#METABOLOMICS WORKBENCH shengyuyang_20241219_122745 DATATRACK_ID:5468 STUDY_ID:ST003665 ANALYSIS_ID:AN006022 PROJECT_ID:PR002249 VERSION 1 CREATED_ON January 10, 2025, 9:21 am #PROJECT PR:PROJECT_TITLE Adaptation to cystine limitation stress confers a targetable lipid metabolism PR:PROJECT_TITLE vulnerability in pancreatic ductal adenocarcinoma (PDAC). PR:PROJECT_SUMMARY Comparing metabolomics changes in MiaPaCa-2 cells after adaptation to 25 uM PR:PROJECT_SUMMARY Cystine for 4 weeks. Cystine/cysteine is critical for antioxidant response and PR:PROJECT_SUMMARY sulfur metabolism in cancer cells and is one of the most depleted amino acids in PR:PROJECT_SUMMARY the PDAC microenvironment. The effects of cystine limitation stress (CLS) on PR:PROJECT_SUMMARY PDAC progression are poorly understood. Here we report that adaptation to CLS PR:PROJECT_SUMMARY (CLSA) promotes PDAC cell proliferation and tumor growth through translational PR:PROJECT_SUMMARY upregulation of the oxidative pentose phosphate pathway (OxPPP). OxPPP activates PR:PROJECT_SUMMARY the de novo synthesis of nucleotides and fatty acids to support tumor growth. On PR:PROJECT_SUMMARY the other hand, CLSA-mediated lipidomic reprogramming depends on PR:PROJECT_SUMMARY triacylglycerides synthesis to mitigate lipotoxicity. Through drug screening, we PR:PROJECT_SUMMARY identified lomitapide as an inhibitor of CLSA PDAC tumor growth and a potent PR:PROJECT_SUMMARY sensitizer of FOLFIRINOX chemotherapy. Mechanistically, lomitapide inhibits PR:PROJECT_SUMMARY triacylglycerides synthesis to interfere with CLSA and chemotherapy-induced PR:PROJECT_SUMMARY lipidomic reprograming. Taken together, CLSA-mediated metabolic and lipidomics PR:PROJECT_SUMMARY reprograming promotes PDAC tumor growth and lomitapide could be used to target PR:PROJECT_SUMMARY the dysregulated lipid metabolism in PDAC.s. PR:INSTITUTE Pennsylvania State University PR:LAST_NAME Yang PR:FIRST_NAME Shengyu PR:ADDRESS 500 University Drive PR:EMAIL sxy99@psu.edu PR:PHONE 7175311721 #STUDY ST:STUDY_TITLE The effects of cystine limitation stress adaptation (CLSA) on metabolomics ST:STUDY_TITLE changes in pancreatic cancer cells (PANC1) ST:STUDY_SUMMARY To determine the effects of CLSA on pancreatic cancer metabolism, polar ST:STUDY_SUMMARY metabolites were extracted from control or CLSA PANC1 cells and targeted ST:STUDY_SUMMARY metabolomics screening were performed. ST:INSTITUTE Pennsylvania State University ST:LAST_NAME Yang ST:FIRST_NAME Shengyu ST:ADDRESS 500 University Drive ST:EMAIL sxy99@psu.edu ST:PHONE 7175311721 #SUBJECT SU:SUBJECT_TYPE Cultured cells SU:SUBJECT_SPECIES Homo sapiens SU:TAXONOMY_ID 9606 SU:CELL_STRAIN_DETAILS MiaPaCa2 pancreatic cancer cells #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 - 031523RSY1 Sample source:pancreatic cancer cells, PANC1 | Treatment:Control RAW_FILE_NAME(Raw_File_Name)=031523RSY1.wiff, 031523RSY1.wiff.scan SUBJECT_SAMPLE_FACTORS - 031523RSY2 Sample source:pancreatic cancer cells,PANC1 | Treatment:Control RAW_FILE_NAME(Raw_File_Name)=031523RSY2.wiff, 031523RSY2.wiff.scan SUBJECT_SAMPLE_FACTORS - 031523RSY3 Sample source:pancreatic cancer cells,PANC1 | Treatment:Control RAW_FILE_NAME(Raw_File_Name)=031523RSY3.wiff, 031523RSY3.wiff.scan SUBJECT_SAMPLE_FACTORS - 031523RSY4 Sample source:pancreatic cancer cells,PANC1 | Treatment:CLSA25 RAW_FILE_NAME(Raw_File_Name)=031523RSY4.wiff, 