#METABOLOMICS WORKBENCH suseha_20251212_044228 DATATRACK_ID:6876 STUDY_ID:ST004493 ANALYSIS_ID:AN007535 PROJECT_ID:PR002830 VERSION 1 CREATED_ON December 24, 2025, 5:20 pm #PROJECT PR:PROJECT_TITLE TIGAR Regulates Intestinal Mucus Barrier Integrity by Inhibiting Lactylation of PR:PROJECT_TITLE G6PD/6PGD in Ulcerative Colitis PR:PROJECT_SUMMARY Oxidative stress and metabolic dysregulation in goblet cells represent PR:PROJECT_SUMMARY significant contributors to the pathogenesis of ulcerative colitis (UC). TIGAR PR:PROJECT_SUMMARY (TP53-induced glycolysis and apoptosis regulator) plays a critical role as a PR:PROJECT_SUMMARY metabolic regulatory enzyme by promoting NADPH synthesis, thereby counteracting PR:PROJECT_SUMMARY oxidative stress. However, the precise mechanisms through which TIGAR regulates PR:PROJECT_SUMMARY NADPH synthesis and its impact on UC remain incompletely understood. Here, we PR:PROJECT_SUMMARY demonstrate that TIGAR inhibits the lactylation of glucose-6-phosphate PR:PROJECT_SUMMARY dehydrogenase (G6PD) and 6-phosphogluconate dehydrogenase (6PGD), both pivotal PR:PROJECT_SUMMARY enzymes in the NADPH biosynthesis pathway, hence preserving their enzymatic PR:PROJECT_SUMMARY activities. We further identify specific lactylation sites at lysine 432 (K432) PR:PROJECT_SUMMARY in G6PD and lysine 38 (K38) in 6PGD. Lactylation modifications impact the PR:PROJECT_SUMMARY formation of G6PD homodimers and the binding of 6PGD with NADP+. In male UC PR:PROJECT_SUMMARY mice, persistently low TIGAR expression results in elevated lactic acid levels, PR:PROJECT_SUMMARY which enhance the lactylation of G6PD and 6PGD, inhibit NADPH synthesis, and PR:PROJECT_SUMMARY exacerbate oxidative stress in goblet cells. Consequently, these alterations PR:PROJECT_SUMMARY lead to a reduction in thioredoxin 1 (Trx1) reductase activity, inducing PR:PROJECT_SUMMARY S-nitrosylation of anterior gradient homolog 2 (AGR2), a key enzyme involved in PR:PROJECT_SUMMARY MUC2 modification, thus impeding mature MUC2 production and compromising the PR:PROJECT_SUMMARY integrity of the intestinal mucus barrier. Overall, our study elucidates the PR:PROJECT_SUMMARY critical mechanisms by which TIGAR regulates NADPH synthesis, provides novel PR:PROJECT_SUMMARY insights into how TIGAR maintains cellular redox homeostasis, and offers PR:PROJECT_SUMMARY experimental evidence for considering TIGAR as a potential target for UC PR:PROJECT_SUMMARY therapy. PR:INSTITUTE Southwest Hospital, Third Military Medical University PR:DEPARTMENT Clinical Medical Research Center PR:LABORATORY Clinical Medical Research Center PR:LAST_NAME Su PR:FIRST_NAME Sen PR:ADDRESS Gaotanyan Street, Shapingba District, Chongqing, China PR:EMAIL 1441suse@163.com PR:PHONE 0086015023351789 #STUDY ST:STUDY_TITLE Comparative Untargeted Metabolomics of TIGAR-Knockout and Control HT29 CL.16E ST:STUDY_TITLE Cells ST:STUDY_SUMMARY Metabolic profiling of wild-type and TIGAR-knockout HT-29 Cl.16E cells (200,000 ST:STUDY_SUMMARY cells per sample; n = 3 biological replicates per group), cultured in sodium ST:STUDY_SUMMARY bicarbonate–free DMEM supplemented with 10% dialyzed FBS, 2 mM L-glutamine, ST:STUDY_SUMMARY and 5 mM glucose, revealed a dramatic accumulation of 6-phosphogluconate (6-PG) ST:STUDY_SUMMARY in TIGAR-deficient cells, as identified using the mzVault metabolite library. ST:STUDY_SUMMARY These findings highlight a critical role for TIGAR in regulating flux through ST:STUDY_SUMMARY the pentose phosphate pathway in differentiated colonic epithelial cells. ST:INSTITUTE Southwest Hospital, Third Military Medical University ST:DEPARTMENT Clinical Medical Research Center ST:LABORATORY Clinical Medical Research Center ST:LAST_NAME Su ST:FIRST_NAME Sen ST:ADDRESS Gaotanyan Street, Shapingba District, Chongqing, China ST:EMAIL 1441suse@163.com ST:PHONE +8615023351789 #SUBJECT SU:SUBJECT_TYPE Cultured cells SU:SUBJECT_SPECIES Homo sapiens SU:TAXONOMY_ID 9606 #SUBJECT_SAMPLE_FACTORS: SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Raw file names and additional sample data SUBJECT_SAMPLE_FACTORS - C-1 Genotype:Wild-type | Sample source:HT29 CL.16E cells RAW_FILE_NAME(Raw file name)=C-1.raw SUBJECT_SAMPLE_FACTORS - C-2 Genotype:Wild-type | Sample source:HT29 CL.16E cells RAW_FILE_NAME(Raw file name)=C-2.raw SUBJECT_SAMPLE_FACTORS - C-3 Genotype:Wild-type | Sample source:HT29 CL.16E cells RAW_FILE_NAME(Raw file name)=C-3.raw SUBJECT_SAMPLE_FACTORS - KO-1 Genotype:TIGAR-knockout | Sample source:HT29 CL.16E cells RAW_FILE_NAME(Raw file name)=KO-1.raw SUBJECT_SAMPLE_FACTORS - KO-2 Genotype:TIGAR-knockout | Sample source:HT29 CL.16E cells RAW_FILE_NAME(Raw file name)=KO-2.raw SUBJECT_SAMPLE_FACTORS - KO-3 Genotype:TIGAR-knockout | Sample source:HT29 CL.16E cells RAW_FILE_NAME(Raw file name)=KO-3.raw #COLLECTION CO:COLLECTION_SUMMARY Sodium butyrate was employed to induce differentiation of the human colon CO:COLLECTION_SUMMARY adenocarcinoma cell line HT-29 (ATCC HTB-38) into mature, mucus-secreting CO:COLLECTION_SUMMARY goblet-like cells, yielding the stable subline HT-29 Cl.16E. Cells were CO:COLLECTION_SUMMARY initially treated with 5 mM sodium butyrate for 9 days, followed by serial CO:COLLECTION_SUMMARY passaging and maintenance in butyrate-containing medium for an additional 14 CO:COLLECTION_SUMMARY days. The resulting HT-29 Cl.16E cells exhibited hallmark features of goblet CO:COLLECTION_SUMMARY cell differentiation, including robust mucus production, and were routinely CO:COLLECTION_SUMMARY cultured at 37°C in a humidified 5% CO₂ atmosphere in DMEM supplemented with CO:COLLECTION_SUMMARY 10% FBS, 100 U/mL penicillin/streptomycin, and 1 mM sodium pyruvate. Using CO:COLLECTION_SUMMARY CRISPR/Cas9 technology, we established a stable TIGAR-knockout (sgTIGAR) CO:COLLECTION_SUMMARY derivative of this differentiated line. For functional assays, 2 × 10⁶ cells CO:COLLECTION_SUMMARY per sample (wild-type or sgTIGAR HT-29 Cl.16E; n = 3 biological replicates per CO:COLLECTION_SUMMARY group) were seeded in 6-cm