.88362826 1.105134106 0.664878354 0.629261482 0.522691627 0.672286857 0.372114938 1.048841758 0.697650739 0.960661612 0.659760077 0.746968532 0.73710014 1.161185739 1.445905996 arabonate/xylonate 1.353864452 1.187581089 1.249913427 1.81453284 2.267123886 2.244947679 1.806356825 1.799257537 1.720113123 1.714911184 1.527802208 1.586513945 3.334734106 2.058520858 0.81179072 1.893645453 0.91744003 0.86253367 1.594833398 0.640666087 0.936936949 1 0.257410539 1.135911256 1.150267491 2.038396015 0.497955015 0.684140429 0.83440632 0.764268494 0.854782567 1.279950716 0.950138946 beta-hydroxyisovalerate 1.200880618 0.768874916 0.720969992 1.253634627 1.390016747 2.741577504 1.586529254 2.584154996 1.584238073 0.394004451 1.517942484 1.086339051 0.394004451 1.325719383 0.749714695 3.282689777 1.37482674 1.087723185 0.873012192 0.995266562 0.9060003 1.117697944 1.025939709 1.130150909 1.018972397 1.000678719 0.715257039 0.944709388 0.733603855 1.276370249 1.301661258 0.823953238 0.775863538 erythronate* 11.04621103 4.782403439 6.612176335 8.394360595 5.383927495 11.41177693 11.14869384 8.904884091 5.855813353 6.045415374 10.33898145 11.09359157 5.275839476 4.508210313 6.048904943 11.34721433 3.937673809 0.760347213 0.868816312 1.373093384 0.855884671 0.996572705 0.966581344 0.475318414 0.31822531 1.196547003 0.627308144 0.906820434 0.932517045 1.02924917 0.937308095 1.063023731 0.929283482 ethylmalonate 0.199645752 3.916096724 0.199645752 0.199645752 5.393895906 0.199645752 0.199645752 0.199645752 3.240474744 4.045108408 2.382501368 0.199645752 2.268491344 2.844454213 1.017406407 0.82534983 1 0.506866021 0.521554496 1.399427374 1.561276943 0.778451253 0.728174051 0.485909556 0.898212635 1.583144235 2.196511239 1.914196903 2.269446791 1.435945786 1.180278547 1.56443918 1.473163322 fructose 1.510710771 0.877506612 3.64894519 7.006464579 0.161226753 2.375799658 6.818071202 3.88516037 0.055354834 0.173499743 0.906242757 4.308615639 0.011652085 2.782832081 2.041445841 3.13959618 2.518352907 1.06350211 0.627750481 0.241889665 0.714253567 0.779915835 1.001430095 1.077636036 0.448383972 1.243700992 1.298918564 1.231333868 0.985272686 1.104191856 1.058346411 1.063608821 1.518710873 fumarate 18.2989736 1.10850271 3.363913156 2.452681349 0.259497645 2.287903073 30.36139616 8.751529766 0.198612028 0.188243681 0.350065053 1.346422569 0.010194826 1.004654282 0.255885372 3.861388267 0.506260294 1.225390204 1.331449536 0.999433464 0.607850855 0.936783607 0.66978471 1.254951431 1.157817888 1.584075001 0.699921849 1.347513158 0.886318883 1.322934169 1.380524519 1.308379164 1.037127604 galactonate 6.102422553 3.349469612 2.851757079 7.525446853 1.399647272 6.995527056 7.938925456 6.506847863 1.375631516 1.337400359 6.831599359 5.717210653 0.680480536 2.936054872 1.480176945 7.030341292 1.711852054 2.331727866 0.518057738 1.275333883 0.513308458 0.322348372 0.806586697 0.098283707 0.098283707 0.288491047 2.674182851 0.370032147 0.639794928 0.419035313 0.83386846 0.180849245 0.780219008 gluconate 4.215585549 4.220503749 2.997534222 1.090277105 0.259166845 3.6773834 1.822564561 1.915249738 0.220489611 0.242569949 1.688173683 3.871619591 0.082711615 4.126652533 2.824264533 2.176607604 1.318018037 1.546710475 1.892762658 0.48089428 0.967425906 0.453948245 0.448048698 2.500975698 2.907034288 0.93975382 1.041215977 0.721929701 0.822658975 0.769674201 0.848608259 1.184075046 1.250596486 glucosamine-6-phosphate 0.602896401 0.546332189 1.077845831 0.535575087 0.058487451 1.536925671 1.06187933 1.337257635 0.058487451 0.058487451 0.831864106 2.423703862 0.058487451 1 0.595001692 1.552982916 0.643767224 1.188875618 0.560747229 0.238560217 1.588249648 1.64620233 1.931372797 1.721808514 1.036277641 1.068664528 1.884174733 1.050740975 1.807059194 1.110453543 1.053407037 0.772087281 0.901474842 glucose 3.615953353 1.003544579 4.122364462 4.793410147 0.213601576 1.783997128 5.197908236 4.747684514 0.15739782 0.244577926 1.310666888 3.083385917 0.067107157 1.759047273 1.524235229 3.208763347 2.324366031 0.791834565 0.81251765 0.347280329 0.837821991 0.823248573 0.959840494 0.938387019 0.726252199 0.976320407 1.214744049 0.839010066 1.077711418 1.250822266 1.276298752 0.832599834 1.106459512 glucose 6-phosphate 0.841632012 0.714039714 2.093149225 0.731238838 12.73928594 2.131017256 1.341519017 2.095917505 9.832762009 7.963000441 1.317597726 3.217501092 3.537365438 1.534529547 1 1.775948195 1.201811429 1.097764949 0.569728169 0.226410096 1.448207593 1.475930109 2.155023309 1.835960095 1.107618831 1.000803669 2.033904641 0.984043613 1.872677601 1.168391585 1.075222787 0.786713509 1.042916916 glucuronate 1.922463998 0.829782572 2.477442468 3.304785173 6.518895407 1.500408097 1.84447815 6.379138731 6.472136135 5.673283341 4.689382704 1.453019582 0.632995703 4.312875635 0.47318694 1.651527571 0.533586141 0.073995631 0.073995631 0.073995631 0.073995631 0.073995631 0.073995631 0.073995631 0.941329112 0.073995631 0.073995631 0.073995631 0.073995631 0.073995631 0.073995631 0.073995631 0.073995631 glutarate (C5-DC) 6.386858005 0.787595966 1.067380204 1.394608563 6.581626198 2.188055884 17.85606349 2.612021315 7.472067045 10.01443343 1.75549922 0.833892583 10.13912799 0.927222471 0.483122729 1.624783207 1.374892953 0.896634447 0.701533421 0.7067016 1.189133917 1.355604305 0.876235475 1.770226821 0.604661742 2.072465227 1.238721475 2.00854883 1.09490001 1.296011763 1.677872019 1.737355616 1.095041126 glycerate 17.51579282 5.258368177 31.94605926 38.35490045 0.685583917 42.34760103 25.68070869 29.64744799 0.655713885 0.705407144 12.57286572 25.76635024 0.511365835 4.320858368 4.647966297 35.54022125 4.421931359 1.30743375 0.675078073 0.6712975 1.581602793 1.801789562 2.718426651 1.43003906 2.239489481 0.689480258 1.509020693 0.682065917 1.337986097 0.790870993 0.76820766 0.669806041 1.318902341 glycerophosphoglycerol 5.573663195 4.353896531 6.045190639 3.600229602 2.033326944 5.497520841 5.131798974 10.10200137 1.601080959 1.853342265 3.545833951 4.919068953 0.561589899 5.069394893 2.969986197 7.237109627 4.155903097 0.417909574 0.767721796 0.841306569 1.074988215 0.814767408 0.632387284 0.699117124 0.73723841 1.261361044 1.030391682 1.257812593 0.87064339 1.443548108 1.406749715 1.317301165 1.090474237 glycerophosphoinositol* 5.961124224 7.342608034 3.391970864 2.498961535 1.471328059 3.172819046 5.562048429 4.786315645 1.180818896 1.510159478 3.293898377 1.661151877 2.216407038 2.691841466 1.177593924 6.743850465 3.956535519 0.788899104 0.756516037 1.944659578 1.106714318 0.731411136 1.050511023 1.242704016 0.517412331 1.390010574 0.926486798 1.865282424 0.598512093 1.688393438 1.669277997 1.041479319 1.343277815 gulonate* 4.582536447 1.179687653 2.425620356 7.087759805 2.242757911 6.528942035 4.344739536 5.219317293 1.997688163 1.929944672 6.82618415 3.614797672 2.549101661 2.831089537 0.69958138 5.847528071 0.743215767 0.06879723 1.709476887 1.459016755 0.06879723 1.364337297 1.072020878 2.108573528 0.311332503 1.29765638 0.858456801 1.240568728 0.849371798 1.056105218 1.515144885 0.321318072 1.067626468 inositol 1-phosphate (I1P) 1.377818551 0.811458805 1.814178662 2.148063647 3.048805707 1.440566337 1.869247347 2.026552328 2.414960902 2.340226636 1.179960157 2.018300033 0.422344978 1.278335829 0.69979292 0.739722563 0.201370606 0.404960248 0.794485635 0.642569299 0.325914565 0.164895844 0.516803358 0.786177949 0.070410549 0.438500456 2.719658775 0.436467223 2.056827721 0.532418062 0.300896496 1.499765187 0.830542614 isocitric lactone 2.119243839 0.679041 21.29747749 0.959784448 4.01127109 464.8679348 1.106945135 1407.855789 5.932116558 6.399635921 12.632997 2.896019408 8.951085925 5.737369573 1.198514021 1789.972774 16.17792466 0.351728632 0.351728632 0.351728632 0.351728632 0.351728632 0.351728632 0.351728632 0.351728632 0.351728632 0.351728632 0.351728632 0.351728632 0.351728632 0.351728632 0.351728632 0.351728632 lyxonate 4.485678019 2.871273252 3.837648382 7.789927774 2.147877094 3.346882657 5.401515795 5.187906098 2.010269729 2.322981864 3.095897229 5.75070036 3.136789497 3.607487852 3.384532979 5.247815486 3.147141607 0.993821658 