031523RSY4.wiff.scan SUBJECT_SAMPLE_FACTORS - 031523RSY5 Sample source:pancreatic cancer cells,PANC1 | Treatment:CLSA25 RAW_FILE_NAME(Raw_File_Name)=031523RSY5.wiff, 031523RSY5.wiff.scan SUBJECT_SAMPLE_FACTORS - 031523RSY6 Sample source:pancreatic cancer cells,PANC1 | Treatment:CLSA25 RAW_FILE_NAME(Raw_File_Name)=031523RSY6.wiff, 031523RSY6.wiff.scan #COLLECTION CO:COLLECTION_SUMMARY 10 million Cells on 10 cm plate were washed with PBS and 80% ice cold methanol CO:COLLECTION_SUMMARY was directly added to the cells. The cells were harvested with a cell scraper CO:COLLECTION_SUMMARY and incubated at -80 C for 15 minutes. After centrifugation at 13,000 rpm on a CO:COLLECTION_SUMMARY benchtop microcentrifuge for 15 minutes, the supernatants were collected for CO:COLLECTION_SUMMARY metabolomics screening. CO:SAMPLE_TYPE pancreatic cancer cells #TREATMENT TR:TREATMENT_SUMMARY Panc1 cells were cultured in DMEM medium containing 25 μM cystine for 4 weeks TR:TREATMENT_SUMMARY to induce CLSA.The media were changed every other day during this period. After TR:TREATMENT_SUMMARY 4 weeks adaptation, cells were frozen and stored in liquid nitrogen. After TR:TREATMENT_SUMMARY recovery from liquid nitrogen cells were cultured in their respective induction TR:TREATMENT_SUMMARY media and used for experiments within 6 passages. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY 10 million cells were extracted with 5 mL 80% methanol, centrifuged to remove SP:SAMPLEPREP_SUMMARY cell debris and the supernatant were dried under nitrogen flow. #CHROMATOGRAPHY CH:CHROMATOGRAPHY_TYPE HILIC CH:INSTRUMENT_NAME SCIEX CH:COLUMN_NAME Amide XBridge HPLC column (100 x 4.6 mm, 3.5 μm) (cat. no. 186004868) CH:SOLVENT_A 95% Water/5% Acetonitrile; 20 mM ammonium hydroxide, 20 mM ammonium acetate (pH CH:SOLVENT_A = 9.0) CH:SOLVENT_B 100% Acetonitrile CH:FLOW_GRADIENT 85% (vol/vol) B, 0.0 min; 85% B to 30% B, 3.0 min; 30% B to 2% B, 12.0 min; 2% CH:FLOW_GRADIENT B, 15.0 min; 2% B to 85% B,16.0 min; 85%, 23.0 min CH:FLOW_RATE 0.35-0.4 mL/min CH:COLUMN_TEMPERATURE 25°C #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME ABI Sciex 6500 QTRAP MS:INSTRUMENT_TYPE QTRAP MS:MS_TYPE ESI MS:ION_MODE UNSPECIFIED MS:MS_COMMENTS Mass spectrometry with positive/negative polarity switching allows for the MS:MS_COMMENTS acquisition of Q1/Q3 MRM transition mass spectra in both ionization modes from a MS:MS_COMMENTS single LC-MS/MS analysis #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS peak area MS_METABOLITE_DATA_START Samples 031523RSY1 031523RSY2 031523RSY3 031523RSY4 031523RSY5 031523RSY6 Factors Sample source:pancreatic cancer cells, PANC1 | Treatment:Control Sample source:pancreatic cancer cells,PANC1 | Treatment:Control Sample source:pancreatic cancer cells,PANC1 | Treatment:Control Sample source:pancreatic cancer cells,PANC1 | Treatment:CLSA25 Sample source:pancreatic cancer cells,PANC1 | Treatment:CLSA25 Sample source:pancreatic cancer cells,PANC1 | Treatment:CLSA25 Urea 669432.4683 690385.2912 489724.6486 469904.6484 590348.7629 576625.4902 ethanolamine 109926.948 95115.86065 72983.69917 76117.95312 64770.34597 78821.23061 glycine N/A N/A N/A N/A N/A N/A alanine 19243709.84 19650969.77 19018342.51 43601704.59 43828418.17 45337212.61 betaine aldehyde 850792.0127 973106.2021 838703.4479 2069929.217 1767720.624 1841112.413 choline 38850073.03 