plates and cultured in sodium bicarbonate–free DMEM CO:COLLECTION_SUMMARY supplemented with 10% dialyzed FBS, 2 mM L-glutamine, and 5 mM glucose. Samples CO:COLLECTION_SUMMARY were harvested 24 hours post-treatment. CO:COLLECTION_PROTOCOL_FILENAME collection_protocol1202.txt CO:SAMPLE_TYPE Tumor cells #TREATMENT TR:TREATMENT_SUMMARY No treatment #SAMPLEPREP SP:SAMPLEPREP_SUMMARY For cellular samples, 1 mL of pre-chilled (at -80°C) 80% (v/v) methanol of MS SP:SAMPLEPREP_SUMMARY grade was added to the culture dish, and cell debris was scraped off using a SP:SAMPLEPREP_SUMMARY spatula. The cells were disrupted using a low-temperature ultrasonic disrupter SP:SAMPLEPREP_SUMMARY for 60 seconds at -20°C, followed by a pause of 30 seconds, with this cycle SP:SAMPLEPREP_SUMMARY repeated three times. The resulting homogenates from cells were transferred and SP:SAMPLEPREP_SUMMARY incubated at -20°C for 60 minutes. Subsequently, samples were centrifuged at SP:SAMPLEPREP_SUMMARY 18,410 x g for 10 minutes at 4°C. The supernatant was collected after SP:SAMPLEPREP_SUMMARY centrifugation, dried under a nitrogen gas, reconstituted, and centrifuged again SP:SAMPLEPREP_SUMMARY to obtain the supernatant for subsequent analysis. A 20 μL aliquot from each SP:SAMPLEPREP_SUMMARY sample was combined to prepare a quality control (QC) mixture for mass SP:SAMPLEPREP_SUMMARY spectrometry analyses. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_TYPE HILIC CH:INSTRUMENT_NAME Thermo Vanquish CH:COLUMN_NAME Waters ACQUITY UPLC BEH Amide (150 x 2.1 mm, 1.7 μm) CH:SOLVENT_A 5% ACN/95% water, 10 mM ammonium bicarbonate, pH 9 CH:SOLVENT_B 95% ACN/95% water, 10 mM ammonium bicarbonate, pH 9 CH:FLOW_GRADIENT 0-0.1 min: 99% B; 0.1-6 min: 99% B-30% B; 6-6.5 min: 30% B-99% B; 6.5-10 min: CH:FLOW_GRADIENT 99% B CH:FLOW_RATE 0.4 mL/min CH:COLUMN_TEMPERATURE 45°C CH:METHODS_FILENAME Chromatography_methods1202.txt #ANALYSIS AN:ANALYSIS_TYPE MS AN:ANALYSIS_PROTOCOL_FILE MS_analysis_methods1202.txt #MS MS:INSTRUMENT_NAME Thermo Orbitrap Exploris 120 MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE ESI MS:ION_MODE NEGATIVE MS:MS_COMMENTS The MS parameters for detection were: ESI source voltage 3.0 kV in negative ion MS:MS_COMMENTS scanning mode with scan range of m/z 70-1050 for mass spectrometry scanning, MS:MS_COMMENTS full scanning resolution of 120000, and MS2 scanning resolution of 60000, the MS:MS_COMMENTS top four precursor ions were broken up with the higher energy collisional MS:MS_COMMENTS dissociation cell in MS2 set to 30% normalized collision energy. the sheath gas MS:MS_COMMENTS was set at 60 arbitrary units, the auxiliary gas was set at 20 arbitrary units, MS:MS_COMMENTS and the blow air flow rate of 2Arb; the ion transport tube was set to 380 ° C; MS:MS_COMMENTS the vaporizer temperature of the ion source was set to 350 ° C. Software tools MS:MS_COMMENTS Xcalibur 4.3 (Thermo Fisher Scientific) and Compound Discover 3.3 (Thermo Fisher MS:MS_COMMENTS Scientific) were used for data processing and analyzing. Retention time MS:MS_COMMENTS alignment across all samples was achieved using the ChromeAlign node, with a MS:MS_COMMENTS pooled quality control (QC) sample serving as the reference. The pooled QC MS:MS_COMMENTS sample was prepared by combining equal aliquots from all biological samples. It MS:MS_COMMENTS was injected repeatedly—once every 10 analytical runs—to monitor instrument MS:MS_COMMENTS stability, enable batch effect correction, and support data normalization. MS:MS_COMMENTS Putative metabolite features were detected and grouped across all samples using MS:MS_COMMENTS the following key parameters (all other settings remained at default values): MS:MS_COMMENTS minimum peak intensity threshold of 1 × 10⁵ (area under the curve); mass MS:MS_COMMENTS tolerance of 5 ppm; retention time tolerance of 0.25 min; ionization modes MS:MS_COMMENTS limited to [M – H]⁻; and peak rating filter set to 4. Missing values were MS:MS_COMMENTS imputed using the built-in “Fill Gap” function, configured with a mass MS:MS_COMMENTS tolerance of 5 ppm and a signal-to-noise ratio threshold of 1.5. Metabolite MS:MS_COMMENTS identification was carried out through a tiered annotation strategy. Matching of MS:MS_COMMENTS both accurate mass (±5 ppm) and retention time (±0.5 min) to an in-house MS:MS_COMMENTS spectral library generated from authentic commercial standards, or spectral MS:MS_COMMENTS matching against the mzCloud database (https://www.mzcloud.org/) and mzVault MS:MS_COMMENTS database using MS/MS fragmentation data, with precursor and fragment mass MS:MS_COMMENTS tolerances of 10 ppm and a minimum match factor of 50. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS peak area MS_METABOLITE_DATA_START Samples C-1 C-2 C-3 KO-1 KO-2 KO-3 Factors Genotype:Wild-type | Sample source:HT29 CL.16E cells Genotype:Wild-type | Sample source:HT29 CL.16E cells Genotype:Wild-type | Sample source:HT29 CL.16E cells Genotype:TIGAR-knockout | Sample source:HT29 CL.16E cells Genotype:TIGAR-knockout | Sample source:HT29 CL.16E cells Genotype:TIGAR-knockout | Sample source:HT29 CL.16E cells Acrylic acid 11646671.36 14635896.98 15148161.53 14788980.55 17288269.78 16332456.88 Glycine 53670904.19 52304957.68 60980727.51 67228321.21 66272752.06 65610112.11 But-2-enoic acid 34419734.09 31559612.62 33655605.13 37918462.1 36742279.67 40817715.83 Pyruvic acid 27333913.89 28861146.81 31040797.68 36059784.81 34117186.58 18666711.14 L-Alanine 196739422.5 200916573.9 217908231.6 221164288.1 214319381.8 217472139.7 L-Lactic acid 512672077.9 513979629.8 568338424.8 606468804.9 616850057.2 608099889 Succinic acid semialdehyde 32709171.47 34172763.15 21095803.6 13848600.58 14412639.64 14576048.67 2-Ketobutyric acid 70644715.65 78077601.39 69884349.19 82428616.95 80682735.91 79868519.11 Valeric acid 8907511.131 9198578.966 9688080.016 7049569.54 7310502.012 7416056.66 gamma-Aminobutyric acid 53411605.66 61716898.91 64027477.08 66130928.56 69197885.17 64341300.87 Malonic acid 11469959.87 9191295.457 