0.712271242 0.449589658 1.912286918 1.812607362 1.256030463 0.936380937 1.530191089 0.596556582 0.910986078 0.610500154 0.559030575 1.262014475 1.4511579 1.113202488 1.220573039 maleate 2.961873324 1.032386221 1.005307955 1.504019857 8.278933486 1.364156514 16.615969 1.954288332 7.864225748 8.143292573 1.338688585 1.399112093 0.509372259 1.930694 0.743777042 0.990537992 0.939885909 1.29845679 1.825035571 0.775876254 0.66931901 1.227137883 0.527353385 1.092135714 1.618874046 2.042640415 0.944315394 1.69430456 1.269490444 1.751773994 2.064508275 2.291147432 1.765215409 malonate 6.618663391 2.005768683 1.893470128 7.502110191 2.517612661 7.948228549 9.651310399 7.342191273 3.43591873 3.222562873 5.823488017 6.301606946 0.482713096 2.846656879 1.050364486 11.19663313 1.30137218 1.000970979 1.436458683 0.999029021 1.440742291 1.584709666 0.293607771 0.453765234 0.686120144 2.011743655 0.178260952 1.745763394 1.27356549 0.641622689 1.708354437 2.198541916 0.332494199 maltose 0.864375847 1.069973482 1.343168903 4.246533952 0.211375957 1.211909316 2.078499748 1.563466025 0.147848876 0.226247387 0.948326181 1.622625192 0.118116847 1.050615963 0.400078231 1 0.467637612 0.95100434 1.130576836 0.261493101 1.020821051 1.968465394 1.423529954 1.837598515 1.480343471 0.546201421 0.666469765 0.579241768 0.764704174 1.43841171 1.397110188 0.567685592 0.631036914 mannitol/sorbitol 13.15339166 0.93357606 0.633049108 0.894932645 9.101777704 3.020615433 16.24016937 8.897591319 9.245768105 8.616564639 3.444771644 1.037597534 5.296842339 3.123152957 0.425285961 6.617394201 0.522542257 1.044767659 1.631077357 0.813831421 0.979318265 0.82671748 0.625301799 0.693481459 0.646244003 0.791419041 0.931884268 0.7172907 0.709397476 1.141987654 1.107601506 1.198047938 1.423192938 mannonate* 0.503811593 0.223938561 0.293121601 1.350429461 2.582933996 1.707383527 1.34867683 0.719930185 2.564895167 2.314876007 1.121043551 0.847983534 0.32022196 0.337995683 0.133176972 1.845907904 0.123985133 5.1479448 18.83627948 1.112484746 6.901013746 1.311468461 0.788417573 24.27280092 13.45506522 0.934804786 0.852792768 0.863024031 1.009571664 1.339798685 1.541410641 2.510916703 0.903871115 mannose 1.266271359 2.392512542 0.985130385 1.636626711 1.337888597 0.833738751 0.642780074 1.056181898 1.370757547 1.501683639 1.162847011 1.37230887 0.603657213 0.768645581 1.421230264 1.060437542 1.668222226 0.880490768 0.683085401 0.242962849 0.865515352 0.783872295 1.015269251 1.278395422 0.50598435 1.422851221 1.828312174 1.27338684 1.474387757 1.864372997 1.73065871 1.06925133 1.51574019 methylmalonate (MMA) 0.124028906 0.124028906 0.740213616 0.124028906 2.243666012 1.772180926 0.927991789 0.376640893 0.124028906 2.665591311 0.951638883 1.252678623 0.124028906 1.739394845 1.048361117 1.550935 0.124028906 0.839041039 0.733686524 0.504679788 1.552452148 1.274831104 0.924745791 1.027728449 1.315248387 1.282132143 1.545207371 1.264158961 1.554969083 0.846002453 1.061283316 0.891053302 0.837828205 methylsuccinate 1.970131159 0.88576701 1.918600975 6.079123096 6.521570067 2.207157833 1.982104093 2.309516439 6.754583937 8.614225053 2.692463837 0.807474651 13.46852458 1.512691232 0.318788817 2.409124882 1.702436653 0.613479238 0.760292839 1.059053673 0.829316787 0.917201748 0.430129821 0.858031785 0.996186936 1.140086019 0.84778842 1.246894945 1.26379915 0.500843024 1.227765797 1.77820401 0.876914948 myo-inositol 3.047612838 2.31711505 1.726707705 3.660784805 4.725012302 1.8700673 4.495392404 2.355237514 6.322784979 6.794747328 4.181319382 3.060037687 4.141612337 0.86352515 0.405496324 3.658454156 0.938555236 1.8838629 1.635310502 2.209170943 1.458033772 1.921267251 1.080743834 1.006966232 1.145517707 1.706561399 0.277244762 1.803031495 0.729828281 0.558423685 0.716490874 2.23647345 0.702104359 N-acetyl-glucosamine 1-phosphate 1.106874873 0.692848668 1.23753313 1.418354907 0.325647965 1.795019546 0.865936125 1.884670522 0.378632018 0.473308671 0.494064061 0.848332273 0.126439113 0.543952522 0.126439113 1.391329077 0.636918207 1.106035335 0.812394546 0.835793107 1.347240269 1.947069604 2.195682951 1.567844191 1.6852879 0.446599306 3.455428311 0.596168764 2.899773093 2.066569051 1.875894537 0.7940723 0.770101623 N-acetylglucosamine 6-phosphate 0.461999448 0.155526443 1.134657132 0.43470423 0.155526443 1.755268757 0.561111081 1.079000222 0.155526443 0.155526443 0.762782791 1.584151233 0.155526443 1.175285972 0.241954082 1.444421587 1.026304535 1.015154432 1.056242664 1.458084848 1.287608762 1.290370265 1.199973738 1.209781585 0.889036398 0.804037208 1.516009548 0.840369339 1.445367273 1.536682958 1.560850942 0.873267314 0.978483155 N-acetyltaurine 1.086049086 1.658755117 0.347121449 0.893084275 0.934308076 1 1.404165422 0.437369336 0.884379227 1.508011103 4.412923174 0.548532176 0.408465241 1.784271183 0.202517524 1.53520669 1.140550061 0.207384206 0.306877193 0.972200737 1.081194924 0.729735065 0.502701735 0.120987049 5.032194239 1.878421526 1.001013103 1.710738044 1.471055908 1.55677715 1.403329337 1.180446733 0.533145511 orotate 2.79274023 4.975277248 2.95587673 2.620606653 13.71176105 1.885760635 1.597431132 1.73419383 14.95142484 14.38843021 0.452487276 3.037423942 11.56953114 1.724145296 1.993211945 0.875462385 1.104883265 1.603244881 1.832520289 0.781013499 0.604499599 0.479856346 0.664665986 4.621181239 2.219471644 0.217195119 0.217195119 0.217195119 0.217195119 0.217195119 0.558202736 1.817908022 0.532010351 pentose acid* 3.439056935 1.110172422 4.481064792 5.215718643 0.782897171 5.779798682 4.48839126 5.464805477 0.768240269 0.836307998 3.691147458 5.275850705 0.450801875 3.966229515 2.239633802 5.591958621 1.055875692 0.043909321 0.043909321 0.043909321 0.043909321 0.043909321 0.043909321 0.043909321 0.043909321 0.043909321 0.043909321 0.043909321 0.043909321 0.043909321 0.043909321 0.043909321 0.043909321 phenylpyruvate 0.694662559 1.745176383 36.66469012 0.972069735 0.973305075 0.974532694 0.171885978 0.790548105 0.440062848 0.826261012 0.171885978 2.852288081 1.762891931 0.171885978 0.171885978 1.078675716 0.547711147 0.277468093 0.277468093 0.277468093 0.277468093 0.277468093 0.277468093 0.277468093 0.277468093 0.277468093 0.406468783 0.277468093 0.277468093 0.277468093 0.277468093 1.320507955 1.091992446 pyruvate 4.988240357 1.993792483 139.0948296 7.855184182 1.100176411 3.604031015 7.385487322 11.20620411 1.021910002 1.316000134 1.704470501 3.213269732 1.021504565 6.302470476 0.891514097 3.991942431 2.186452498 2.1470057 3.369548933 3.331304789 8.216181875 4.523116955 6.113704711 2.897903938 6.297488491 0.890141758 2.517697939 1.426045979 1.66530212 1.697653456 1.452536922 0.782919783 1.26592998 quinate 19.71101185 9.125635356 27.10963904 5.231188866 1.025925338 15.70172002 16.89822308 29.01084448 1.079688261 0.974074662 16.75384883 24.16243407 0.168430278 30.69612346 15.99133647 11.31475193 10.79732514 0.629725352 0.403136494 0.403136494 2.979572445 1.88736924 0.822779925 0.403136494 0.403136494 0.403136494 3.667507704 0.403136494 0.403136494 0.403136494 0.403136494 0.403136494 0.403136494 ribitol 11.26922445 2.932604158 8.497698912 4.975700608 6.642653156 15.15925459 6.881797898 9.541087239 8.319248281 7.373794984 5.824574427 11.99946367 9.762583629 10.8897121 5.969451819 14.38734806 2.798278497 1.034007004 1.283348975 1.171545947 0.884661907 0.903281829 0.46561742 0.862376877 0.73001338 0.908878468 0.644906838 0.727185955 0.769108906 0.740273917 0.812655871 1.405840202 1.394610273 ribonate 3.423278612 1.609774332 1.924497193 3.15877291 1.620339428 4.435230924 3.601885201 2.969254264 1.614514335 1.755037263 2.049486176 3.047298892 1.667777684 1.472518089 0.968822921 4.323392708 1.729273626 1.46437537 1.369513924 0.747401319 0.851815235 0.676543479 0.818393639 2.082146239 0.949466664 0.786174285 0.752583336 0.621837734 0.809475099 0.71525217 0.632555207 0.597309188 0.793803785 ribose 5.491445286 6.227733312 4.682245061 7.114026299 7.096908665 8.111871116 4.795963264 9.464892289 6.792989722 6.900016337 2.055603589 4.608012449 0.850700006 1.716488535 0.663756286 6.04498806 2.415688603 1.078237202 1.207970852 1.55709514 0.872033563 