43627316.82 27040237.37 6122626.299 6540548.512 7100267.904 4-aminobutyrate 194949.2247 175201.5356 194135.9431 502868.4189 494710.3649 450156.3396 dimethylglycine 3212489.89 6078682.137 2891159.232 796365.8753 870274.9832 875030.7782 serine 5724518.391 5910112.271 5408007.412 23322621.25 25914656.76 25382961.08 cytosine 2096746.482 2357668.025 1899561.392 1876239.668 1973880.605 2798215.514 Creatinine 3722755.556 3973948.883 3315516.305 5846316.619 6290081.437 6369201.916 proline 154870732.4 168962227.7 158107009.9 167951098.9 173153918.5 172662209.7 indole 3218283.474 3111125.045 2543153.147 3546164.352 4039396.372 3987691.067 betaine 162866569.6 153787403.1 160433112 59166872.78 57799584.94 48178957.77 valine 1971540.976 1954422.546 1667416.028 2354613.717 2475852.647 2595530.949 threonine 33621454.49 33487214.01 30665950.67 65207894.07 69846976.35 74214504.91 homoserine 41254.65494 34553.54573 21282.7571 70726.54559 85189.66437 60846.03221 purine 1170577.845 1162738.409 1059317.817 1582215.562 1809006.258 1855875.186 cysteine 1579968.075 341302.5573 228221.9465 97113.9487 92721.0966 99009.73398 creatine 217413255.6 233538377.1 206679874.4 362135560.8 360502183.8 379865952.7 nicotinamide 3962324.048 4387044.988 2803683.452 20484.21124 68366.11838 28229.02573 Imidazoleacetic acid 136991.2797 194449.5454 200450.1553 59911.76373 37716.97639 57018.65345 thymine 12260.42357 14701.96434 8892.493265 27327.66045 19100.03246 18756.56218 DL-Pipecolic acid 403149585.3 449263557.7 383183033.2 681251484.2 672311737 666597976.1 N-Acetylputrescine 17693.53364 9268.972801 10433.76184 17542.69457 17755.40634 17014.35217 hydroxyproline 540276.313 698280.6667 695074.8385 797432.6497 951659.9553 879054.2446 leucine-isoleucine 66306447.54 67970667.08 64035798.7 92839023.07 89826641.68 93554981.1 ornithine 326333.6845 453496.8509 294530.8563 1073343.98 1089510.012 1088846.59 asparagine 1689762.315 1771494.773 1701084.45 5440710.571 5414512.503 5337182.083 aspartate 19890342.94 17478060.96 23160261.19 14308426.38 17723082.42 14596539.77 adenine 31920676.62 32590368.19 26905038.01 34184049.27 28579231 32763804.6 Methylcysteine 21655864.48 20934736.48 19233501.47 26734937.38 25996326.26 27387440.15 homocysteine 828172.0638 976988.2595 832045.8238 1051923.468 1026357.32 1137492.775 methylnicotinamide 148288.4636 260674.3742 274637.0125 799406.2421 1470736.479 1701226.101 histidinol 2466.863693 N/A N/A N/A N/A 1645.398097 lysine 1451138.137 1554482.272 1290509.04 2150685.37 2358868.416 1906244.268 glutamine 133645883.1 132677091 121910123.9 177467771.1 186164157.5 186888064.6 O-acetyl-L-serine 2420.481099 9914.714348 5754.994303 8223.281013 3336.209631 7374.301738 glutamate 251278603.5 247055167.5 234049404.4 166483426.2 190151965.3 174496717.4 methionine 5185242.918 5950596.141 5399206.761 8785097.896 8336052.182 8960118.445 guanine N/A N/A N/A 468484.4176 421887.8159 296934.1221 histidine 36628839.23 39075698.92 37075418.86 82396659.59 83545150.21 84073755.85 2-Aminooctanoic acid 972442.7452 933736.513 960674.4691 3148145.609 3652141.872 4062231.56 carnitine 50341738.55 50533480.33 44087955.83 113300869.3 106410703.4 104452931.2 Methionine sulfoxide 269883.5446 259182.7625 220456.5472 926677.9517 943920.1676 759851.1275 phenylalanine 33238933.64 32226794.49 28404570.06 44422904.89 49009240.77 50143430.63 Pyridoxamine 55910.35606 75665.90123 59202.52704 