9345988.083 10043048.19 9954012.035 9772864.784 L-Serine 22211607.84 25590001.16 30083072.55 20840591.06 22418902.69 33231697.02 Uracil 24042964.24 23938023.05 28384138.17 38480780.47 31978125.45 28962870.18 L-Cyclo(alanylglycyl) 2201489.138 3814792.089 4878458.888 9226995.044 8436043.539 8504075.473 Fumaric acid 10261444.41 9607728.524 9566099.283 7495687.498 7372561.719 7036149.468 Levulinic acid 29667121.59 34548498.9 35400908.34 41291047.58 41422456.94 36080168.99 5-Aminopentanoic acid 20642396.06 19567445.27 19919254.23 23600348.01 23568214.14 23483478.22 Succinic acid 31310546.91 33053891.56 21592568.91 35793153.27 34495273.54 22274055.76 Methylmalonic acid 2842923.437 2714553.213 2859781.759 3288327.608 3765533.549 3427264.542 L-Threonine 20920780.12 20360746.31 24758286.51 22488375.29 19232172.1 14748723.81 Taurine 789495111.4 814594758.8 813901244.5 869010674.2 833633606.6 863443881.5 4-Oxo-L-proline 617505338.5 653423888.9 612100966.2 629797724.3 685585507.1 653721203.3 Citraconic acid 45500621.21 42527164.88 47310030.65 53064754.41 51929606.64 55186738.56 N-Methylhydantoin 23524090.84 23050438.46 22824037.87 16564790.59 18043665.24 14505745.08 Creatine 21078533.76 21398349.61 23890779.29 25256974.8 24431789.23 25244721.98 L-Leucine 79550057.1 54942258 61301621.05 71647102.14 71652052.46 103432790.5 L-Asparagine 21366851.2 20930814.63 18212805.36 15161677.63 72685510.69 70488706.64 L-Aspartic acid 18313504.33 22380495.86 25248014.52 24897215.18 25506258.42 24235274.78 Malic acid 239592378.9 566518419.4 630773024.9 805734057.7 760178432.3 763155009.8 Adenine 62264496.59 66358681.31 103636297.8 140667751.2 136472839.2 116195860.1 Gentisate aldehyde 2585538.389 6290156.378 2875691.183 1946941.586 1750071.914 1794535.327 4-Nitrophenol 15410799.22 19918487.19 17566471.71 10937959.14 12422922.94 9683989.704 5,5-Dimethyl-1,3-cyclohexanedione 85062508.12 117878147.8 106912043.7 131394203.2 106802582.9 93740885.02 Caprylic acid 1097889.187 3623413.511 1587557.163 1254880.693 1966240.877 1028023.35 Oxoglutaric acid 49758561.49 53431632.95 55802679.31 74075623.96 70007600.96 69171610.56 L-Glutamic acid 424538106.7 468036056.3 510013891.4 502833177.2 537099052.6 497141974.1 O-Acetylserine 25823954.96 27797939.5 56331889.98 54371387.64 64680415.01 64098557.58 D-2-Hydroxyglutaric acid 15753685.99 16211325.94 15220732.29 19890011.28 19237302.03 18498006.01 1-(4-Methoxyphenyl)-2-nitroethylene 991304.1116 725363.6135 425810.645 341445.2839 427450.5467 445575.1434 Pectin 3462852.396 2558165.382 5316701.885 4542011.159 4683455.175 4572519.804 Hydrocinnamic acid 2609598.666 4636267.655 3081666.143 3107016.728 3040848.967 2321425.995 Acetaminophen 906424.9488 978642.2765 899565.105 756457.4777 575623.3102 765071.1673 3-Hydroxyanthranilic acid 3522924.555 4417379.107 4654744.505 2239271.422 3111304.701 2723320.986 L-Histidine 22577047.16 25204246.65 30611158.5 37505881.08 35393294.56 36009080.97 Pelargonic acid 10959972.79 39843364.82 19202316.76 14543469.42 21389047.68 15910141.8 3-Hydroxymethylglutaric acid 7157372.231 7135785.692 7616553.568 8751288.132 8861928.996 8814919.478 Phenylpyruvic acid 15763850.64 11785869.12 9120515.792 15588169.14 16322903.95 7263286.556 2-Methylbenzothiazole 18823351.87 23157983.89 23668628.09 20574456.76 19377152.12 18128295.42 Phosphoenolpyruvic acid 6245231.352 6696054.076 7713430.874 6964870.272 7391069.17 8677631.264 Cysteic acid 3188647.814 4223474.953 3989882.744 5239942.624 4570968.902 4692671.616 Dihydroxyacetone phosphate 11658789.05 12564890.13 12706662.17 18156635.4 17164592.28 16267751.65 Glyceraldehyde 3-phosphate 13875067.3 16042624.19 20755740.15 22311041.71 16998830.37 24438304.61 Glycerol 3-phosphate 11419122.1 10491370.7 12963353.19 15738391.96 15175589.23 16673376.85 p-Toluenesulfonic acid 1558116.741 1510912.356 1702924.821 1287783.5 1206609.555 1540502.846 Capric acid 8177035.383 35497749.94 16087586.04 3793497.072 8994758.215 2674639.771 Tricholomic acid 5431564.076 6393057.243 6739526.971 8087267.705 7242803.73 7590815.937 cis-Aconitic acid 33241754.76 29902481.97 34965022.59 38563749.28 37981131.93 38939785.94 1,2,3-Propanetricarboxylic acid 19591072.84 20091129.85 23817403.79 31099302.02 29715095.9 35325476.56 DL-Arginine 1696407.364 6637231.493 7432267.693 6809336.081 7273193.219 7032550.311 N-Formyl-L-methionine 2747835.77 2885576.757 2787146.034 4024976.197 3280079.957 4055044.678 Gluconolactone 14867426.03 14824284.02 14851120.39 18629885.66 17957998.51 18239928.53 D-Fructose 144653357.3 158256145.5 177594754.7 225271080.9 215251363.2 204301128.6 Homovanillic acid 4770861.553 6010829.747 6983311.305 10665266.9 8765364.415 8528505.484 L-Iditol 16918572.24 18978375.35 19941438.85 20823029.36 20812981.28 22140726.56 Chelidonic acid 3366714.716 6631005.52 3831673.804 7132907.684 3719245.361 3315833.164 4-Pyridoxic acid 8237792.514 8106516.94 9083124.436 11251246.5 12349273.88 12269916.66 3-Phosphoglyceric acid 17340441.12 10442025.92 10328170.73 9042148.032 7204796.099 10616101.57 2-Phosphoglyceric acid 6245231.352 6696054.076 7713430.874 6964870.272 7391069.17 8677631.264 Racemethionine 1567380.779 1457016.831 1535394.772 1379144.815 1372295.988 1401938.518 Citric acid 364517223.6 273196187.2 409699617 555451203.6 554884692.2 665401562.9 Phenylacetylglycine 5163139.225 5682800.015 5543727.886 6324130.258 4903093.795 6037422.497 Beta-D-Glucopyranuronic acid 14295296.51 16355649.28 17057540.44 15584874.27 19512108.8 15117135.58 Gluconic acid 62311303.97 70154934.34 32144864.73 76032636.37 43570910.68 84266275.71 D-Erythrose 4-phosphate 9797031.253 11045652.78 13870714.55 17528754.57 17945275.02 17127744.93 Dodecanoic acid 5274325.32 19303433.92 9603230.103 5364554.237 4882143.796 3817707.086 Capryloylglycine 3583743.074 3521672.971 3730669.688 4324294.853 3933388.339 4102039.996 Ureidoisobutyric acid 1190565.003 1154395.49 1284720.755 1028499.546 1109503.38 1082530.172 2,4-Di-tert-butylphenol 2640037.055 3796520.968 1486402.784 1776674.322 1881299.63 2256681.252 2-Naphthalenesulfonic acid 