0.960378229 0.998504243 1.276792864 0.59157803 1.76914162 1.07044326 1.976546268 1.087912762 2.456059201 2.441516328 1.382296033 1.411590998 ribulose/xylulose 2.235656571 3.745106407 2.005604871 4.513083451 4.110057065 3.43604188 2.078492578 2.999345624 3.344144759 2.596998 1.256503113 1.763302931 1.611345494 1.922230893 1.178750264 2.560308248 1.948979011 1.011558511 0.983381111 0.866464964 0.823581929 0.705594223 0.758053565 0.8062776 1.007273363 1.230912076 1.160334893 1.204750504 1.091216238 0.977165538 0.822720548 1.272407163 1.606484935 sedoheptulose 4.659242253 3.293318768 4.15334336 3.809480565 1.69443047 3.553813494 7.114822301 4.009460617 1.639799664 1.540539622 2.740253552 6.312068831 0.037840727 2.992061636 2.475317071 5.256407945 2.274955476 0.678861331 0.447755591 0.742509677 0.771713853 1.200726878 0.988330113 0.893625953 0.124634141 2.372567944 0.395840607 2.266792701 0.452902158 1.348913477 1.544568958 1.934817824 1.541887784 suberate (C8-DC) 2.886246371 0.996759826 0.888304897 1.108599293 2.896715448 1.993904623 0.918733659 1.70996701 2.862388853 3.238404081 0.907751287 1.563506873 3.018200581 1.061632812 0.406075059 1.615232025 0.699701113 2.538810238 1.330559933 1.132397367 1.306639358 1.980259687 0.668426924 0.691586383 1.782241615 2.602589477 1.768805299 2.026566842 2.456661705 2.116254297 3.294639587 3.996960573 1.949104302 succinate 5.566677562 2.101379262 2.792129564 2.942652578 4.208083933 3.818757275 4.515487506 3.91018073 4.243537305 4.333434531 2.265786937 4.210044604 6.045696058 2.144840405 1.458161423 3.407616536 2.301542592 1.001834872 0.955249623 0.414533795 0.825306603 0.592517702 0.830276207 0.622069789 0.825081936 1.031606679 0.827446492 1.221365621 0.80982741 0.825562864 0.815377373 0.782846681 0.707564748 threonate 9.685469338 5.781762663 6.72815411 13.25132733 0.726523453 7.766726403 14.24733869 11.01645696 0.726272182 0.748157512 6.789457376 10.22035586 0.351162666 4.918403166 6.687958647 9.837166085 4.761619674 0.881694655 0.71343128 1.255770878 1.097300837 1.134285536 0.693473509 1.124534731 0.565951457 1.282748198 0.720828379 1.197298632 0.687601127 0.891734179 0.813140344 0.756206845 0.764956266 uridine 5'-monophosphate (UMP) 1.814961291 1.056882151 2.761904253 1.404576704 0.045286227 4.267893776 3.080159476 2.604914339 0.045286227 0.045286227 2.445544796 5.093439 0.053936234 3.224127825 1.602379019 4.128493888 1.259507833 0.939501925 0.250460448 0.071175985 1.904538112 1.495494097 1.995877194 0.44678955 3.478494356 0.153497406 2.578056601 0.10884051 1.770885613 0.071175985 0.071175985 0.071175985 0.071175985 1-(1-enyl-palmitoyl)-2-docosahexaenoyl-GPE (P-16:0/22:6)* NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.775176301 0.900375077 0.813231968 1.149876022 1.067738568 1.218274961 1.21129242 1.739546428 0.099875055 0.552433407 0.180558845 0.608305219 0.8766899 0.728577488 0.099875055 0.217879221 1-arachidonoyl-GPC (20:4n6)* NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 1.399632445 0.759218701 1.09692728 0.795197927 0.5 0.627250057 0.536781559 0.756248984 1.275849769 1.123926879 1.221974174 1.427046221 0.449534321 0.383419891 1.175242597 1.244303976 1-arachidonoyl-GPE (20:4n6)* NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 1.155948373 0.825780619 1.073089861 0.611776531 0.603778592 0.65297888 0.638853293 0.856439849 1.166616956 1.102981853 0.992739683 1.443229585 0.670767623 0.675234398 1.312961786 1.284892511 1-linoleoyl-GPG (18:2)* NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.226797906 0.226797906 0.226797906 0.226797906 0.226797906 0.226797906 0.226797906 0.226797906 0.226797906 0.226797906 0.226797906 0.226797906 0.226797906 0.226797906 0.226797906 0.226797906 1-oleoyl-GPG (18:1)* NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.55896191 0.827397981 0.467269923 1.10439592 0.939665117 0.812370271 0.35308081 0.816210521 0.699847612 1.32529362 0.716060355 1.051610072 1.424947553 1.524464467 0.598667948 0.725577658 1-stearoyl-2-oleoyl-GPG (18:0/18:1) NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.919443046 0.758951212 0.815608538 1.078453642 1.100396728 1.147309725 1.198116616 1.041448677 0.458427134 0.751088913 0.406477704 0.653592565 1.176010956 1.012840024 0.334974135 0.459011952 2-hydroxyglutarate NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 1.660463602 1.795788549 1.732382564 0.719811039 1.145554864 0.85849078 0.902104243 1.945911062 0.600472301 1.039739671 0.577604726 0.798726614 0.978566535 1.058632249 1.065701777 1.149927107 3-hydroxy-2-ethylpropionate NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.506774037 0.716612394 0.699516365 1.051549982 0.753504588 0.535793478 1.147026165 0.69617362 0.63849391 1.69725635 0.593103586 1.473569475 0.349123056 0.245015416 1.024166768 1.045289874 acetylphosphate NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 1.08348719 0.584101917 0.323125869 1.537127251 1.367025044 1.589721278 1.482737017 0.924229619 1.145134665 1.445757996 0.923511231 1.806036867 1.046228795 1.131123962 0.79571477 1.009055002 alpha-ketoglutarate NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.847985657 2.052987881 2.420023926 1.845396426 1.340013238 1.352886634 1.850371613 1.636076883 0.972730539 0.821916551 0.930515969 0.714256585 0.989344846 0.650006122 1.208546418 1.065174657 cholesterol sulfate NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.624530236 0.838132657 0.830136496 0.667699741 1.141856606 0.948785527 0.846576212 1.243016578 0.624530236 0.838913563 0.89234874 1.379292954 0.988384011 1.174719768 1.044446614 1.344843575 citraconate/glutaconate NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 1.282456995 2.727514221 1.04278469 2.284549838 2.792567415 1.021819554 0.739347311 2.022641782 1.565757114 0.745466589 1.105472846 1.64044947 0.544846755 1.410339525 1.542519555 1.001996841 cytidine-5'-diphosphoethanolamine NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 1.025791062 1.170612636 0.311849404 1.12648369 1.228563491 1.485496958 0.811380946 1.466865929 0.743773531 1.207556641 0.795014609 1.183284955 0.73855439 0.541526081 0.311849404 0.790975715 fructose-6-phosphate NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.920559274 0.909055204 0.295238158 1.270245345 1.240137393 4.293798028 1.455828027 1.010207636 0.829488694 4.12864681 0.83449887 1.973338847 0.884763795 0.842531785 0.743466755 2.062635541 glycerol 2-phosphate NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.363915641 0.255353286 0.255353286 0.486955188 0.255353286 0.255353286 0.255353286 0.399864017 0.255353286 0.255353286 0.255353286 0.255353286 0.255353286 0.255353286 0.255353286 0.255353286 glycerol 3-phosphate NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.51917591 0.328754956 1.284454215 2.29930222 2.189775728 3.1593658 0.789285164 0.796176577 0.713719593 0.543505232 0.734752891 0.709826038 0.683264671 0.800765153 0.50315084 0.448279007 glycerophosphoethanolamine NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.761113308 1.056993747 0.94527626 1.078292105 0.993719212 0.618263601 0.588581093 0.959800173 1.219556207 0.798267725 1.153136754 0.807309442 1.580902574 1.494814858 1.299725183 1.098005769 homocarnosine NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.984322226 1.388824456 1.491991319 0.914992826 1.169070085 1.613747818 2.092498361 0.270165394 1.113352085 2.132109693 1.386875392 1.01658922 1.585046972 1.138711365 1.161852486 1.745852816 hypotaurine NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.534545021 0.655420173 1.073262442 1.074594019 1.278387869 1.084982303 0.708836789 1.602094866 1.684005132 1.338199894 2.055603102 0.95173543 1.149782017 1.144352945 1.118557117 0.950356805 maltotetraose NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.48497244 0.183795864 0.183795864 0.377898294 1.55045638 0.183795864 0.84006199 1.057885582 0.183795864 0.183795864 0.183795864 0.183795864 0.183795864 0.183795864 0.183795864 0.183795864 maltotriose NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 2.167146537 1.356995426 0.41199348 2.09541811 5.502738548 1.681242695 4.461307165 3.850121843 0.365103781 0.237293983 