47476.54499 57550.87356 62891.67419 pyridoxine 41067978.06 49796551.14 41702866.33 38161084.26 37869097.97 38723657.2 1-Methyl-Histidine 1766275.218 1732252.095 1707098.135 3973598.131 4100834.27 4191083.705 N-acetyl-L-ornithine 9045.882707 4814.315303 N/A N/A N/A 3483.270251 arginine 33051914.73 41281913.07 37290909.84 48024758.22 46272324.13 46646421.02 citrulline 1343015.231 1372179.7 1161385.089 1548685.395 1633599.151 1658187.513 N-carbamoyl-L-aspartate 478980.1456 579967.9954 510985.6937 1325925.236 1339812.039 1560697.358 glucosamine 942450.3144 662970.4025 1258586.75 1349601.044 598247.9256 770654.2617 tyrosine 11802213.43 10630661.1 10303636.75 11465157.5 13497590.5 15980659.32 Phosphorylcholine 2860897089 1145440764 832994548.1 354610062.7 210412684.6 149023591.6 3-phospho-serine 82148.55412 97543.9083 120500.0696 703001.3448 803481.6028 855028.972 N6-Acetyl-L-lysine 3306560.766 3853186.581 3032636.806 7119810.534 6960758.778 6507380.93 Acetyllysine 3412645.452 3383629.011 3379772.512 6902308.075 6934486.455 6921351.801 N-acetyl-glutamine 5089.360007 6530.445375 4295.395593 11890.77439 7882.707258 15425.55764 N-acetyl-glutamate 363461.6144 379315.0715 288658.694 315684.1723 197920.8699 231965.0623 Ng,NG-dimethyl-L-arginine 11502714.98 12341944.3 11787931.87 11674320.58 12521086.46 12947440.85 Acetylcarnitine DL 147767943.8 155517627.6 172664267.1 199923302.7 275767717.4 241139803.7 tryptophan 7325752.934 6407898.024 6199932.991 7520964.02 8421418.812 8154625.514 Kynurenine 11511.28767 20577.04585 11509.45808 34597.65296 47692.26658 47685.40926 N-acetyl-glucosamine 36331.86239 42702.29422 46470.01858 73729.03592 57282.78924 95556.15094 Flavone 211159.6371 203915.8022 198236.9037 100994.7829 125811.6435 111426.7217 cystathionine 6536942.55 6556951.929 6712954.806 9691843.666 9183022.817 9178104.931 5-methoxytryptophan 10688.57402 5025.704465 14716.19454 15616.30641 15206.54726 16862.93796 Cystine 462398.7625 54399.03209 16444.57639 8634.203779 12593.76472 9045.107943 cytidine 74200.07476 87049.26108 56683.98635 52731.19061 29895.82382 50665.73755 biotin 2118639.028 2156396.96 2085925.548 2332371.997 2292846.704 2193459.398 deoxyadenosine 106054.8715 97615.2643 79938.61696 112160.3439 134151.192 87403.49883 Glycerophosphocholine 2100993058 2086574290 2112052446 442643769.5 527280147.9 537083049.5 acadesine 57723.23836 51047.82635 50201.29212 227041.1265 273916.938 191960.7413 D-glucosamine-6-phosphate 27767.24561 28925.84713 22100.30086 24681.59155 26196.70477 15607.19038 D-glucosamine-1-phosphate 29389.02995 5332.653389 24092.95864 9159.182842 9900.445085 10544.77284 thiamine 30207.17992 15326458.87 27005971.52 37004547.6 4696108.788 4552599.932 S-ribosyl-L-homocysteine-posi 2466.653601 4060.582976 5754.74698 N/A 4214.060322 7400.166345 deoxyguanosine 413031.5362 371137.6925 340612.4154 320481.35 410653.2229 371392.4233 adenosine 59864.56874 69570.93698 66815.71874 8157853.321 2662076.234 2397122.075 1-Methyladenosine 38676.60373 30451.65633 10691.06135 41118.98224 48512.80908 22203.65701 guanosine 62465.94274 46867.77601 39360.53823 191303.0313 164500.542 98579.45047 L-arginino-succinate 550202.4997 760857.8873 939304.4332 1799228.616 2618396.027 2248467.588 S-methyl-5-thioadenosine 2979487.936 3952923.555 2845178.104 2658855.327 1964197.154 2376874.774 7-methylguanosine 11547.53493 26692.739 11919.53381 13977.08243 