12653048.03 14013130.89 14393121.77 10054631.52 7655459.141 6792932.833 5-Acetyl-2,4-dimethylthiazole 33040871.22 34043100.1 33018050.66 1039723.265 24093499.5 25202762.82 Phosphocreatine 152770304.2 166413767 181410014.4 202342541.8 195363369.4 197853107 phosphinomethylmalate 42706744.23 48903007.55 76598388.88 106077495.9 103564355.1 114641646.2 2-Methyl-5-nitroimidazol-1-ylacetic acid 16213374.78 12727463.25 14082051.69 29560010.84 29744886.31 28397336.54 Indoxyl sulfate 16312878.56 16985478.16 18796458.77 18304267.6 19095615.47 17316613.01 Tridecanoic acid 1864982.235 6746852.83 2892131.694 1354521.071 1194824.262 1072747.611 Pantothenic acid 813698398.6 795164864.4 887103119.2 926897501.7 901056905.7 946185662.7 2,5-Di-tert-butylhydroquinone 1151797.505 1518295.549 1231531.447 2282923.684 2350397.192 2109997.947 Porphobilinogen 6002943.685 6209487.861 7571679.134 6961437.529 6716841.783 5217601.603 4',5,8-Trihydroxyflavanone 7815615.989 6780170.77 8638806.631 9777241.025 8767792.3 9907686.255 Myristic acid 31573683.15 47215583.08 31594015.1 22968527.96 17447474.06 26104178.31 Xylulose 5-phosphate 6879233.025 7144442.946 8511379.58 10238612.34 10962535.07 9445644.733 D-Ribose 5-phosphate 13862147.74 15219033.07 18761175.55 22962416.98 22216009.16 21904399.35 Glutamylserine 29811222.07 23623906.65 30736133.78 18010571.56 21198668.95 33030394.46 Pentadecanoic acid 15134181.8 27055863.87 15851186.46 9420870.834 8267976.709 8059502.964 3-Pyroglutamylthiazolidine-4-carboxylic acid 8582320.189 9331049.163 10159269.18 6555847.888 7193871.987 7776242.471 Biotin 2237116.753 2694836.433 4246330.799 8120766.332 8264331.072 7853464.36 3-beta-D-galactosyl-sn-glycerol 3667755.543 4254512.99 4858844.831 5642575.35 5524341.032 6162274.07 Palmitoleic acid 18352168.07 26947337.27 16520110.93 5734515.674 5756632.071 4700391.938 (8E,15E)-1,8,15-Heptadecatriene-11,13-diyne 62692.67485 80613.40904 129325.6954 77881.90746 123573.9208 113306.7072 4-(1,3-Benzothiazol-2-yl)-2-methylaniline 270371.8959 265969.2672 1387347.899 169592.8267 242031.6127 229297.6057 Fructose 6-phosphate 11335893.05 11643087.48 12928771.5 16502293.11 14864554.99 14801098.45 Glucose 6-phosphate 51910502.23 60891991.17 71528105.81 106524594.3 96051236.67 88802718.83 Monuron 26470985.58 29657191.38 24849663.28 18152207.39 19040248.35 16718579.28 3-Methoxy-4-hydroxyphenylethyleneglycol sulfate 750641.7128 963767.477 943834.8801 1272714.24 1318347.677 983084.7536 Dodecylamine 658098630.5 750922631.7 421503735.3 663451627.1 741196824.1 830465392.8 trans-10-Heptadecenoic acid 4904409.052 7063991.601 4591667.232 2228630.417 1660949.507 1899369.579 Dapsone 5280645.751 8607296.578 7855801.073 8046908.74 8520766.125 2878376.356 Diethyl 4-aminobenzylphosphonate 722323.296 689639.3603 503881.0423 505542.2051 575163.0786 546266.0258 6-Phosphogluconic acid 2797508.486 2970186.281 2004380.053 89572413.53 78318043.65 67172325.82 Linoleic acid 8743305.686 11425123.97 8832684.832 8148012.317 5200945.344 4834683.866 petroselinate 38602759.84 56580621.19 35325081.24 33888816.67 22240386.75 20378475.33 3-Hydroxyhexadecanoic acid 143151.2373 335197.2356 193991.5871 87236.30271 84163.88292 140628.1185 D-Sedoheptulose 7-phosphate 3612594.995 4296266.298 4176528.822 4792917.112 4412141.391 4660448.08 all-trans-Retinoic acid 528573.3929 812349.7235 491223.6593 575035.1824 589417.3184 466457.7898 N-Acetyl-glucosamine 1-phosphate 7904456.422 10148226.59 10269019.61 9743884.75 11280016.02 9864097.346 Pyrogallol-2-O-glucuronide 11738157.62 12993039.43 14502284.04 13989902.2 13015401.93 12575395.01 4-O-Methylgallic acid 2571644.085 3165720.218 2100742.24 1051764.988 1107288.787 883684.0905 Cepharadione A 16981586.56 15335881.35 24985385.57 22348702.62 27076508.67 26015881.25 Trypanothione 54846128.59 54131526.79 153907959.7 346286075.7 220222203.4 323540865.9 3-Hydroxy-L-proline 11256639.97 10891602.78 11746257.56 13402266.35 13162157.28 13908927.39 Penilloic acid 1110515.737 1127706.551 1104463.667 1274730.76 1289539.608 1244008.191 N-Acetylneuraminic acid 46043526.62 53668334.98 62330580.94 73295449.29 69581752.71 67899470.12 Arachidic acid 1905954.702 4207247.735 2260317.913 1855018.11 1258693.32 1452069.547 Uridine 5'-monophosphate 6435849.568 7263322.253 7512633.585 7261852.02 7453962.298 7677915.189 4-Dodecylbenzenesulfonic Acid 602427618.5 740857078.7 494011072 714540831.6 408734071.4 440285814.9 Penicillin G 21190892.92 23214194.41 23377980.12 28781179.31 28271660.86 29249028.28 D-Maltose 1643104.353 1731718.745 2567869.173 1734512.026 2574210.602 4058676.66 S-Hydroxymethylglutathione 6057169.076 7366650.957 9155346.502 11167137.82 10367360.56 9090058.955 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol 26898564.05 27059748.64 24412061.87 23379274.59 24687002.89 23876058.58 1,4-Dithiane 9664541.083 12639169.29 12723659.17 16289624.74 15546871.67 13426464.38 Nervonic acid 491411.2605 790797.4678 296539.3387 339196.0084 358523.2955 240086.1729 Citroside A 3699055.911 4187799.072 3231807.475 8469756.693 8671194.714 8411488.425 S-Lactoylglutathione 28534419.63 33404438.52 37931172.64 33036100.59 27301708.75 32147002.13 Norophthalmic acid 9056642.833 11556113.59 12647084.31 17030877.27 10132715.5 11481486.39 Cyanazine 14834350.19 12682313.54 9626099.977 11017982.56 9591449.476 13669456.41 CDP 6509006.366 8447573.312 9531355.694 8122265.715 7986256.616 8535330.849 Uridine 5'-diphosphate 15724709.65 17092467.55 18373439.76 19180202.16 16440271.3 24300792.86 Acetyl-CoA 4981786.445 3997504.084 4392529.391 5820073.526 4963082.426 6527925.013 Adenosine phosphosulfate 2963998.61 3163940.419 3767160.086 4699646.315 4098351.857 4365013.508 Diadenosine diphosphate 38681856.31 41206929.67 54454104.5 65663121.21 50406710.64 79356600.25 Glycoursodeoxycholic acid 1005785.796 780120.5309 348846.6866 264962.7652 300049.9373 252410.6014 Thymidine 5'-triphosphate 5265885.454 7086623.921 7517979.448 7979349.981 5918253.751 8977723.155 Cytidine triphosphate 12572661.3 13730429.26 18501403.76 19316014.11 18551680.29 