0.21296996 0.503798216 0.892660539 1.016438938 0.310504624 0.331797447 N6-acetyllysine NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.30352565 0.406262011 0.94728563 0.838237334 0.484911581 0.61204181 0.533261484 1.505416457 1.058217998 1.007825532 1.227972613 0.30352565 0.939860289 1.284980129 0.950958677 0.510232626 N-acetylglutamate NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.345337158 0.683509497 1.014790882 0.445396255 0.2204928 0.16464447 0.252769964 0.244008529 1.01300134 0.297846674 0.804413315 0.302015618 0.57668141 0.544674784 1.674313427 1.468067107 N-acetylneuraminate NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.694568585 0.669620876 1.027069245 0.652572034 0.500723871 0.600667293 0.494656572 0.703788824 1.128112237 1.371626373 1.539534447 0.993537863 1.128006317 0.818843076 1.344836609 1.642550583 phenyllactate (PLA) NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.810226555 0.710941108 1.189341665 0.587379069 0.323278672 0.4131097 0.248905414 0.805691885 1.366944955 1.53888802 1.131675212 1.439891481 3.565448174 2.857231904 1.897639462 1.489802533 ribose 1-phosphate NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 1.124530423 0.998906703 0.743394538 1.327509223 1.184163837 0.977747176 1.212345065 1.625026796 0.848191007 1.002655404 0.653594404 1.320114924 0.576791588 0.467822012 0.635627997 0.567063187 ribose 5-phosphate NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 1.238744349 0.678842146 0.094358566 0.609805243 1.440197857 1.571129501 1.129644213 0.923052943 1.069441729 1.92452415 0.654065433 1.865457809 1.019914614 0.476935377 0.587626513 0.85293491 sphingomyelin (d18:1/24:1, d18:2/24:0)* NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.850792731 1.284993203 0.863763604 1.066716539 1.001866197 1.012838148 1.158461835 0.875129709 0.882188277 1.916970326 0.870753799 1.083073916 1.140551976 1.209319723 0.818818022 0.644059139 sphingomyelin (d18:2/16:0, d18:1/16:1)* NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 0.850419 0.750078677 0.956570425 0.537322062 0.85737183 0.871211622 1.29286786 1.079218355 0.891177224 0.776382332 0.766150693 0.75654115 0.741771874 0.537322062 0.537322062 1.127888169 1-linolenoyl-GPA (18:3)* 0.733918581 0.240409175 1.794136127 0.594512765 0.198291958 0.989597962 0.954623692 1.733735246 0.198291958 0.198291958 0.538075837 1.641530189 0.198291958 1.468257231 0.379818552 1.250335966 0.366365677 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 1-linoleoyl-GPA (18:2)* 1.037196028 0.580234975 1.901334738 0.873693893 0.064291761 1.166039875 1.072738375 1.743717017 0.064291761 0.064291761 0.568633874 1.057716348 0.064291761 1.437297712 0.193878148 1.268781247 1.093962798 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 1-palmitoyl-2-linoleoyl-GPI (16:0/18:2) 1.65204717 1.178874585 0.913337031 1.144798232 0.089735321 1.398802787 1.805700339 1.306145884 0.101351831 0.139117128 0.652990285 1.164952227 0.084830648 0.838142543 0.605188377 2.104911741 0.834789362 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 1-stearoyl-2-linoleoyl-GPI (18:0/18:2) 1.019438588 0.765897331 0.668614771 0.819892359 0.305918368 0.586794402 1 1.07409399 0.305918368 0.305918368 0.305918368 0.388922694 0.305918368 0.430497969 0.305918368 0.885307145 0.526922043 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 2'-deoxyuridine 0.171938126 0.171938126 0.424817108 21.11065684 4.568444368 2.753215908 0.837532068 0.749574687 4.506951558 3.925879257 0.171938126 0.171938126 0.455790145 1 0.633400114 10.25157358 0.171938126 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 2-hydroxyhippurate (salicylurate) 0.221264595 0.221264595 0.221264595 0.221264595 0.221264595 0.221264595 0.221264595 0.221264595 0.221264595 0.221264595 0.221264595 0.221264595 0.221264595 0.221264595 0.221264595 0.221264595 0.221264595 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 2-hydroxylignocerate* 0.065424337 0.166389799 0.615938861 0.163452877 1.045097712 0.663133617 0.1980296 0.370711856 0.945960375 0.797657086 0.478380441 0.256550779 1.08021095 1.072193696 0.065424337 0.810579807 0.772508452 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 2-hydroxysebacate 2.342586519 4.276023131 0.72560048 2.728577875 14.05400716 1.770926668 1.74201337 1.121059022 13.73400697 15.05703572 0.758956609 0.630002838 9.015426628 1.52540788 0.224830544 0.695147311 1.403790596 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 2-isopropylmalate 27.05394732 3.134886337 2.10799468 1.598292114 71.20717956 8.918634572 5.386326933 9.341327177 63.31284539 72.92235956 13.19436714 4.368647587 56.07745629 2.77580859 0.891298465 29.4812018 3.271076268 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 2-keto-3-deoxy-gluconate 0.587019887 0.132622428 0.132622428 0.132622428 2.218152851 0.666351111 1 0.607454713 2.276696587 2.254302526 0.183106582 0.479834569 0.996280124 1.889880282 0.132622428 1.358060072 0.132622428 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 2-ketogluconate 0.207630507 0.167012222 0.478045916 2.594127913 2.004911484 1.533443888 0.007132695 2.498516296 2.201378684 2.011285344 0.529732603 0.438743935 0.65003616 1.990068922 4.965025367 4.992388598 0.595387789 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 2-ketogulonate 2.5870864 0.823924888 1.659705971 1.66556234 1.045686849 0.384737577 4.071597433 4.049784365 1 0.48003694 1.803443288 1.181556398 8.447104393 0.69208262 0.183676885 1.272668585 0.183676885 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 3-dehydroshikimate 2.753711181 2.462889078 18.28180125 1.066978972 1.904927843 6.090335028 1.160389838 8.40317792 2.037490836 1.928394356 2.03829075 6.344728096 0.266128996 26.33764734 19.48374385 1.933770168 7.039926208 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 3-deoxyoctulosonate 6.63984145 5.789331203 6.834027137 6.269171914 0.889216482 6.832812046 10.79207288 7.28895001 0.964769651 1.074388076 14.8658119 5.724866264 0.23640932 9.73310282 3.296942942 6.322304999 5.753737539 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 3-hydroxyadipate 9.365639883 1.022122801 7.59506886 4.217136648 0.482306518 3.001438526 13.8142815 9.484501134 0.543771416 0.705637237 7.300041259 2.613615225 0.392830442 4.646273096 0.720055742 4.649456495 3.338088878 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 3-methylglutarate/2-methylglutarate 5.125697463 0.426654644 0.711373655 0.426654644 1.011251888 1.534487808 2.667483585 0.426654644 1.840955332 2.265575388 0.426654644 0.992917476 12.12838713 0.964094146 0.426654644 0.426654644 0.426654644 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 4-hydroxybenzoate 2.989433876 16.3376985 0.510442554 4.209901963 9.371071042 0.078262804 1.089321758 4.126210785 8.809185766 9.191712924 0.078262804 0.078262804 16.29679509 2.983659072 0.078262804 0.078262804 0.078262804 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 5-hydroxypicolinic acid 0.571901078 0.571901078 0.571901078 0.571901078 0.571901078 0.571901078 0.571901078 0.571901078 1 1.167983139 0.571901078 0.571901078 0.571901078 0.571901078 0.571901078 0.571901078 0.571901078 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA 6-oxopiperidine-2-carboxylate 0.794285302 0.628673519 0.274222021 0.432214522 9.996262484 0.673351077 0.314781336 0.53754128 10.1913641 11.65394697 0.335099421 0.645945783 8.933330101 0.559967555 0.34903145 0.608193447 0.505134502 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA allo-threonine 0.170180766 0.947159183 0.170180766 0.170180766 7.716531435 0.170180766 0.170180766 0.170180766 5.792928374 7.277414287 0.33225723 0.170180766 6.149191965 0.822433398 0.170180766 0.170180766 0.170180766 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA arabinose 0.44985215 0.316149414 1.618271417 10.71679373 13.03467399 1.539090847 1.481355257 3.337720275 12.86678971 12.26657909 0.339009957 1.015733779 1.150177222 0.694789286 0.078918904 2.051047073 0.485820484 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA azelate (C9-DC) 0.325461232 0.672158927 0.376015841 0.907565748 5.459557559 0.361001661 0.827350824 0.43044548 