9593.453937 28786.8777 dCMP 165352.4571 115981.0381 202421.8869 51835.79946 85521.11183 104806.3158 glutathione 225306022.1 276675174.5 259580137.9 277872739 289022843.3 312610381 dTMP 128512.5902 127747.9501 275649.457 136152.1949 153736.1838 180447.5655 CMP 4055301.559 4446349.373 3950673.716 9136500.577 9278576.211 9391112.419 UMP 857374.7553 481181.9494 527581.0232 1579939.134 1508204.75 1488828.483 dAMP 947665.1539 919348.9635 897005.0407 682192.9482 705245.2734 819235.4808 Nicotinamide ribotide 112714.9471 140657.515 148145.532 104634.193 142847.651 121420.3346 aminoimidazole carboxamide ribonucleotide 12198.60988 22152.9895 9042.703664 21320.32856 17259.30442 14797.62752 thiamine-phosphate 19339.82869 33264.28065 16483.48335 105526.3371 122716.7108 41120.04383 dGMP 7892.412855 9043.408627 5754.591697 8221.348517 N/A 8230.952157 AMP 6635113.785 5951121.436 7321612.307 17694535.68 16443737.47 18624142.31 IMP 485414.0442 462405.8115 614843.8661 1592127.994 1269407.68 1315411.132 S-adenosyl-L-methioninamine N/A N/A N/A N/A N/A 9417.074576 GMP 53250.16753 41092.66549 60288.61714 589894.506 413626.2299 922756.1776 xanthosine-5-phosphate 80453.04802 97860.77862 35970.51566 35476.11606 34550.12076 38637.11871 riboflavin 376901.6917 501278.0744 433776.4666 260868.5113 242435.8633 196427.469 S-adenosyl-L-homoCysteine-posi 653819.2608 439150.5726 668467.4359 865620.9731 794952.1115 1144581.192 S-adenosyl-L-methionine 103916273.7 104935063.6 90623481.46 107245094.2 111792288.9 116855312.4 folate 56756.92051 69358.61791 18077.75953 50162.0779 18963.86875 18112.05717 7,8-dihydrofolate 7399.982133 N/A 9039.178634 N/A N/A 5754.046706 5-methyl-THF 106963.9922 107647.5063 82250.44178 63321.65557 60866.93734 109386.3553 Diiodothyronine N/A N/A N/A 4111.34155 9866.666648 N/A glutathione disulfide-posi 33749664.74 38655325.77 21563562.96 20628346.56 20787462.96 21201822.98 NAD+_posi 104429581.9 79729720.51 123641075 82360043.26 78923276.61 105132773 NADH 686383.1669 875021.6854 573995.2634 370216.7212 355585.7751 285420.8915 dephospho-CoA-posi N/A 5744.945209 7380.685535 2461.11929 3286.403665 3188.777413 NADP+_posi 4000577.486 5476761.276 3505132.926 4220843.494 4373352.797 4212217.636 NADPH 774469.9316 349937.5737 263381.8313 75601.01135 77608.91271 201997.7013 coenzyme A-posi 2800124.982 3607257.06 3222583.297 3758543.092 3623333.658 3220659.209 FAD 2955268.852 2648607.352 2754211.083 3230985.666 2758820.924 2551584.388 acetyl-CoA-posi 357456.2774 747058.4443 612434.4266 388574.3502 474178.4705 392825.4585 propionyl-CoA-posi N/A 7388.713508 8224.067603 11511.33716 8231.096188 6259.071978 acetoacetyl-CoA-posi 5739.312709 9171.197951 18090.31791 15336.87346 10752.41037 13135.33988 malonyl-CoA-posi 118552.6305 124179.5951 91001.39376 121792.9294 114355.2276 120448.5905 succinyl-CoA-posi 125032.8236 84048.93317 92925.96842 145577.54 82204.31653 117382.7564 sarcosine 16816289.45 17789224.57 15821872.75 36978114.08 39895305.24 40091840.79 putrescine 215254.2552 205463.0793 114470.1233 71369.05589 99692.30652 37708.43864 spermidine 659139.5614 783194.0433 688118.4456 670067.5576 744920.6236 827835.0473 spermine 1058581.025 1400863.208 1526399.28 1432849.984 1527257.491 1690934.717 N-acetyl spermine 76610.50185 87161.02141 107711.7226 102867.572 123845.6252 93590.58793 N-acetyl spermidine 18727.47053 31383.34009 16423.04742 26306.82362 