28414074.06 Tetrahydrocortisol 9713559.37 10055903.92 9404358.649 11846644.72 10616646.45 10313131.54 Phosphoadenosine phosphosulfate 6432875.082 5786786.026 7471687.063 9341158.012 9143340.053 8739702.318 Adenosine triphosphate 236688047.4 293419266.6 367101746.8 439263380.5 370012309.4 569902840.2 LysoPG(18:1(9Z)/0:0) 2677866.674 2780991.347 2181928.273 2648142.46 1859426.674 2454959.044 Guanosine triphosphate 3923154.939 4167467.714 3730559.19 3891799.281 3326744.018 5188848.004 UDP-L-arabinose 3065891.188 3490116.596 4255349.15 4628273.218 3805490.46 4041817.143 Adenosine diphosphate ribose 53105042.4 1612996.054 53549655.95 67092806.38 59859100.83 60324291.21 Uridine diphosphategalactose 311821798.3 357245576.9 381506498.9 391896824.3 385512706.1 384642528.1 Uridine diphosphate glucuronic acid 342209123.8 300171354.1 437498841 549522487.6 487438978.8 539272032.9 GDP-L-fucose 7591500.131 7516413.861 9417480.676 12067209.05 11153981.67 10913242.23 Uridine diphosphate-N-acetylglucosamine 1574252564 1665024680 1817349979 1930284333 1786986084 1778575788 Oxidized glutathione 375845465.6 408688394.4 480407336.7 548149287.9 495543144.4 592071789.2 NAD 55534865.88 51553988.89 59807972.24 74914517.16 67580765.19 69094597.36 NADH 2649070.786 3863992.174 8867353.188 10945254.6 7574195.96 11450401.54 NADP 16901673.02 18051110.43 20272322.5 25443503.39 20785979.96 21986623.07 FAD 8861256.695 9729745.171 11671105.38 15394374.88 13898441.89 12695544.24 Butyryl-CoA 672437.4132 619525.6306 684923.4254 630665.6128 552718.6381 584620.7135 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name formula m/z ratio retention index PubChem ID KEGG ID HMDB ID InChI Key SMILES Classification Category Acrylic acid C3 H4 O2 71.0139 4.42 6581 C19501 HMDB0031647 NIXOWILDQLNWCW-UHFFFAOYSA-N OC(=O)C=C Organic acids and derivatives Glycine C2 H5 N O2 74.0247 5.49 750 C00037 HMDB0000123 DHMQDGOQFOQNFH-UHFFFAOYSA-N NCC(O)=O Organic acids and derivatives But-2-enoic acid C4 H6 O2 85.0295 5.02 637090 C01771 HMDB0010720 LDHQCZJRKDOVOX-NSCUHMNNSA-N CC=CC(O)=O Lipids and lipid-like molecules Pyruvic acid C3 H4 O3 87.0087 4.60 1060 C00022 HMDB0000243 LCTONWCANYUPML-UHFFFAOYSA-N CC(=O)C(O)=O Organic acids and derivatives L-Alanine C3 H7 N O2 88.0404 5.41 5950 C00041 HMDB0000161 QNAYBMKLOCPYGJ-REOHCLBHSA-N C[C@H](N)C(O)=O Organic acids and derivatives L-Lactic acid C3 H6 O3 89.0244 3.57 107689 C00186 HMDB0000190 JVTAAEKCZFNVCJ-REOHCLBHSA-N C[C@H](O)C(O)=O Organic acids and derivatives Succinic acid semialdehyde C4 H6 O3 101.0244 3.58 1112 C00232 HMDB0001259 UIUJIQZEACWQSV-UHFFFAOYSA-N OC(=O)CCC=O Lipids and lipid-like molecules 2-Ketobutyric acid C4 H6 O3 101.0244 4.30 58 C00109 HMDB0000005 TYEYBOSBBBHJIV-UHFFFAOYSA-N CCC(=O)C(O)=O Organic acids and derivatives Valeric acid C5 H10 O2 101.0608 4.14 7991 C00803 HMDB0000892 NQPDZGIKBAWPEJ-UHFFFAOYSA-N CCCCC(O)=O Lipids and lipid-like molecules gamma-Aminobutyric acid C4 H9 N O2 102.0561 5.08 119 C00334 HMDB0000112 BTCSSZJGUNDROE-UHFFFAOYSA-N NCCCC(O)=O Organic acids and derivatives Malonic acid C3 H4 O4 103.0037 4.60 867 C04025 HMDB0000691 OFOBLEOULBTSOW-UHFFFAOYSA-N OC(=O)CC(O)=O Organic acids and derivatives L-Serine C3 H7 N O3 104.0353 5.49 5951 C00065 HMDB0000187 MTCFGRXMJLQNBG-REOHCLBHSA-N N[C@@H](CO)C(O)=O Organic acids and derivatives Uracil C4 H4 N2 O2 111.0200 6.21 1174 C00106 HMDB0000300 ISAKRJDGNUQOIC-UHFFFAOYSA-N O=C1NC=CC(=O)N1 Organoheterocyclic compounds L-Cyclo(alanylglycyl) C4 H6 N2 O2 113.0357 3.66 107297 HMDB0031547 ICCHEGCKVBMSTF-UHFFFAOYSA-N CC1NC(=O)CNC1=O Organic acids and derivatives Fumaric acid C4 H4 O4 115.0037 3.56 444972 C00122 HMDB0000134 VZCYOOQTPOCHFL-OWOJBTEDSA-N OC(=O)C=CC(O)=O Organic acids and derivatives Levulinic acid C5 H8 O3 115.0401 2.35 11579 HMDB0000720 JOOXCMJARBKPKM-UHFFFAOYSA-N CC(=O)CCC(O)=O Organic acids and derivatives 5-Aminopentanoic acid C5 H11 N O2 116.0717 4.76 138 C00431 HMDB0003355 JJMDCOVWQOJGCB-UHFFFAOYSA-N NCCCCC(O)=O Organic acids and derivatives Succinic acid C4 H6 O4 117.0194 4.51 1738118 C00042 HMDB0000254 KDYFGRWQOYBRFD-UHFFFAOYSA-N OC(=O)CCC(O)=O Organic acids and derivatives Methylmalonic acid C4 H6 O4 117.0194 5.83 487 C02170 HMDB0000202 ZIYVHBGGAOATLY-UHFFFAOYSA-N CC(C(O)=O)C(O)=O Organic acids and derivatives L-Threonine C4 H9 N O3 118.0510 5.20 6288 C00188 HMDB0000167 AYFVYJQAPQTCCC-GBXIJSLDSA-N C[C@@H](O)[C@H](N)C(O)=O Organic acids and derivatives Taurine C2 H7 N O3 S 124.0074 4.06 1123 C00245 HMDB0000251 XOAAWQZATWQOTB-UHFFFAOYSA-N NCCS(O)(=O)=O Organic acids and derivatives 4-Oxo-L-proline C5 H7 N O3 128.0354 3.72 413589 HMDB0246561 HFXAFXVXPMUQCQ-UHFFFAOYSA-N OC(=O)C1CC(=O)CN1 Organic acids and derivatives Citraconic acid C5 H6 O4 129.0194 5.02 643798 C02226 HMDB0000634 HNEGQIOMVPPMNR-IHWYPQMZSA-N CC(=CC(O)=O)C(O)=O Lipids and lipid-like molecules N-Methylhydantoin C4 H6 N2 O3 129.0306 3.01 69217 C02565 HMDB0003646 RHYBFKMFHLPQPH-UHFFFAOYSA-N CN1CC(=O)NC1=O Organoheterocyclic compounds Creatine C4 H9 N3 O2 130.0622 5.41 586 C00300 HMDB0000064 CVSVTCORWBXHQV-UHFFFAOYSA-N CN(CC(O)=O)C(N)=N Organic acids and derivatives L-Leucine C6 H13 N O2 130.0874 4.45 6106 C00123 HMDB0000687 ROHFNLRQFUQHCH-YFKPBYRVSA-N CC(C)C[C@H](N)C(O)=O Organic acids and derivatives L-Asparagine C4 H8 N2 O3 131.0462 5.48 6267 C00152 HMDB0000168 DCXYFEDJOCDNAF-REOHCLBHSA-N N[C@@H](CC(N)=O)C(O)=O Organic acids and derivatives L-Aspartic acid C4 H7 N O4 132.0303 5.05 5960 C00049 HMDB0000191 CKLJMWTZIZZHCS-REOHCLBHSA-N N[C@@H](CC(O)=O)C(O)=O Organic acids and derivatives Malic acid C4 H6 O5 133.0143 4.85 222656 C00149 HMDB0000156 BJEPYKJPYRNKOW-REOHCLBHSA-N O[C@@H](CC(O)=O)C(O)=O Organic acids and derivatives Adenine C5 H5 N5 134.0472 6.04 190 C00147 HMDB0000034 GFFGJBXGBJISGV-UHFFFAOYSA-N NC1=C2NC=NC2=NC=N1 Organoheterocyclic compounds Gentisate aldehyde C7 H6 O3 137.0244 0.67 70949 C05585 HMDB0004062 CLFRCXCBWIQVRN-UHFFFAOYSA-N OC1=CC(C=O)=C(O)C=C1 Organic oxygen compounds 4-Nitrophenol C6 H5 N O3 138.0197 0.96 980 C00870 HMDB0001232 BTJIUGUIPKRLHP-UHFFFAOYSA-N OC1=CC=C(C=C1)[N+]([O-])=O