5.276003094 5.286202002 0.193807046 0.282668182 5.689790645 0.507421788 0.297124542 0.485833572 0.405186386 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA calycosin 0.058180639 0.131561688 13.13285799 20.01073855 0.187463449 1.177682624 14.70323802 5.967845922 0.15684717 0.144358919 0.833855009 2.469377801 0.058180639 0.058180639 0.163238682 8.569526491 0.058180639 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA chiro-inositol 165.7657704 1.867282258 1.423122991 5.110990249 0.907711513 6.336610723 164.5748174 24.67075592 0.901767349 1.105511822 2.852420293 2.550522865 0.351483961 0.81030498 0.048798902 97.79663807 0.669064029 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA dehydroascorbate 1.679589316 2.2984593 3.876076141 7.379771333 0.053709965 2.221872445 3.350941298 3.357051556 0.051484931 0.035239253 0.641842288 3.740296881 0.018048986 1.339218204 2.076503528 2.700503559 1.278913919 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA dihydroorotate 3.030923431 5.341446916 1.476480916 2.744006161 3.982202585 4.506561134 3.49332269 2.4701081 4.594581326 3.879682877 0.701178437 4.020724301 3.778302444 1.19148992 1.896779489 2.029617387 1.72258293 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA dimethylmalonic acid 3.34675616 2.236758081 6.074415688 7.475578332 0.391014885 3.560830377 7.41919666 4.472660851 1 0.988101753 2.719276755 3.654602915 0.398111067 2.164379193 1.592426148 5.301196348 0.303327378 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA erythritol 3.022994167 0.873412852 0.788426159 1.717220997 14.2585508 1.028288866 2.487333279 1.104137767 14.82534806 14.79332228 1.028537762 1.542388045 14.0369045 0.894532467 1.4366194 1.814121632 0.243926849 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA erythrulose 3.787005704 6.65958624 7.258117909 12.81956198 0.055429206 4.879569532 5.386393167 6.257926687 0.055429206 0.055429206 1.220030313 10.11792108 0.055429206 2.389642368 3.464030733 7.677484275 2.403048262 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA galactarate (mucic acid) 2.2325358 2.56190276 12.0601166 2.825455839 2.185840078 16.6798509 1.91707325 6.466596589 1.856408432 1.840212496 3.408381781 7.384373307 0.556433498 12.81485207 3.363783526 10.92627655 20.50679453 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA galactinol 3.324060527 6.24625927 4.156606048 2.733457939 0.055825002 2.509919592 3.014276412 3.198631316 0.055825002 0.055825002 29.86112457 2.564546055 0.055825002 5.144417671 1.295455245 3.786443396 4.24923338 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA galactitol (dulcitol) 0.394369613 0.394369613 0.394369613 0.394369613 0.394369613 0.394369613 0.394369613 0.394369613 0.394369613 0.394369613 0.394369613 0.394369613 0.394369613 0.394369613 0.394369613 0.394369613 0.394369613 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA galactose 1-phosphate 1.038508383 0.539323905 1.334459733 1.27178167 0.209921259 1.300261052 0.856219045 1.8041598 0.204514967 0.09865045 0.504946363 1.243564192 0.103345556 0.611620014 0.185144728 1.409764542 0.824730963 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA galacturonate 0.028339938 0.028339938 2.034423577 1.225717603 13.93042372 0.028339938 0.124587795 2.10334003 14.13764639 11.70634425 0.028339938 0.028339938 0.028339938 2.188439464 0.028339938 0.028339938 0.028339938 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA gentiobiose 3.687507204 3.775579543 6.485928164 2.71506686 0.484345171 1.589719551 6.147683748 4.183969622 0.204179671 0.17675065 3.655619019 3.169956517 0.17675065 4.300393113 2.816633056 2.05690649 1.393428496 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA glucarate (saccharate) 2.141246092 0.648786567 14.57269004 47.55472681 0.535216413 12.83406827 1.86071567 7.407817821 0.37797759 0.349665468 2.42665074 8.396645307 0.061877319 25.28292981 4.754464399 26.6413692 2.550673035 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA glucoheptose 2.5629271 1.44511449 2.53165538 4.501327155 6.048001157 11.50432209 4.189897985 5.468345206 6.90768304 9.910762783 3.825566099 5.448285202 19.79082331 2.813262662 1.472375186 8.324824524 0.86627755 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA glycolate (hydroxyacetate) 1.731993258 0.572988949 0.798822354 1.201177646 0.216583769 1.999990385 1.58208186 1.38211859 0.216583769 0.216583769 0.255018793 4.468706522 0.216583769 0.450497625 0.246672968 1.451590851 0.222521997 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA homoarginine 0.038485574 0.038485574 0.038485574 0.038485574 0.038485574 0.038485574 0.038485574 0.038485574 0.038485574 0.038485574 0.038485574 0.038485574 0.038485574 0.038485574 0.038485574 0.038485574 0.038485574 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA homo-cis-aconitate 6.827552834 2.757531536 0.489418169 1.151810266 6.654921679 5.642791073 7.561584313 1.067009439 6.444106713 6.835996119 9.379431149 0.909576197 4.943198115 2.147981803 0.189583255 3.222164253 0.902690509 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA homoserine 1.377453466 0.494102334 0.647040828 1.710551214 3.765087629 2.233474779 0.754110945 0.949859923 6.169005527 6.699673674 0.540996145 2.409409072 6.759400999 0.762737911 0.779731234 3.842417307 0.629784064 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA indole-3-carboxylate 0.811654914 0.231924578 0.231924578 0.231924578 0.231924578 0.231924578 0.231924578 0.231924578 0.644627232 0.687491054 1.925131445 0.231924578 0.757349924 0.231924578 0.231924578 1 0.231924578 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA isocitrate 1.537268568 0.775912679 45.94780355 1.88154945 4.147589804 20.65873089 1.31827648 10.60391561 4.43428315 2.693593442 15.68904369 5.212799372 0.321166414 10.20105985 0.713977583 29.78984983 29.80425825 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA isomaltose 0.07452134 0.07452134 0.07452134 1.577244354 0.789130193 0.673643746 0.575103519 0.07452134 0.283087154 1.28690407 0.160913687 0.227069454 0.07452134 0.918185976 0.07452134 2.905397822 0.07452134 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA lactate 0.822708473 1.784403216 1.291659995 1.252311382 235.2536995 2.680030366 0.922108035 1.473388052 226.8306417 234.5946988 1.043913631 1.10626266 368.125955 0.988802132 0.536498939 3.689109401 1.298984573 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA melilotoside (1) 16.20993476 8.790618082 5.521925109 22.49838715 1.271197161 9.775225178 13.58916804 14.65102077 1.534171967 2.05446666 12.60494747 10.45149162 1.734528034 7.461815243 5.087435726 17.21338534 5.788505101 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA methionine 0.230288876 0.207438816 1.095180869 0.765206415 19.6603117 0.398532191 0.647465723 1.042657174 20.2426088 17.02003386 0.06579747 0.652829048 25.13961423 0.892721419 0.447547352 0.311990386 1.075361662 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA N-acetylalanine 0.534339258 0.478548968 1.668290634 2.104954947 23.53774364 1.163412009 0.555955162 1.559660472 22.60660655 24.18653193 0.291539384 0.935859799 57.12276566 0.46290561 0.178011068 1.456462457 0.372263517 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA N-acetylaspartate (NAA) 1.215014111 0.658039511 0.826370649 1.128380056 12.43413735 1.808199436 0.936677328 1.008530574 13.13514581 14.78441392 1.03753904 1.574370649 56.59531515 0.581625588 0.304485419 1.798265287 0.314984008 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA N-acetyl-beta-alanine 0.847334993 0.165335412 1.239108765 0.800333463 1.533796743 0.90004858 0.5602447 1.401663718 1.812216991 1.770133445 0.399203527 1.077520617 1.711045671 1.483937985 0.435625394 1.06360872 2.600459412 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA N-acetylglycine 1.353979925 0.869868977 0.40242682 1.090626042 15.91547355 1.610108675 0.975224633 0.809127967 15.94727607 16.73383906 0.40242682 0.698429402 31.05018266 0.40242682 0.928131094 0.847520972 0.40242682 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA N-carbamoylaspartate 0.722171193 1.718930348 1.47780801 1 0.345401293 2.181331346 1.014488484 