21643.56279 19027.37029 Nicotinamide Riboside 7575.427615 13740.83119 13548.50474 28140.82762 32024.65038 32343.76732 Adenylosuccinate 81418.27597 78945.91712 101986.3857 9042.682774 9047.562713 11489.1932 cholesterol 25149639.29 47295887.07 138586720.8 14069830.77 34139632.56 50261225.47 arginosuccinic acid 711998.6958 573627.503 831012.2957 1585766.729 2615615.932 2131417.895 phosphocreatine 4476612.705 4270130.777 4232847.831 3107172.445 3271117.471 2883387.303 retinoic acid 52950.69098 51451.44801 35781.91542 40562.11337 21655.3624 9755.630714 N-acetyl-L-alanine 216213893.8 225084939.7 200287493.9 335917736.8 338811139.7 367688885.3 cysteine sulfinate 7375.675649 N/A N/A N/A N/A N/A HMG-CoA_pos 101985.1966 87178.7539 93749.33015 37826.62175 19730.88023 49340.08707 N-acetyl-aspartylglutamic acid 2702631.672 2549204.26 1997967.179 6117116.245 5354262.855 5636579.268 N-acetyl-L-aspartic acid 3632739.289 3455014.038 2653367.664 3571743.58 2940985.334 3092784.384 mevalonate 326686.6506 381809.2193 230031.451 181037.0497 217731.5031 261480.1581 glyoxylate N/A 5754.88958 4111.947407 6578.652334 4109.48382 5754.844194 glycolate N/A 2466.724182 N/A N/A N/A N/A pyruvate N/A N/A N/A N/A 3554.378742 N/A lactate 302845.1611 317589.2656 299278.2106 227485.7562 266849.3148 273775.3313 2-oxobutanoate 23290.19715 31212.81121 41106.50024 27935.18182 30620.05729 30067.10718 acetoacetate 35353.17352 45619.13942 59984.26011 29598.11271 31248.23355 21378.62724 glycerate 27131.22537 24668.04436 28800.24851 74009.24958 101151.1608 74010.56771 uracil 37190.80591 37383.7503 52036.15883 35281.64193 45587.59301 44983.35342 fumarate 855568.3304 888475.4459 726322.2978 747294.5666 788798.3067 775758.6826 Maleic acid 798036.2756 949334.5565 767094.1198 726038.7608 716906.7611 783442.975 2-keto-isovalerate 855189.9354 876667.5349 762427.0215 703022.2611 777142.9484 677925.6159 Guanidoacetic acid 137340.1232 153797.8169 189998.0315 214672.8333 186695.1994 199878.3212 succinate 123273.9593 111853.1875 128215.871 55641.19022 60851.01808 61308.68912 Methylmalonic acid 168839.122 173852.2953 172170.4841 53545.11608 70549.93429 66689.09089 3-S-methylthiopropionate N/A N/A N/A N/A N/A N/A nicotinate N/A 2463.220187 4932.567007 4738.774742 N/A N/A taurine 30188393.68 30914192.44 27919050.72 8644692.663 8948340.922 8988916.003 Pyroglutamic acid 323252.3214 356994.3335 163267.6572 122326.3485 285393.3486 135688.1963 Citraconic acid 1234866.245 1253517.503 1182433.575 602813.8686 608627.5048 601281.215 2-ketohaxanoic acid 24669.36221 38580.00909 25490.65107 34536.2495 23024.43005 29602.63993 oxaloacetate 57709.26043 53723.34565 61765.68164 55993.79895 59128.40179 40254.69619 Hydroxyisocaproic acid 2560.391474 11521.39158 11518.50283 8230.819995 21355.69465 N/A malate 2638589.664 2703844.008 2296593.619 2538585.889 2705118.484 2814673.31 hypoxanthine 15702.81824 33864.99292 41330.52249 125456.6278 217402.9144 175538.1738 anthranilate 70735.75718 48548.65215 45482.48891 50431.65434 26189.62252 59262.38621 p-aminobenzoate 44756.66974 50932.45664 41886.5393 38198.41669 36571.85932 51913.33205 p-hydroxybenzoate 143776.1154 119435.0884 144543.5288 75148.32467 108258.3242 128869.0789 acetylphosphate 243726.8957 357450.3267 246984.0989 242555.5219 275515.5883 257604.1883 Carbamoyl phosphate 4297741.392 4819340.23 4063875.633 3312768.621 3439089.463 3382752.981 a-ketoglutarate 