Benzenoids 5,5-Dimethyl-1,3-cyclohexanedione C8 H12 O2 139.0765 0.78 31358 HMDB0251369 BADXJIPKFRBFOT-UHFFFAOYSA-N CC1(C)CC(=O)CC(=O)C1 Organic oxygen compounds Caprylic acid C8 H16 O2 143.1078 1.17 379 C06423 HMDB0000482 WWZKQHOCKIZLMA-UHFFFAOYSA-N CCCCCCCC(O)=O Lipids and lipid-like molecules Oxoglutaric acid C5 H6 O5 145.0143 4.23 51 C00026 HMDB0000208 KPGXRSRHYNQIFN-UHFFFAOYSA-N OC(=O)CCC(=O)C(O)=O Organic acids and derivatives L-Glutamic acid C5 H9 N O4 146.0459 5.08 33032 C00025 HMDB0000148 WHUUTDBJXJRKMK-VKHMYHEASA-N N[C@@H](CCC(O)=O)C(O)=O Organic acids and derivatives O-Acetylserine C5 H9 N O4 146.0459 3.67 99478 C00979 HMDB0003011 VZXPDPZARILFQX-BYPYZUCNSA-N CC(=O)OC[C@H](N)C(O)=O Organic acids and derivatives D-2-Hydroxyglutaric acid C5 H8 O5 147.0299 4.62 439391 C01087 HMDB0000606 HWXBTNAVRSUOJR-GSVOUGTGSA-N O[C@H](CCC(O)=O)C(O)=O Organic acids and derivatives 1-(4-Methoxyphenyl)-2-nitroethylene C8 H7 N O2 148.0404 3.56 697963 HMDB0032595 JKQUXSHVQGBODD-VOTSOKGWSA-N COC1=CC=C(C=CN(=O)=O)C=C1 Benzenoids Pectin C5 H10 O5 149.0456 3.75 441476 C08348 HMDB0003402 AEMOLEFTQBMNLQ-DTEWXJGMSA-N O[C@@H]1O[C@@H]([C@H](O)[C@H](O)[C@H]1O)C(O)=O Organic oxygen compounds Hydrocinnamic acid C9 H10 O2 149.0608 1.08 107 C05629 HMDB0000764 XMIIGOLPHOKFCH-UHFFFAOYSA-N OC(=O)CCC1=CC=CC=C1 Phenylpropanoids and polyketides Acetaminophen C8 H9 N O2 150.0560 3.56 1983 C06804 HMDB0001859 RZVAJINKPMORJF-UHFFFAOYSA-N CC(=O)NC1=CC=C(O)C=C1 Benzenoids 3-Hydroxyanthranilic acid C7 H7 N O3 152.0353 0.96 86 C00632 HMDB0001476 WJXSWCUQABXPFS-UHFFFAOYSA-N NC1=C(O)C=CC=C1C(O)=O Benzenoids L-Histidine C6 H9 N3 O2 154.0622 7.40 6274 C00135 HMDB0000177 HNDVDQJCIGZPNO-YFKPBYRVSA-N N[C@@H](CC1=CN=CN1)C(O)=O Organic acids and derivatives Pelargonic acid C9 H18 O2 157.1234 1.11 8158 C01601 HMDB0000847 FBUKVWPVBMHYJY-UHFFFAOYSA-N CCCCCCCCC(O)=O Lipids and lipid-like molecules 3-Hydroxymethylglutaric acid C6 H10 O5 161.0456 4.27 1662 C03761 HMDB0000355 NPOAOTPXWNWTSH-UHFFFAOYSA-N CC(O)(CC(O)=O)CC(O)=O Lipids and lipid-like molecules Phenylpyruvic acid C9 H8 O3 163.0401 1.54 997 C00166 HMDB0000205 BTNMPGBKDVTSJY-UHFFFAOYSA-N OC(=O)C(=O)CC1=CC=CC=C1 Benzenoids 2-Methylbenzothiazole C7 H6 Cl N3 166.0179 1.12 8446 HMDB0033001 DXYYSGDWQCSKKO-UHFFFAOYSA-N CC1=NC2=CC=CC=C2S1 Organoheterocyclic compounds Phosphoenolpyruvic acid C3 H5 O6 P 166.9751 5.58 1005 C00074 HMDB0000263 DTBNBXWJWCWCIK-UHFFFAOYSA-N OC(=O)C(=C)OP(O)(O)=O Organic acids and derivatives Cysteic acid C3 H7 N O5 S 167.9972 4.59 25701 C00506 HMDB0002757 XVOYSCVBGLVSOL-UHFFFAOYSA-N NC(CS(O)(=O)=O)C(O)=O Organic acids and derivatives Dihydroxyacetone phosphate C3 H7 O6 P 168.9908 5.37 668 C00111 HMDB0001473 GNGACRATGGDKBX-UHFFFAOYSA-N OCC(=O)COP(O)(O)=O Organic oxygen compounds Glyceraldehyde 3-phosphate C3 H7 O6 P 168.9908 5.26 439168 C00118 HMDB0001112 LXJXRIRHZLFYRP-VKHMYHEASA-N O[C@H](COP(O)(O)=O)C=O Organic oxygen compounds Glycerol 3-phosphate C3 H9 O6 P 171.0064 5.27 439162 C00093 HMDB0000126 AWUCVROLDVIAJX-GSVOUGTGSA-N OC[C@@H](O)COP(O)(O)=O Lipids and lipid-like molecules p-Toluenesulfonic acid C7 H8 O3 S 171.0121 0.67 6101 C06677 HMDB0059933 JOXIMZWYDAKGHI-UHFFFAOYSA-N CC1=CC=C(C=C1)S(O)(=O)=O Benzenoids Capric acid C10 H20 O2 171.1391 1.06 2969 C01571 HMDB0000511 GHVNFZFCNZKVNT-UHFFFAOYSA-N CCCCCCCCCC(O)=O Lipids and lipid-like molecules Tricholomic acid C5 H6 N2 O3 S 173.0026 4.34 151031 C08298 HMDB0030412 NTHMUJMQOXQYBR-UHFFFAOYSA-N NC(C1CC(=O)NO1)C(O)=O Organic acids and derivatives cis-Aconitic acid C6 H6 O6 173.0091 5.02 643757 C00417 HMDB0000072 GTZCVFVGUGFEME-IWQZZHSRSA-N OC(=O)CC(=CC(O)=O)C(O)=O Organic acids and derivatives 1,2,3-Propanetricarboxylic acid C6 H6 O6 173.0092 5.90 14925 C19806 HMDB0031193 KQTIIICEAUMSDG-UHFFFAOYSA-N OC(=O)CC(CC(O)=O)C(O)=O Organic acids and derivatives DL-Arginine C6 H14 N4 O2 173.1044 8.14 232 C02385 HMDB0251511 ODKSFYDXXFIFQN-UHFFFAOYSA-N NC(CCCN=C(N)N)C(O)=O Organic acids and derivatives N-Formyl-L-methionine C6 H11 N O3 S 176.0387 1.43 439750 C03145 HMDB0001015 PYUSHNKNPOHWEZ-YFKPBYRVSA-N CSCC[C@H](NC=O)C(O)=O Organic acids and derivatives Gluconolactone C6 H10 O6 177.0404 3.07 7027 C00198 HMDB0000150 PHOQVHQSTUBQQK-SQOUGZDYSA-N OC[C@H]1OC(=O)[C@H](O)[C@@H](O)[C@@H]1O Organic oxygen compounds D-Fructose C6 H12 O6 179.0561 5.84 439709 C02336 HMDB0000660 RFSUNEUAIZKAJO-ARQDHWQXSA-N OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O Organic oxygen compounds Homovanillic acid C9 H10 O4 181.0507 1.02 1738 C05582 HMDB0000118 QRMZSPFSDQBLIX-UHFFFAOYSA-N COC1=C(O)C=CC(CC(O)=O)=C1 Benzenoids L-Iditol C6 H14 O6 181.0718 4.72 5460044 C01507 HMDB0011632 FBPFZTCFMRRESA-UNTFVMJOSA-N OC[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)CO Organic oxygen compounds Chelidonic acid C7 H5 N O5 182.0095 0.60 C08476 HMDB0249899 PBAYDYUZOSNJGU-UHFFFAOYSA-N OC(=O)C1=CC(=O)C=C(O1)C(O)=O Organoheterocyclic compounds 4-Pyridoxic acid C8 H9 N O4 182.0459 0.68 6723 C00847 HMDB0000017 HXACOUQIXZGNBF-UHFFFAOYSA-N CC1=NC=C(CO)C(C(O)=O)=C1O Organoheterocyclic compounds 3-Phosphoglyceric acid C3 H7 O7 P 184.9856 5.77 724 C00597 HMDB0000807 OSJPPGNTCRNQQC-UHFFFAOYSA-N OC(COP(O)(O)=O)C(O)=O Organic oxygen compounds 2-Phosphoglyceric acid C3 H7 O7 P 184.9857 5.57 59 HMDB0000362 GXIURPTVHJPJLF-UHFFFAOYSA-N OCC(OP(O)(O)=O)C(O)=O Organic oxygen compounds Racemethionine C7 H13 N O3 S 190.0543 3.50 C01733 HMDB0033951 FFEARJCKVFRZRR-UHFFFAOYSA-N CSCCC(N)C(O)=O Organic acids and derivatives Citric acid C6 H8 O7 191.0197 5.93 311 C00158 HMDB0000094 KRKNYBCHXYNGOX-UHFFFAOYSA-N OC(=O)CC(O)(CC(O)=O)C(O)=O Organic acids and derivatives Phenylacetylglycine C10 H11 N O3 192.0666 1.39 68144 C05598 HMDB0000821 UTYVDVLMYQPLQB-UHFFFAOYSA-N OC(=O)CNC(=O)CC1=CC=CC=C1 Organic acids and derivatives Beta-D-Glucopyranuronic acid C6 H10 O7 193.0354 4.39 168876 HMDB0010314 IXVVXKRKCLJCKA-UNLLLRGISA-N O[C@@H]1[C@@H](O)[C@H](OC(=O)C2=CC=CC=C2O)O[C@@H]([C@H]1O)C(O)=O Organic oxygen compounds Gluconic acid C6 H12 O7 195.0510 4.50 10690 C00257 HMDB0000625 RGHNJXZEOKUKBD-SQOUGZDYSA-N OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O Organic oxygen compounds D-Erythrose 4-phosphate C4 H9 O7 P 199.0012 5.83 122357 C00279 HMDB0001321 NGHMDNPXVRFFGS-IUYQGCFVSA-N O[C@H](COP(O)(O)=O)[C@@H](O)C=O Organic oxygen compounds Dodecanoic acid C12 H24 O2 199.1704 1.01 3893 C02679 HMDB0000638 POULHZVOKOAJMA-UHFFFAOYSA-N CCCCCCCCCCCC(O)=O Lipids and lipid-like molecules Capryloylglycine C10 H19 N O3 200.1292 4.29 84290 HMDB0000832 SAVLIIGUQOSOEP-UHFFFAOYSA-N CCCCCCCC(=O)NCC(O)=O Organic acids and derivatives Ureidoisobutyric acid C9 H17 N O4 202.1085 3.28 88558720 C05100 HMDB0002031 PHENTZNALBMCQD-VKHMYHEASA-N C[C@@H](CNC(N)=O)C(O)=O Organic acids and derivatives 2,4-Di-tert-butylphenol C14 H22 O 205.1598 0.98 7311 HMDB0013816 ICKWICRCANNIBI-UHFFFAOYSA-N CC(C)(C)C1=CC=C(O)C(=C1)C(C)(C)C Benzenoids 2-Naphthalenesulfonic acid C10 H8 O3 S 207.0121 0.63 8420 C16202 HMDB0255446 KVBGVZZKJNLNJU-UHFFFAOYSA-N OS(=O)(=O)C1=CC2=C(C=CC=C2)C=C1 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WUFPNASKMLJSND-UHFFFAOYSA-N COC1=C(OS(O)(=O)=O)C=CC(=C1)C(O)CO Organic acids and derivatives Dodecylamine C12 H26 O4 S 265.1479 0.58 HMDB0251571 JRBPAEWTRLWTQC-UHFFFAOYSA-N CCCCCCCCCCCCN Organic nitrogen compounds trans-10-Heptadecenoic acid C17 H32 O2 267.2330 0.93 4385123 HMDB0244268 GDTXICBNEOEPAZ-UHFFFAOYSA-N CCCCCCC=CCCCCCCCCC(O)=O Lipids and lipid-like molecules Dapsone C15 H11 N O2 S 268.0439 0.77 2955 C07666 HMDB0014395 MQJKPEGWNLWLTK-UHFFFAOYSA-N NC1=CC=C(C=C1)S(=O)(=O)C1=CC=C(N)C=C1 Benzenoids Diethyl 4-aminobenzylphosphonate C13 H21 O5 P 269.0949 0.74 88358 HMDB0251236 ZVAYUUUQOCPZCZ-UHFFFAOYSA-N CCOP(=O)(CC1=CC=C(N)C=C1)OCC Benzenoids 6-Phosphogluconic acid C6 H13 O10 P 275.0174 5.82 91493 C00345 HMDB0001316 BIRSGZKFKXLSJQ-SQOUGZDYSA-N O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O Organic oxygen compounds Linoleic acid C18 H32 O2 279.2330 0.93 5280450 C01595 HMDB0000673 OYHQOLUKZRVURQ-HZJYTTRNSA-N CCCCCC=C/CC=C/CCCCCCCC(O)=O Lipids and lipid-like molecules petroselinate C18 H34 O2 281.2487 0.92 5461010 HMDB0304458 CNVZJPUDSLNTQU-SEYXRHQNSA-M CCCCCCCCCCCC=C/CCCCC([O-])=O Lipids and lipid-like molecules 3-Hydroxyhexadecanoic acid C17 H34 O3 285.2436 0.70 10989404 HMDB0061658 CBWALJHXHCJYTE-HNNXBMFYSA-N CCCCCCCCCCCCC[C@H](O)CC(O)=O Lipids and lipid-like molecules D-Sedoheptulose 7-phosphate C7 H15 O10 P 289.0331 5.66 92042786 C05382 HMDB0001068 CBIDVWSRUUODHL-OVHBTUCOSA-N OC[C@]1(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H](O)[C@@H]1O Organic oxygen compounds all-trans-Retinoic acid C20 H28 O2 299.2017 0.97 444795 C00777 HMDB0001852 SHGAZHPCJJPHSC-YCNIQYBTSA-N CC(C=CC1=C(C)CCCC1(C)C)=C/C=C/C(/C)=C/C(O)=O Lipids and lipid-like molecules N-Acetyl-glucosamine 1-phosphate C8 H16 N O9 P 300.0490 5.47 440272 C04256 HMDB0001367 FZLJPEPAYPUMMR-RTRLPJTCSA-N CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)OC1OP(O)(O)=O Organic oxygen compounds Pyrogallol-2-O-glucuronide C12 H14 O9 301.0566 3.72 122553541 HMDB0060017 SOHXEAWMMVSJFL-COGRHJPHSA-N O[C@@H]1[C@@H](O)[C@H](OC2=C(O)C=CC=C2O)O[C@@H]([C@H]1O)C(O)=O Organic oxygen compounds 4-O-Methylgallic acid C20 H32 O2 303.2330 0.89 78016 HMDB0013198 UBXDWYFLYYJQFR-UHFFFAOYSA-N COC1=C(O)C=C(C=C1O)C(O)=O Benzenoids Cepharadione A C18 H11 N O4 304.0610 5.99 94577 HMDB0034364 RZIGKFTVXWUUCX-UHFFFAOYSA-N CN1C(=O)C(=O)C2=CC3=C(OCO3)C3=C2C1=CC1=CC=CC=C31 Alkaloids and derivatives Trypanothione C10 H17 N3 O6 S 306.0766 5.08 449517 C02090 HMDB0060520 PHDOXVGRXXAYEB-VJANTYMQSA-N N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(=O)NCCCCNCCCNC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@H](N)C(O)=O)C(O)=O Organic acids and derivatives 3-Hydroxy-L-proline C5 H9 N O3 307.1122 3.57 11137200 C04397 HMDB0002113 BJBUEDPLEOHJGE-IUYQGCFVSA-N O[C@H]1CCN[C@H]1C(O)=O Organic acids and derivatives Penilloic acid C15 H20 N2 O3 S 307.1123 3.19 HMDB0256237 LRWFMQCGNBOTQP-UHFFFAOYSA-N CC1(C)SC(CNC(=O)CC2=CC=CC=C2)NC1C(O)=O Organic acids and derivatives N-Acetylneuraminic acid C11 H19 N O9 308.0988 4.61 445063 C19910 HMDB0000230 SQVRNKJHWKZAKO-PFQGKNLYSA-N [H][C@]1(O[C@@](O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O)[C@H](O)[C@H](O)CO Organic oxygen compounds Arachidic acid C20 H40 O2 311.2956 0.90 10467 C06425 HMDB0002212 VKOBVWXKNCXXDE-UHFFFAOYSA-N CCCCCCCCCCCCCCCCCCCC(O)=O Lipids and lipid-like molecules Uridine 5'-monophosphate C9 H13 N2 O9 P 323.0287 5.34 6030 C00105 HMDB0000288 DJJCXFVJDGTHFX-XVFCMESISA-N O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(O)=O)N1C=CC(=O)NC1=O Nucleosides, nucleotides, and analogues 4-Dodecylbenzenesulfonic Acid C18 H30 O3 S 325.1843 0.59 8485 HMDB0059915 KWXICGTUELOLSQ-UHFFFAOYSA-N CCCCCCCCCCCCC1=CC=C(C=C1)S(O)(=O)=O Benzenoids Penicillin G C16 H18 N2 O4 S 333.0916 1.02 5904 C05551 HMDB0015186 JGSARLDLIJGVTE-MBNYWOFBSA-N [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)CC1=CC=CC=C1)C(O)=O Organic acids and derivatives D-Maltose C12 H22 O11 341.1083 5.53 10991489 C00208 HMDB0000163 GUBGYTABKSRVRQ-DKBJLJRDSA-N OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@H](O)[C@@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O Organic oxygen compounds S-Hydroxymethylglutathione C12 H19 N3 O7 S 348.0865 4.77 447123 C14180 HMDB0004662 PIUSLWSYOYFRFR-BQBZGAKWSA-N N[C@@H](CCC(=O)N[C@@H](CSCO)C(=O)NCC(O)=O)C(O)=O Organic acids and derivatives 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol C17 H23 Br O3 353.0766 5.33 109455 HMDB0036199 RFGCVZIIIHRESZ-UHFFFAOYSA-N COC1=C(O)C=CC(=C1)C1OCC(C)O1 Benzenoids 1,4-Dithiane C12 H20 N2 S4 356.9987 5.83 10452 C01871 HMDB0031474 LOZWAPSEEHRYPG-UHFFFAOYSA-N C1CSCCS1 Organoheterocyclic compounds Nervonic acid C24 H46 O2 365.3419 0.88 5281120 C08323 HMDB0002368 GWHCXVQVJPWHRF-KTKRTIGZSA-N CCCCCCCCC=C/CCCCCCCCCCCCCC(O)=O Lipids and lipid-like molecules Citroside A C17 H20 O9 367.1048 4.87 14312560 HMDB0030370 XTODSGVDHGMKSN-UHFFFAOYSA-N CC(=O)C=C=C1C(C)(C)CC(O)CC1(C)OC1OC(CO)C(O)C(O)C1O Lipids and lipid-like molecules S-Lactoylglutathione C13 H21 N3 O8 S 378.0971 4.94 440018 C03451 HMDB0001066 VDYDCVUWILIYQF-CSMHCCOUSA-N