1.208904525 0.345401293 0.452713125 0.345401293 2.225749987 0.532053171 0.965910469 0.776312369 1.718081142 0.80466543 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA O-acetylhomoserine 0.052047357 0.093776161 0.052047357 135.2689731 2.549228322 1.041961411 0.052047357 0.164730831 2.713891851 2.653223854 0.931013636 1.075754409 3.746546608 0.368115798 0.11793662 0.884488636 0.052047357 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA orotidine 2.658656416 2.440894528 1.63693976 2.339195924 0.431330877 2.333914791 1.996120768 3.164300826 0.525994373 0.204472639 2.595654108 3.148310198 2.05559592 2.344188994 0.970108791 2.012559493 0.896621036 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA phosphoethanolamine 0.106145599 0.262907408 1.486861227 0.47792917 0.044407385 1.006216154 0.398541256 0.883551565 0.044407385 0.044407385 0.243098914 1.089701746 0.044407385 0.908416182 0.508810189 0.993783846 2.234181518 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA pimelate (C7-DC) 1.978336899 0.635043519 3.526982672 2.27802112 0.954144172 2.409001392 1.297171573 3.792570711 0.795830362 1.096154064 0.607098797 2.631523548 1.366076987 2.844696841 0.538781932 1.33803606 0.606414044 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA protocatechuic acid-3-glucoside 5.914917819 11.84283292 1.781349113 4.021453912 0.18272654 3.43820773 2.268570159 2.638405393 0.18272654 0.18272654 7.863112045 3.130263442 0.18272654 2.182714108 1.054178664 4.908088184 4.570090394 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA quinolinate 0.701636896 0.854247837 2.15472708 13.77011265 1.451135869 2.699396278 0.863633535 5.396813344 1.772751603 2.139565569 6.362706168 11.67400261 0.85094915 3.258480115 2.321254746 6.23039771 0.287222257 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA saccharopine 0.354060878 0.504734617 1.957726022 3.371274574 4.45482965 0.686437264 0.738376216 1.764310232 3.565768347 4.646483788 0.398910669 0.914025134 2.055343111 0.464006695 0.614053502 1.01650166 0.423593657 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA salicylate 234.9098249 11.3572397 3.394679594 16.59170737 45.32769578 18.52845388 12.75764793 29.96907602 45.54773419 49.30136813 364.8797484 4.908155433 6.746609766 23.95500451 0.546068162 18.4023336 59.21115023 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA sebacate (C10-DC) 1.314209422 0.528124218 1.392089402 0.717737225 8.04550327 3.267499406 0.171787844 3.867765147 9.247536764 9.947596459 0.870229988 1.844753548 14.89734324 0.587171274 0.385400954 1.427097843 0.429877207 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA shikimate 8.755648571 15.73464668 127.3450521 10.8821051 1.709057869 137.8251833 15.31685369 104.0675254 1.516095044 1.599404987 90.17701 241.8102151 0.159067319 151.4363385 98.39743409 83.19788066 13.98533252 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA SQDG (18:3/16:0) 15.34520999 9.743459136 12.10726686 9.173882013 0.08425027 13.47045586 12.42183554 10.34004722 0.041640227 0.041640227 7.178864912 16.13843767 0.041640227 10.75107234 9.352159856 14.00590523 6.872657656 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA SQDG (18:3/18:3)* 4.74659674 4.047873946 11.56835284 3.600369412 0.206261947 8.302954007 4.818492788 5.648527124 0.206261947 0.206261947 0.206261947 22.08787725 0.206261947 8.150922369 10.09070717 6.171962347 2.655845714 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA sucrose 1.348360075 1.454417536 1.839835541 3.220401646 0.023407603 1.917404102 1.639091876 1.58736364 0.002118311 0.028442826 1.219402786 4.765345054 0.002551343 2.387652285 3.558861626 1.797514653 1.765651485 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA tartarate 1290.603881 139.60805 4.371900935 2.233081318 1.777414928 3.215031205 1209.287377 2.27854306 0.875516236 2.091860296 2.201176952 1.463906372 0.226187178 7.631648392 0.626100094 169.4353402 0.813416195 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA tartronate (hydroxymalonate) 11.34022079 7.397703262 13.65109018 14.06594553 0.092833711 12.37927814 14.28975507 7.831706885 0.092833711 0.154813244 2.988644367 3.218627004 0.092833711 6.994109383 3.626006094 11.00892632 2.92034485 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA trehalose 0.679224129 1.066138628 0.886063034 1 1.285078622 1.414946057 0.829084733 1.227610965 1.862245489 3.109248997 2.410448672 1.02023265 2.077133563 3.091122005 0.909332315 1.01752752 1.248565137 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA tricarballylate 2.278540083 2.611837739 0.616697923 1.247838652 599.9259711 0.941576349 2.217418295 0.68758103 519.3856754 668.3285808 2.885904816 1.075008958 1349.754577 1.823458623 0.45802996 1.135239123 3.437093569 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA UDP-galactose 0.629138319 0.523537811 1.058733936 0.474907374 0.284167203 1.333699172 0.653309815 0.741503112 0.284167203 0.284167203 0.744004256 1.397302872 0.284167203 1.083289937 0.791947812 1.048662168 1.053899637 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA UDP-glucose 0.633442013 0.80808647 0.908351674 0.429974755 0.217861 1.447765581 0.844869972 0.882972664 0.217861 0.217861 1.043565137 1.647265018 0.217861 1.512446857 0.956434863 1.219147152 1.122791668 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA UDP-N-acetylglucosamine/galactosamine 0.65698914 0.668129818 1.416225672 0.551317417 0.136370069 1.93301673 0.824609717 0.991701331 0.128236121 0.178204453 1.51451977 1.211698408 0.128236121 2.745469604 0.47375027 1.800994355 1.072191688 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA uracil 1.227561369 1.002847123 1.956053455 3.358858876 93.52065586 1.141199886 1.01315136 2.807824851 94.86323192 90.71242157 0.287904464 0.454626102 102.3892295 0.885474363 0.450891859 1.541461473 0.997152877 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA urate 0.512247689 0.534201478 0.771032155 0.643834241 2.878180831 1.352191722 1.104824982 1.015734743 3.250076288 2.650912253 0.878600982 0.579709969 3.700504736 0.571904637 0.471593887 1.125177858 0.835051011 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA valylglycine 0.591883289 0.683090299 1.764815924 1.949605335 52.06459319 1.014259086 1.065925562 1.864165214 51.99568661 50.39543898 0.363542767 1.004145161 87.18139119 0.942035032 0.195044648 1.201450806 0.683971818 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA verbascose 0.103716863 0.103716863 0.103716863 0.103716863 0.103716863 0.103716863 0.103716863 0.103716863 0.103716863 0.103716863 0.19325178 0.103716863 0.103716863 0.103716863 0.103716863 0.103716863 0.103716863 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA xylose 0.849935584 0.325268793 6.877880175 17.23282803 5.604755489 7.089309878 6.690332084 17.01965452 4.983034641 4.740582034 0.507187479 4.572148962 1.751280214 0.452408257 0.283650893 10.64711926 0.360183687 NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA NA MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name KEGG PUBCHEM INCHIKEY SMILES 1-kestose C03661 6,439,440,080 VAWYEUIPHLMNNF-OESPXIITSA-N OC[C@H]1O[C@@H]([C@H](O)[C@@H](O)[C@@H]1O)O[C@@]([C@@H](O)[C@H](O)[C@H]2CO)(O2)CO[C@@]([C@@H](O)[C@H](O)[C@H]3CO)(O3)CO 2,3-dihydroxy-2-methylbutyrate 301941 AOWPAWLEXIYETE-UHFFFAOYSA-N OC(C)(C(O)=O)C(C)O 2,3-dihydroxyisovalerate C04039 677 JTEYKUFKXGDTEU-UHFFFAOYSA-N OC(C(O)C(C)(O)C)=O 2,4-dihydroxybutyrate 192742 UFYGCFHQAXXBCF-UHFFFAOYSA-N OCCC(O)C(O)=O 2,6-dihydroxybenzoic acid 9338 AKEUNCKRJATALU-UHFFFAOYSA-N OC(C1=C(O)C=CC=C1O)=O 2-hydroxyadipate C02360 193530 OTTXIFWBPRRYOG-UHFFFAOYSA-N O=C(O)C(O)CCCC(O)=O 2-hydroxybutyrate/2-hydroxyisobutyrate C21297,C05984 4,408,644,277,439 AFENDNXGAFYKQO-UHFFFAOYSA-N CCC(O)C(O)=O 2-hydroxyheptanoate* 2750949 RGMMREBHCYXQMA-UHFFFAOYSA-N OC(C(O)CCCCC)=O 2-O-methylascorbic acid 54726398 RMHBODZVODTFAH-UHFFFAOYSA-N OC1=C(OC)C(C(C(CO)O)O1)=O 2R,3R-dihydroxybutyrate 13120901 LOUGYXZSURQALL-PWNYCUMCSA-N OC([C@H](O)[C@H](O)C)=O 2S,3R-dihydroxybutyrate 10964471 LOUGYXZSURQALL-GBXIJSLDSA-N C[C@@H](O)[C@H](O)C(O)=O 3,4-dihydroxybutyrate 150929 DZAIOXUZHHTJKN-UHFFFAOYSA-N