1149702.078 1178171.385 1107311.339 1745024.683 1740907.913 1829147.496 Phenylpropiolic acid 233249.891 259355.9691 271832.6569 134889.8295 135743.4095 147909.7137 2-oxo-4-methylthiobutanoate 9864.25067 N/A 4102.2198 4937.161177 4109.763706 4110.733063 2-Hydroxy-2-methylbutanedioic acid 226070.5768 190272.2265 227456.7258 138418.0494 142210.5249 187546.2178 3-methylphenylacetic acid 24492.4277 14048.43871 33768.00404 23138.5874 18125.54062 19620.33704 xanthine 476949.6284 464798.0723 521157.1897 180273.8791 467992.1605 194142.7168 Hydroxyphenylacetic acid 16420.97988 17064.73522 35083.63141 19775.40525 21422.58931 21296.29832 2,3-dihydroxybenzoic acid 161155.7551 193367.383 202817.6143 227381.8027 145047.3796 167672.7842 orotate 367500.3571 353267.5135 399864.16 177397.0405 163357.2198 157561.3061 dihydroorotate 489413.5291 538801.3317 596641.5688 462521.2399 521781.4441 475426.9616 allantoin 69902.71411 119249.1369 94576.5088 86344.84353 108558.4117 117606.5901 Aminoadipic acid 162556.7504 174779.6905 176406.9402 160224.8364 183404.2905 170376.0522 Indole-3-carboxylic acid 164118.274 179846.1587 157872.1702 229536.7011 236719.2393 235130.099 phenylpyruvate N/A N/A N/A N/A N/A N/A Atrolactic acid 13152.84311 19731.08334 18902.38367 17266.50254 7861.001617 5741.117545 Phenyllactic acid 104442.1252 97863.02236 111037.4415 143115.4463 173566.9505 122546.9535 quinolinate 20032.81735 6899.462425 16125.22746 20631.58065 17396.73595 16442.71784 phosphoenolpyruvate 1092244.663 1071033.124 776685.3929 639853.5883 912556.8712 827078.0154 Uric acid 52423.12835 53327.76471 69726.60208 316556.0963 376882.7412 326681.6876 dihydroxy-acetone-phosphate 408032.1967 533389.3319 575032.3013 1067542.827 1197484.923 1074595.968 D-glyceraldehdye-3-phosphate 432219.7243 526006.8107 606211.9438 344729.3903 439494.8761 560057.2225 sn-glycerol-3-phosphate 529774.5252 615881.1632 613524.3023 968332.4413 1159985.519 1031771.691 shikimate N/A N/A 3288.129188 N/A N/A N/A aconitate 262437.9529 258278.1915 270490.6794 85557.64901 88874.8242 94124.23582 allantoate 148909.2864 188369.5814 200728.4553 72367.19838 70723.65571 91286.70669 Ascorbic acid 17264.57142 10564.44654 13975.18856 55881.19581 53449.91097 46066.91073 2-Isopropylmalic acid 193524.2226 230939.0114 225181.5287 150575.6234 186239.3311 206866.4357 N-carbamoyl-L-aspartate-nega 155463.2012 170282.9028 156292.4098 51807.0314 60029.67092 70745.41691 Pyrophosphate 430657.4203 438316.2788 467810.3335 445881.7018 436052.4894 362137.6869 glucono-?-lactone 66600.71534 49212.32394 51917.31107 18921.1704 22211.86916 19735.55067 myo-inositol 195020669.1 197821956.3 171481710 96299233.11 102270466.9 89562924.75 hydroxyphenylpyruvate 2466.787907 N/A N/A N/A N/A N/A homocysteic acid N/A 4112.009273 N/A 4933.353496 N/A N/A 4-Pyridoxic acid 44263.19704 30005.22631 27587.6085 38209.08503 26997.2986 41107.26801 3-phosphoglycerate 2924151.659 2809328.916 2273452.386 2212578.321 2154152.477 2109847.848 Indoleacrylic acid 287395.3676 285169.8313 229871.8063 307460.3584 346289.201 347238.8858 Kynurenic acid 141532.5358 167600.1631 152303.8818 122719.3424 124686.7895 129856.6468 citrate-isocitrate 28611149.4 28374936.7 29660821.5 13285558.72 13352287.51 13714582.28 isocitrate 321962.9393 257994.7962 366326.6797 32996.45859 34543.89923 50963.74103 citrate 6936156.541 6702013.348 7662864.189 3265107.184 3974620.911 