C[C@@H](O)C(=O)SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O Organic acids and derivatives Norophthalmic acid C10 H17 N3 O9 S2 386.0328 4.92 5489007 HMDB0005766 RPVCUZZJCXVVDW-WDSKDSINSA-N C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O Organic acids and derivatives Cyanazine C19 H24 Cl N5 O2 388.1549 0.86 30773 C14299 HMDB0250604 MZZBPDKVEFVLFF-UHFFFAOYSA-N CCN=C1NC(NC(C)(C)C#N)=NC(Cl)=N1 Organoheterocyclic compounds CDP C9 H15 N3 O11 P2 402.0105 5.99 6132 C00112 HMDB0001546 ZWIADYZPOWUWEW-XVFCMESISA-N NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O Nucleosides, nucleotides, and analogues Uridine 5'-diphosphate C9 H14 N2 O12 P2 402.9945 6.21 6031 C00015 HMDB0000295 XCCTYIAWTASOJW-XVFCMESISA-N O[C@H]1[C@@H](O)[C@@H](O[C@@H]1COP(O)(=O)OP(O)(O)=O)N1C=CC(=O)NC1=O Nucleosides, nucleotides, and analogues Acetyl-CoA C23 H38 N7 O17 P3 S 403.5552 4.98 444493 C00024 HMDB0001206 ZSLZBFCDCINBPY-ZSJPKINUSA-N CC(=O)SCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N Organic oxygen compounds Adenosine phosphosulfate C10 H14 N5 O10 P S 426.0123 4.29 10238 C00224 HMDB0001003 IRLPACMLTUPBCL-KQYNXXCUSA-N NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O Nucleosides, nucleotides, and analogues Diadenosine diphosphate C10 H15 N5 O10 P2 426.0217 6.04 188326 HMDB0001312 FHISWBUCBBVWGG-SNESVTBZSA-N NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)O[C@@H]4[C@@H](CO)O[C@@H]([C@@H]4O)N4C=NC5=C(N)N=CN=C45)[C@@H](O)[C@H]3O)C2=NC=N1 Nucleosides, nucleotides, and analogues Glycoursodeoxycholic acid C26 H43 N O5 448.3066 3.45 12310288 HMDB0000708 GHCZAUBVMUEKKP-XROMFQGDSA-N [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCC(=O)NCC(O)=O Lipids and lipid-like molecules Thymidine 5'-triphosphate C10 H17 N2 O14 P3 480.9818 5.95 64968 C00459 HMDB0001342 NHVNXKFIZYSCEB-XLPZGREQSA-N CC1=CN([C@H]2C[C@H](O)[C@@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)O2)C(=O)NC1=O Nucleosides, nucleotides, and analogues Cytidine triphosphate C9 H16 N3 O14 P3 481.9771 6.37 6176 C00063 HMDB0000082 PCDQPRRSZKQHHS-XVFCMESISA-N NC1=NC(=O)N(C=C1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O Organic oxygen compounds Tetrahydrocortisol C26 H45 N O6 S 498.2894 1.02 387316 C05465 HMDB0000949 AODPIQQILQLWGS-OBRSLYEHSA-N C[C@]12C[C@H](O)C3C(CCC4C[C@H](O)CC[C@]34C)C1CC[C@]2(O)C(=O)CO Lipids and lipid-like molecules Phosphoadenosine phosphosulfate C10 H15 N5 O13 P2 S 505.9789 5.57 10214 C00053 HMDB0001134 GACDQMDRPRGCTN-KQYNXXCUSA-N NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1 Nucleosides, nucleotides, and analogues Adenosine triphosphate C10 H16 N5 O13 P3 505.9884 6.05 5957 C00002 HMDB0000538 ZKHQWZAMYRWXGA-KQYNXXCUSA-N NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O Nucleosides, nucleotides, and analogues LysoPG(18:1(9Z)/0:0) C24 H47 O9 P 509.2885 1.54 HMDB0240602 FQQQKGAFQIIGLQ-SNZQZGEVSA-N CCCCCCCCC=C/CCCCCCCC(=O)OC[C@@H](O)COP(O)(=O)OC[C@@H](O)CO Lipids and lipid-like molecules Guanosine triphosphate C10 H16 N5 O14 P3 521.9834 6.21 6830 C00044 HMDB0001273 XKMLYUALXHKNFT-UUOKFMHZSA-N NC1=NC2=C(N=CN2[C@@H]2O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]2O)C(=O)N1 Nucleosides, nucleotides, and analogues UDP-L-arabinose C14 H22 N2 O16 P2 535.0373 5.24 644105 C00935 HMDB0012303 DQQDLYVHOTZLOR-IAZOVDBXSA-N O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2OC[C@H](O)[C@H](O)[C@H]2O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O Nucleosides, nucleotides, and analogues Adenosine diphosphate ribose C15 H21 N5 O13 P2 540.0537 5.60 192 C00301 HMDB0001178 SRNWOUGRCWSEMX-UHFFFAOYSA-N NC1=C2N=CN(C3OC(COP(O)(=O)OP(O)(=O)OCC4OC(O)C(O)C4O)C(O)C3O)C2=NC=N1 Nucleosides, nucleotides, and analogues Uridine diphosphategalactose C15 H24 N2 O17 P2 565.0477 5.35 18068 C00052 HMDB0000302 HSCJRCZFDFQWRP-ABVWGUQPSA-N OC[C@H]1O[C@H](OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=CC(=O)NC2=O)[C@H](O)[C@@H](O)[C@H]1O Nucleosides, nucleotides, and analogues Uridine diphosphate glucuronic acid C15 H22 N2 O18 P2 579.0270 5.69 17473 C00167 HMDB0000935 HDYANYHVCAPMJV-LXQIFKJMSA-N O[C@@H]1[C@@H](COP(O)(=O)OP(O)(=O)O[C@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)O[C@H]([C@@H]1O)N1C=CC(=O)NC1=O Organoheterocyclic compounds GDP-L-fucose C16 H25 N5 O15 P2 588.0750 5.55 439211 C00325 HMDB0001095 LQEBEXMHBLQMDB-QIXZNPMTSA-N C[C@@H]1OC(OP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=C(N)NC3=O)[C@@H](O)[C@H](O)[C@@H]1O Nucleosides, nucleotides, and analogues Uridine diphosphate-N-acetylglucosamine C17 H27 N3 O17 P2 606.0742 5.16 445675 C00043 HMDB0000290 LFTYTUAZOPRMMI-CFRASDGPSA-N CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=CC(=O)NC1=O Nucleosides, nucleotides, and analogues Oxidized glutathione C20 H32 N6 O12 S2 611.1445 5.99 65359 C00127 HMDB0003337 YPZRWBKMTBYPTK-BJDJZHNGSA-N N[C@@H](CCC(=O)N[C@@H](CSSC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)C(=O)NCC(O)=O)C(O)=O Organic acids and derivatives NAD C21 H27 N7 O14 P2 662.1019 5.61 5892 C00003 HMDB0000902 BAWFJGJZGIEFAR-NNYOXOHSSA-N NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O Nucleosides, nucleotides, and analogues NADH C21 H29 N7 O14 P2 664.1176 4.79 439153 C00004 HMDB0001487 BOPGDPNILDQYTO-NNYOXOHSSA-N NC(=O)C1=CN(C=CC1)[C@@H]1O[C@H](COP(O)(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O Nucleosides, nucleotides, and analogues NADP C21 H28 N7 O17 P3 742.0683 5.94 5885 C00006 HMDB0000217 XJLXINKUBYWONI-NNYOXOHSSA-N NC(=O)C1=C[N+](=CC=C1)[C@@H]1O[C@H](COP([O-])(=O)OP(O)(=O)OC[C@H]2O[C@H]([C@H](OP(O)(O)=O)[C@@H]2O)N2C=NC3=C2N=CN=C3N)[C@@H](O)[C@H]1O Nucleosides, nucleotides, and analogues FAD C27 H33 N9 O15 P2 784.1499 4.78 643975 C00016 HMDB0001248 VWWQXMAJTJZDQX-UYBVJOGSSA-N CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N1C=NC3=C1N=CN=C3N)C1=NC(=O)NC(=O)C1=N2 Nucleosides, nucleotides, and analogues Butyryl-CoA C25 H42 N7 O17 P3 S 836.1498 4.74 265 C00136 HMDB0001088 CRFNGMNYKDXRTN-UHFFFAOYSA-N CCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N Lipids and lipid-like molecules METABOLITES_END #END