O=C(CC(CO)O)O 3-hydroxy-3-methylglutarate C03761 16,625,459,993 NPOAOTPXWNWTSH-UHFFFAOYSA-N CC(CC(O)=O)(CC(O)=O)O 3-hydroxybutyrate (BHBA) C03197,C01089 9,431,844,192,135 WHBMMWSBFZVSSR-UHFFFAOYSA-N CC(O)CC(O)=O 3-hydroxyhexanoate 151492 HPMGFDVTYHWBAG-UHFFFAOYSA-N CCCC(O)CC(O)=O 3-hydroxyisobutyrate C01188,C06001 11966314 DBXBTMSZEOQQDU-UHFFFAOYSA-N CC(C(O)=O)CO 3-methyl-2-oxobutyrate C00141 49 QHKABHOOEWYVLI-UHFFFAOYSA-N OC(C(C(C)C)=O)=O 3-methylglutaconate 1551553 WKRBKYFIJPGYQC-DUXPYHPUSA-N OC(C/C(C)=C/C(O)=O)=O 4-hydroxybutyrate (GHB) C00989 10413 SJZRECIVHVDYJC-UHFFFAOYSA-N OC(CCCO)=O allantoic acid C00499 203 NUCLJNSWZCHRKL-UHFFFAOYSA-N OC(C(NC(N)=O)NC(N)=O)=O allantoin C02348,C01551,C02350 439,714,204,439,713 POJWUDADGALRAB-UHFFFAOYSA-N O=C(N1)C(NC(N)=O)NC1=O alpha-hydroxyisovalerate 99823 NGEWQZIDQIYUNV-UHFFFAOYSA-N OC(C(O)=O)C(C)C arabitol/xylitol C00379,C00542,C01904 941,546,912 HEBKCHPVOIAQTA-IMJSIDKUSA-N OC[C@@H](C([C@H](CO)O)O)O arabonate/xylonate C00502,C05411 1,220,456,602,431 QXKAIJAYHKCRRA-JJYYJPOSSA-N OC([C@H]([C@@H]([C@@H](CO)O)O)O)=O beta-hydroxyisovalerate 69362 AXFYFNCPONWUHW-UHFFFAOYSA-N CC(C)(O)CC(O)=O erythronate* 2781043 JPIJQSOTBSSVTP-PWNYCUMCSA-N OC[C@@H](O)[C@@H](O)C(O)=O ethylmalonate 11756 UKFXDFUAPNAMPJ-UHFFFAOYSA-N CCC(C(O)=O)C(O)=O fructose C00095 2723872 RFSUNEUAIZKAJO-ARQDHWQXSA-N OC[C@@]1(O)O[C@H](CO)[C@@H](O)[C@@H]1O fumarate C00122 444972 VZCYOOQTPOCHFL-OWOJBTEDSA-N OC(/C=C/C(O)=O)=O galactonate C00880,C15930 12,310,779,128,869 RGHNJXZEOKUKBD-MGCNEYSASA-N O[C@H]([C@H]([C@H]([C@@H](CO)O)O)O)C(O)=O gluconate C00257 106,903,085,666 RGHNJXZEOKUKBD-SQOUGZDYSA-N OC([C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO)=O glucosamine-6-phosphate C00352 440997 XHMJOUIAFHJHBW-UHFFFAOYSA-N NC1C(OC(C(C1O)O)COP(O)(O)=O)O glucose C00031 5793 WQZGKKKJIJFFOK-DVKNGEFBSA-N O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O glucose 6-phosphate C00092 5958 NBSCHQHZLSJFNQ-UHFFFAOYSA-N OC1OC(C(C(C1O)O)O)COP(O)(O)=O glucuronate C16245 441,478,236,779,769,000,000,000,000,000 AEMOLEFTQBMNLQ-QIUUJYRFSA-N O[C@@H]1O[C@H]([C@](O)=O)[C@@H](O)[C@H](O)[C@H]1O glutarate (C5-DC) C00489 7,434,418,048 JFCQEDHGNNZCLN-UHFFFAOYSA-N OC(CCCC(O)=O)=O glycerate C00258 439,194,752 RBNPOMFGQQGHHO-UHFFFAOYSA-N O=C(O)C(O)CO glycerophosphoglycerol C03274 54575349 LLCSXHMJULHSJN-UHFFFAOYSA-N OC(CO)COP(O)(OCC(CO)O)=O glycerophosphoinositol* 167572 BMVUIWJCUQSHLZ-GFSNQTMESA-N [H]C(C(O)(C(O)([C@](O)1[H])[H])[H])([C@@](OP(O)(OC[C@@]([H])(CO)O)=O)([C@]1(O)[H])[H])O gulonate* 152304 RGHNJXZEOKUKBD-NRXMZTRTSA-N OC([C@H](O)[C@H](O)[C@H](O)[C@@H](O)CO)=O inositol 1-phosphate (I1P) C01177 440194 INAPMGSXUVUWAF-PTQMNWPWSA-N O[C@@H]1[C@H]([C@@H]([C@H]([C@H]([C@H]1O)O)OP(O)(O)=O)O)O isocitric lactone 98259 UKZDIMBDWHZXOK-UHFFFAOYSA-N OC(C(C1)C(C(O)=O)OC1=O)=O lyxonate QXKAIJAYHKCRRA-PZGQECOJSA-N OC[C@H](O)[C@@H](O)[C@@H](O)C(O)=O maleate C01384 444266 VZCYOOQTPOCHFL-UHFFFAOYSA-N O=C(C=CC(O)=O)O malonate C00383 867 OFOBLEOULBTSOW-UHFFFAOYSA-N O=C(O)CC(O)=O maltose C00208 10991489 GUBGYTABKSRVRQ-ASMJPISFSA-N O[C@@H]1[C@H]([C@H](O[C@@H]([C@H]1O)CO)O[C@H]2[C@@H]([C@H]([C@H](O[C@@H]2CO)O)O)O)O mannitol/sorbitol C00392,C00794 57,806,251 FBPFZTCFMRRESA-UHFFFAOYSA-N OCC(O)C(O)C(O)C(O)CO mannonate* 3246006 RGHNJXZEOKUKBD-MBMOQRBOSA-N O=C([C@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O)O mannose C00159,C02209,C00936 8,230,843,968,018,560,000,000 WQZGKKKJIJFFOK-DXQLJALPSA-N O[C@@H]1C(CO)O[C@@H](O)[C@@H](O)[C@H]1O methylmalonate (MMA) C02170 487 ZIYVHBGGAOATLY-UHFFFAOYSA-N O=C(C(C(O)=O)C)O methylsuccinate 10349 WXUAQHNMJWJLTG-UHFFFAOYSA-N CC(C(O)=O)CC(O)=O myo-inositol C00137 892 CDAISMWEOUEBRE-GPIVLXJGSA-N O[C@@H]1[C@@H](O)[C@H](O)[C@H](O)[C@H](O)[C@H]1O N-acetyl-glucosamine 1-phosphate C04256 440364 FZLJPEPAYPUMMR-FMDGEEDCSA-N O[C@H]1[C@H](O)[C@@H](CO)O[C@H](OP(O)(O)=O)[C@@H]1NC(C)=O N-acetylglucosamine 6-phosphate C00357 439219 BRGMHAYQAZFZDJ-FMDGEEDCSA-N O[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@H]1NC(C)=O N-acetyltaurine 159864 CXJAAWRLVGAKDV-UHFFFAOYSA-N O=S(CCNC(C)=O)(O)=O orotate C00295 967 PXQPEWDEAKTCGB-UHFFFAOYSA-N O=C(C1=CC(O)=NC(O)=N1)O pentose acid* 7991 phenylpyruvate C00166 997 BTNMPGBKDVTSJY-UHFFFAOYSA-N O=C(C(O)=O)CC1=CC=CC=C1 pyruvate C00022 1060 LCTONWCANYUPML-UHFFFAOYSA-N CC(C(O)=O)=O quinate C00296 6508 AAWZDTNXLSGCEK-WYWMIBKRSA-N O[C@@]1([C@](O)(C[C@@](C(O)=O)(C[C@]1(O)[H])O)[H])[H] ribitol C00379,C01904,C00474,C00532 6912 HEBKCHPVOIAQTA-ZXFHETKHSA-N OC[C@@H](O)[C@@H](O)[C@@H](O)CO ribonate C01685 5460677 QXKAIJAYHKCRRA-BXXZVTAOSA-N OC([C@H](O)[C@H](O)[C@H](O)CO)=O ribose C00121 5779 PYMYPHUHKUWMLA-LMVFSUKVSA-N O=C[C@@H]([C@@H]([C@@H](CO)O)O)O ribulose/xylulose 5,289,590,151,261 LQXVFWRQNMEDEE-UHFFFAOYSA-N OC1(CO)OCC(O)C1O sedoheptulose C02076 5459879 HSNZZMHEPUFJNZ-SHUUEZRQSA-N OCC([C@@H](O)[C@H](O)[C@H](O)[C@H](O)CO)=O suberate (C8-DC) C08278 10457 TYFQFVWCELRYAO-UHFFFAOYSA-N OC(CCCCCCC(O)=O)=O succinate C00042 1110 KDYFGRWQOYBRFD-UHFFFAOYSA-N OC(CCC(O)=O)=O threonate C01620 1,511,525,460,407 JPIJQSOTBSSVTP-UHFFFAOYSA-N O=C(O)C(O)([H])C([H])(O)CO uridine 5'-monophosphate (UMP) 6030 DJJCXFVJDGTHFX-XVFCMESISA-N O[C@]1([H])[C@@](O)([H])[C@](COP(O)(O)=O)([H])O[C@]1(N(C=C2)C(NC2=O)=O)[H] 1-(1-enyl-palmitoyl)-2-docosahexaenoyl-GPE (P-16:0/22:6)* 5283497 WVGALBKSWOUIEZ-XNHMFJFDSA-N [H][C@](OC(CC/C=CC/C=CC/C=CC/C=CC/C=CC/C=CCC)=O)(COP(OCCN)(O)=O)CO/C=CCCCCCCCCCCCCCC 1-arachidonoyl-GPC (20:4n6)* 24779476 LAXQYRRMGGEGOH-JXRLJXCWSA-N C[N+](C)(C)CCOP(OC[C@@](O)([H])COC(CCCC=C/CC=C/C/C=CC/C=CCCCCC)=O)([O-])=O 1-arachidonoyl-GPE (20:4n6)* 42607465 ROPRRXYVXLDXQO-XSQXPFHXSA-N NCCOP(OC[C@@](O)([H])COC(CCCC=C/CC=C/C/C=CC/C=CCCCCC)=O)(O)=O 1-linoleoyl-GPG (18:2)* VEEHTGYBVMTAAF-RFFZIGDUSA-N [H][C@@](CO)(O)COP(OC[C@]([H])(O)COC(CCCCCCC/C=CC/C=CCCCCC)=O)(O)=O 1-oleoyl-GPG (18:1)* FQQQKGAFQIIGLQ-VYFUBJQISA-N O[C@H](COC(CCCCCCC/C=CCCCCCCCC)=O)COP(OCC(O)CO)(O)=O 1-stearoyl-2-oleoyl-GPG (18:0/18:1) 24779551 ZEFGRNLJASLRBZ-GXFQOPFSSA-N O=P(OCC(O)CO)(O)OC[C@H](OC(CCCCCCC/C=CCCCCCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O 2-hydroxyglutarate C02630 43 HWXBTNAVRSUOJR-UHFFFAOYSA-N O=C(O)CCC(O)C(O)=O 3-hydroxy-2-ethylpropionate 188979 ZMZQVAUJTDKQGE-UHFFFAOYSA-N O=C(O)C(CC)CO acetylphosphate C00227 186 LIPOUNRJVLNBCD-UHFFFAOYSA-N O=P(O)(O)OC(C)=O alpha-ketoglutarate C00026 51 KPGXRSRHYNQIFN-UHFFFAOYSA-N O=C(C(O)=O)CCC(O)=O cholesterol sulfate C18043 65076 BHYOQNUELFTYRT-UHFFFAOYSA-N CC1(C2C(C)CCCC(C)C)C(CC2)C(CC=C3C4(CCC(OS(=O)(O)=O)C3)C)C4CC1 citraconate/glutaconate C02226,C02214 5,280,498,643,798 HNEGQIOMVPPMNR-IHWYPQMZSA-N C/C(C(O)=O)=C/C(O)=O cytidine-5'-diphosphoethanolamine 123727 WVIMUEUQJFPNDK-UHFFFAOYSA-N OC1C(N(C=CC(N)=N2)C2=O)OC(COP(OP(OCCN)(O)=O)(O)=O)C1O fructose-6-phosphate 440641 BGWGXPAPYGQALX-UHFFFAOYSA-N O=P(O)(O)OCC1OC(CO)(O)C(O)C1O glycerol 2-phosphate C02979 36,113,972,526 DHCLVCXQIBBOPH-UHFFFAOYSA-N OCC(OP(O)(O)=O)CO glycerol 3-phosphate C0093 754 AWUCVROLDVIAJX-UHFFFAOYSA-N O=P(O)(OCC(CO)O)O glycerophosphoethanolamine C01233 123874 JZNWSCPGTDBMEW-UHFFFAOYSA-N O=P(OCCN)(O)OCC(CO)O homocarnosine C00884 8,923,510,243,361 CCLQKVKJOGVQLU-UHFFFAOYSA-N NCCCC(NC(CC1=CN=CN1)C(O)=O)=O hypotaurine C00519 107812 VVIUBCNYACGLLV-UHFFFAOYSA-N NCCS(O)=O maltotetraose C02052 439639 LUEWUZLMQUOBSB-ZLBHSGTGSA-N O[C@H]1[C@H](O)[C@@H](CO)O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@@H](O[C@@H]3[C@@H](CO)O[C@H](O[C@@H]4[C@@H](CO)O[C@H](O)[C@H](O)[C@H]4O)[C@H](O)[C@H]3O)O[C@@H]2CO)[C@@H]1O maltotriose C01835 439586 FYGDTMLNYKFZSV-DZOUCCHMSA-N O[C@H]1[C@H](O)[C@@H](CO)O[C@H](O[C@@H]2[C@@H](CO)O[C@H](O[C@@H]3[C@@H](CO)OC(O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)[C@@H]1O N6-acetyllysine C02727 92832 DTERQYGMUDWYAZ-ZETCQYMHSA-N N[C@@H](CCCCNC(C)=O)C(O)=O N-acetylglutamate C00624 70914 RFMMMVDNIPUKGG-YFKPBYRVSA-N O=C(O)CC[C@@H](C(O)=O)NC(C)=O N-acetylneuraminate C00270 439197 SQVRNKJHWKZAKO-UHFFFAOYSA-N OC1(C(O)=O)CC(O)C(NC(C)=O)C(C(O)C(O)CO)O1 phenyllactate (PLA) C05607 3848 VOXXWSYKYCBWHO-UHFFFAOYSA-N OC(C(O)=O)CC1=CC=CC=C1 ribose 1-phosphate C00620 439236 YXJDFQJKERBOBM-TXICZTDVSA-N O[C@@H]1[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(O)=O ribose 5-phosphate C00117 439167 KTVPXOYAKDPRHY-TXICZTDVSA-N O[C@@H]1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O sphingomyelin (d18:1/24:1, d18:2/24:0)* 44260126 WKZHECFHXLTOLJ-QYKFWSDSSA-N O[C@H](/C=C/CCCCCCCCCCCCC)[C@H](CO[P](OCC[N+](C)(C)C)([O-])=O)NC(CCCCCCCCCCCCC/C=CCCCCCCCC)=O sphingomyelin (d18:2/16:0, d18:1/16:1)* IWHLTJGDYLJQSH-FLPFCPAFSA-N CCCCC/C=C/CCCCCCCCC(N[C@@](COP([O-])(OCC[N+](C)(C)C)=O)([C@](O)(/C=C/CCCCCCCCCCCCC)[H])[H])=O 1-linolenoyl-GPA (18:3)* 50990923 DVNZKWQUAXJYGB-LVTNFWOSSA-N O=C(CCCCCCC/C=CC/C=CC/C=CCC)OC[C@]([H])(COP(O)(O)=O)O 1-linoleoyl-GPA (18:2)* ZQTAMPRZFOOEEP-KKFOGOCZSA-N O=C(CCCCCCC/C=CC/C=CCCCCC)OC[C@]([H])(COP(O)(O)=O)O 1-palmitoyl-2-linoleoyl-GPI (16:0/18:2) 46891795 BSNJSZUDOMPYIR-DMDPBSJXSA-N O=C(CCCCCCC/C=CC/C=CCCCCC)O[C@@H](COP(OC1C(O)C(O)C(O)C(O)C1O)(O)=O)COC(CCCCCCCCCCCCCCC)=O 1-stearoyl-2-linoleoyl-GPI (18:0/18:2) KZVRAFHIKMDULK-HAVSRZFESA-N O=C(CCCCCCCCCCCCCCCCC)OC[C@@]([H])(OC(CCCCCCC/C=CC/C=CCCCCC)=O)COP(O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)(O)=O 2'-deoxyuridine C00526 13712 MXHRCPNRJAMMIM-UHFFFAOYSA-N O=C(NC1=O)N(C=C1)C(CC2O)OC2CO 2-hydroxyhippurate (salicylurate) C07588 10253 ONJSZLXSECQROL-UHFFFAOYSA-N O=C(C1=CC=CC=C1O)NCC(O)=O 2-hydroxylignocerate* C17873 102430 MSUOLNSQHLHDAS-UHFFFAOYSA-N OC(CCCCCCCCCCCCCCCCCCCCCC)C(O)=O 2-hydroxysebacate 128458 LPIOYESQKJFWPQ-UHFFFAOYSA-N OC(C(O)=O)CCCCCCCC(O)=O 2-isopropylmalate C02504 77 BITYXLXUCSKTJS-UHFFFAOYSA-N OC(CC(O)=O)(C(C)C)C(O)=O 2-keto-3-deoxy-gluconate C00204 161227 WPAMZTWLKIDIOP-WVZVXSGGSA-N OC[C@@H](O)[C@@H](O)CC(C(O)=O)=O 2-ketogluconate 3035456 VBUYCZFBVCCYFD-JJYYJPOSSA-N OC[C@@H](O)[C@@H](O)[C@H](O)C(C(O)=O)=O 2-ketogulonate C15673 102424 VBUYCZFBVCCYFD-NUNKFHFFSA-N OC[C@H](O)[C@@H](O)[C@H](O)C(C(O)=O)=O 3-dehydroshikimate C02637 439774 SLWWJZMPHJJOPH-UHFFFAOYSA-N O=C(C1=CC(C(C(O)C1)O)=O)O 3-deoxyoctulosonate C01187 119228 NNLZBVFSCVTSLA-UHFFFAOYSA-N OC1C(O)C(C(CO)O)OC(O)(C(O)=O)C1 3-hydroxyadipate 151913 YVOMYDHIQVMMTA-UHFFFAOYSA-N OC(CC(O)=O)CCC(O)=O 3-methylglutarate/2-methylglutarate 1,228,412,046 XJMMNTGIMDZPMU-UHFFFAOYSA-N OC(CC(CC(O)=O)C)=O 4-hydroxybenzoate C00156 135 FJKROLUGYXJWQN-UHFFFAOYSA-N OC1=CC=C(C(O)=O)C=C1 5-hydroxypicolinic acid 268740 CGRRUFNHHQCLDZ-UHFFFAOYSA-N Oc1ccc(C(O)=O)nc1 6-oxopiperidine-2-carboxylate 3014237 FZXCPFJMYOQZCA-UHFFFAOYSA-N OC(C1CCCC(N1)=O)=O allo-threonine C05519 99289 AYFVYJQAPQTCCC-HRFVKAFMSA-N O=C(O)[C@@H](N)[C@H](C)O arabinose C00216 66308 SRBFZHDQGSBBOR-SQOUGZDYSA-N O[C@@H]1CO[C@@H](O)[C@@H](O)[C@@H]1O azelate (C9-DC) C08261 2266 BDJRBEYXGGNYIS-UHFFFAOYSA-N O=C(O)CCCCCCCC(O)=O calycosin C01562 5280448 ZZAJQOPSWWVMBI-UHFFFAOYSA-N O=C1C(C2=CC(O)=C(OC)C=C2)=COC3=C1C=CC(O)=C3 chiro-inositol C19891 CDAISMWEOUEBRE-LKPKBOIGSA-N O[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O dehydroascorbate C05422 440667 SBJKKFFYIZUCET-UHFFFAOYSA-N OCC(C1OC(C(C1=O)=O)=O)O dihydroorotate C00337 648 UFIVEPVSAGBUSI-UHFFFAOYSA-N O=C(C(NC1=O)CC(N1)=O)O dimethylmalonic acid 11686 OREAFAJWWJHCOT-UHFFFAOYSA-N CC(C(O)=O)(C(O)=O)C erythritol C00503 222285 UNXHWFMMPAWVPI-UHFFFAOYSA-N OCC(O)C(CO)O erythrulose C02045 5460032 UQPHVQVXLPRNCX-VKHMYHEASA-N OC[C@H](O)C(CO)=O galactarate (mucic acid) C00879 3037582 DSLZVSRJTYRBFB-GNSDDBTRSA-N OC([C@H](O)[C@H](O)[C@H](O)[C@H](O)C(O)=O)=O galactinol C01235 439451 VCWMRQDBPZKXKG-BJBMSVMHSA-N O[C@H]1[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]2O)O[C@H](CO)[C@H](O)[C@@H]1O galactitol (dulcitol) C01697 11850 FBPFZTCFMRRESA-GUCUJZIJSA-N O[C@H]([C@@H](O)CO)[C@@H](O)[C@H](O)CO galactose 1-phosphate C00446 123912 HXXFSFRBOHSIMQ-FPRJBGLDSA-N O[C@H]([C@H]1O)[C@H]([C@@H](CO)O[C@@H]1OP(O)(O)=O)O galacturonate C08348 84740 IAJILQKETJEXLJ-UHFFFAOYSA-N OC(C(O)C(O)=O)C(O)C(O)C=O gentiobiose C08240 441422 DLRVVLDZNNYCBX-LIZSDCNHSA-N O[C@H]1[C@H](OC[C@H]([C@@H](O)[C@H](O)[C@H]2O)O[C@H]2O)O[C@H](CO)[C@@H](O)[C@@H]1O glucarate (saccharate) C00818 33037 DSLZVSRJTYRBFB-LLEIAEIESA-N OC([C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O)=O glucoheptose 76599 YPZMPEPLWKRVLD-UHFFFAOYSA-N OC(C(O)C(O)C=O)C(O)C(O)CO glycolate (hydroxyacetate) C00160 757 AEMRFAOFKBGASW-UHFFFAOYSA-N OCC(O)=O homoarginine C01924 9085 QUOGESRFPZDMMT-YFKPBYRVSA-N N[C@H](C(O)=O)CCCCNC(N)=N homo-cis-aconitate C04002 5280640 BJYPZFUWWJSAKC-ARJAWSKDSA-N OC(/C(CCC(O)=O)=CC(O)=O)=O homoserine C00263 12647 UKAUYVFTDYCKQA-VKHMYHEASA-N O=C(O)[C@@H](N)CCO indole-3-carboxylate C19837 69867 KMAKOBLIOCQGJP-UHFFFAOYSA-N O=C(C1=CNC2=C1C=CC=C2)O isocitrate C00451 5318532 ODBLHEXUDAPZAU-OKKQSCSOSA-N OC(C[C@@H]([C@H](O)C(O)=O)[C@@](O)=O)=O isomaltose C00252 439193 DLRVVLDZNNYCBX-RTPHMHGBSA-N OC[C@H]([C@H]1O)O[C@@H]([C@@H]([C@H]1O)O)OC[C@H]([C@H]2O)OC([C@@H]([C@H]2O)O)O lactate C00186 612 JVTAAEKCZFNVCJ-UHFFFAOYSA-N CC(O)C(O)=O melilotoside (1) GVRIYIMNJGULCZ-ZMKUSUEASA-N O[C@H]([C@H]1O)[C@H](OC2=CC=CC=C2/C=C/C(O)=O)O[C@H](CO)[C@H]1O methionine C00073 6137 FFEARJCKVFRZRR-UHFFFAOYSA-N CSCCC(N)C(O)=O N-acetylalanine C02847 88064 KTHDTJVBEPMMGL-VKHMYHEASA-N O=C(O)[C@@H](NC(C)=O)C N-acetylaspartate (NAA) C01042 65065 OTCCIMWXFLJLIA-BYPYZUCNSA-N OC([C@@H](NC(C)=O)CC(O)=O)=O N-acetyl-beta-alanine C01073 76406 LJLLAWRMBZNPMO-UHFFFAOYSA-N CC(NCCC(O)=O)=O N-acetylglycine 10972 OKJIRPAQVSHGFK-UHFFFAOYSA-N O=C(O)C(NC(C)=O)[H] N-carbamoylaspartate C00438 93072 HLKXYZVTANABHZ-REOHCLBHSA-N OC([C@H](CC(O)=O)NC(N)=O)=O O-acetylhomoserine C01077 439389 FCXZBWSIAGGPCB-YFKPBYRVSA-N N[C@H](C(O)=O)CCOC(C)=O orotidine 92751 FKCRAVPPBFWEJD-XVFCMESISA-N O=C(C=C(C(O)=O)N1[C@H]2[C@H](O)[C@H](O)[C@@H](CO)O2)NC1=O phosphoethanolamine C00346 1015 SUHOOTKUPISOBE-UHFFFAOYSA-N NCCOP(O)(O)=O pimelate (C7-DC) C02656 385 WLJVNTCWHIRURA-UHFFFAOYSA-N OC(CCCCCC(O)=O)=O protocatechuic acid-3-glucoside 274340078 ZABGRNGGJZBHDJ-BZNQNGANSA-N O[C@H]([C@H]1O)[C@@H]([C@@H](CO)O[C@H]1OC(C=C(C(O)=O)C=C2)=C2O)O quinolinate C03722 1066 GJAWHXHKYYXBSV-UHFFFAOYSA-N OC(C(C=CC=N1)=C1C(O)=O)=O saccharopine C00449 160556 ZDGJAHTZVHVLOT-UHFFFAOYSA-N NC(C(O)=O)CCCCNC(C(O)=O)CCC(O)=O salicylate C00805 338 YGSDEFSMJLZEOE-UHFFFAOYSA-N OC1=C(C(O)=O)C=CC=C1 sebacate (C10-DC) C08277 5192 CXMXRPHRNRROMY-UHFFFAOYSA-N OC(CCCCCCCCC(O)=O)=O shikimate C00493 8742 JXOHGGNKMLTUBP-HSUXUTPPSA-N OC(C(C[C@@H](O)[C@@H]1O)=C[C@H]1O)=O SQDG (18:3/16:0) 6450969 ZAHARQGLYKGAHR-BDZZRMAQSA-N O[C@@H]([C@@H]([C@H]1O)O)[C@@H](CS(O)(=O)=O)O[C@@H]1OC[C@H](COC(CCCCCCC/C=CC/C=CC/C=CCC)=O)OC(CCCCCCCCCCCCCCC)=O SQDG (18:3/18:3)* LCFUHZTZHHVDNX-YTWBPVBXSA-N O=C(CCCCCCC/C=CC/C=CC/C=CCC)OCC(OC(CCCCCCC/C=CC/C=CC/C=CCC)=O)COC1OC(CS(=O)(O)=O)C(O)C(O)C1O sucrose C00089 5988 CZMRCDWAGMRECN-UGDNZRGBSA-N OC[C@]1(O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)[C@H]([C@@H]([C@@H](CO)O1)O)O tartarate C00552,C02107,C00898 444,305,875 FEWJPZIEWOKRBE-JCYAYHJZSA-N OC([C@H](O)[C@@H](O)C(O)=O)=O tartronate (hydroxymalonate) C02287 45 ROBFUDYVXSDBQM-UHFFFAOYSA-N O=C(C(O)C(O)=O)O trehalose C01083 7427 HDTRYLNUVZCQOY-QYZOZNJRSA-N O[C@H]1[C@@H]([C@H](O[C@@H]([C@@H]1O)O[C@H]2[C@H]([C@@H]([C@H]([C@@H](O2)CO)O)O)O)CO)O tricarballylate C19806 14925 KQTIIICEAUMSDG-UHFFFAOYSA-N OC(CC(C(O)=O)CC(O)=O)=O UDP-galactose C00052 18068 HSCJRCZFDFQWRP-ABVWGUQPSA-N O[C@H]([C@@H]1O)[C@@H](O[C@@H]1COP(OP(O[C@H]([C@H](O)[C@H]2O)O[C@H](CO)[C@@H]2O)(O)=O)(O)=O)N(C=CC3=O)C(N3)=O UDP-glucose C00029 8629 HSCJRCZFDFQWRP-UHFFFAOYSA-N OC1C(N(C=CC2=O)C(N2)=O)OC(COP(O)(OP(OC(C(C(O)C3O)O)OC3CO)(O)=O)=O)C1O UDP-N-acetylglucosamine/galactosamine C00203,C00043 445,761,167 LFTYTUAZOPRMMI-HEXNZZLISA-N O[C@]1([H])[C@@](O)([H])[C@](COP(O)(OP(O)(O[C@H]2[C@H](NC(C)=O)[C@@H](O)[C@H](O)C(CO)O2)=O)=O)([H])O[C@]1(N(C=C3)C(NC3=O)=O)[H] uracil C00106 1174 ISAKRJDGNUQOIC-UHFFFAOYSA-N O=C(NC=C1)NC1=O urate C00366 1175 LEHOTFFKMJEONL-UHFFFAOYSA-N O=C1NC(NC(NC2=O)=O)=C2N1 valylglycine 136487 IOUPEELXVYPCPG-UHFFFAOYSA-N O=C(C(C(C)C)N)NCC(O)=O verbascose C08252 441434 FLUADVWHMHPUCG-SWPIJASHSA-N O[C@@H]1[C@H](O)[C@@H](O)[C@@H](OC[C@@H]2[C@H](O)[C@H](O)[C@@H](O)[C@@H](OC[C@@H]3[C@H](O)[C@H](O)[C@@H](O)[C@@H](OC[C@H]4O[C@H](O[C@@]5(CO)[C@@H](O)[C@H](O)[C@@H](CO)O5)[C@H](O)[C@@H](O)[C@@H]4O)O3)O2)O[C@@H]1CO xylose C00181 135191 PYMYPHUHKUWMLA-VPENINKCSA-N O=C[C@@H]([C@H]([C@@H](CO)O)O)O METABOLITES_END #END