4209459.625 2-dehydro-D-gluconate 15646.13211 6578.917414 10687.8727 17266.0956 13157.53982 24665.16471 D-gluconate 486175.7308 458189.4673 463708.0868 106706.3416 116791.3983 119218.3229 D-erythrose-4-phosphate 469861.4541 674361.7849 551660.3984 402409.7069 340611.0825 404278.5295 Xanthurenic acid 244854.1165 241078.9397 183158.7022 290466.0489 245156.0366 268717.3309 lipoate 5754.623296 N/A 2466.842066 9042.819584 12335.88229 11511.82706 D-glucarate 12334.24275 18083.94868 13976.19653 41938.28272 49311.84771 64045.8767 deoxyribose-phosphate 55847.83932 43317.36391 91125.16978 35152.25525 42390.09117 43633.07896 pantothenate 18665052.26 11494158.64 18417846.46 52606872.61 54626362.52 51410906.97 prephenate N/A N/A N/A N/A N/A N/A deoxyuridine N/A 4111.939597 N/A 6576.084436 N/A N/A ribose-phosphate 290118.2588 379894.2351 323611.9695 759873.6105 733660.8981 518878.4231 thymidine N/A N/A N/A 4109.472283 3288.069516 4933.333965 uridine 20530.55676 32887.15324 18910.12425 159460.8368 114169.4215 87766.72597 deoxyinosine 6827.813396 12467.47289 7711.078117 18867.24914 5048.915702 6598.654936 shikimate-3-phosphate 6300.890723 16251.31146 11295.71273 7405.447349 5673.977856 13478.68449 D-glucono-?-lactone-6-phosphate 158010.5093 145739.4702 172903.8857 131461.7821 83966.73265 57167.37786 hexose-phosphate 2157291.021 2938803.64 1961531.366 1669906.898 1544540.361 1886288.327 glucose-1-phosphate 2100292.322 1040473.177 1217723.749 1156314.334 642654.9784 1063122.295 glucose-6-phosphate 862621.4649 855671.9745 707681.8511 507965.9092 446870.5915 453884.8364 fructose-6-phosphate 467540.803 700382.4041 555409.8062 361115.1472 320415.9819 306817.6519 1,3-diphopshateglycerate 90287.73485 185447.6575 88607.5588 34768.98132 71425.21039 26280.9973 2,3-Diphosphoglyceric acid 595951.5731 290897.9818 493110.5963 296974.3981 175872.9835 197003.2242 S-ribosyl-L-homocysteine-nega 17234.68027 25439.35796 34536.98074 11475.55234 42747.59683 37007.09539 inosine 1833211.566 922400.1926 483146.8089 955734.2593 1346618.819 1552614.603 6-phospho-D-gluconate 368746.7968 348035.1894 366953.7552 41206.40682 50985.48443 23797.01573 xanthosine 146275.8731 238541.0277 238267.0495 1249190.609 1439531.101 1264752.145 D-sedoheptulose-1-7-phosphate 425477.9988 610940.6978 589197.2093 580939.9704 455876.4951 538267.437 N-acetyl-glucosamine-1-phosphate 280633.7239 302856.3972 367726.0055 990038.5153 905932.0181 1193482.233 glutathione-nega 27034116.78 31929398.53 33718683.08 30898262.84 30005208.2 31201495.4 dUMP-nega 104344.0427 129165.485 129129.5063 112415.6756 78781.77509 87969.4479 Geranyl-PP 54215.3717 52591.7709 84581.83722 22089.33498 36348.59 48824.70843 O8P-O1P 106998.5829 107050.7807 69447.02537 157184.0412 201864.4753 163402.9251 dTMP-nega 80588.3914 67987.47828 72280.05635 41845.34825 41087.75578 41934.33641 cyclic-AMP 71736.96355 107919.8686 103433.6013 167305.3308 146000.5279 164788.8897 fructose-1,6-bisphosphate 2526835.218 2420922.053 2439395.514 1589302.842 1792381.706 1743241.596 trehalose-sucrose 25161.36126 16296.13674 21726.92051 17277.14039 17351.66784 4109.554718 Cellobiose N/A N/A N/A N/A N/A 2466.638324 orotidine-5-phosphate 6074.309233 8122.285571 8221.466638 11106.8043 7087.413557 8924.980824 SBP 405635.0531 687877.5112 702071.4367 372585.0721 336851.18 379370.0156 trans, trans-farnesyl diphosphate 3344.560442 7397.834835 4169.163673 N/A 3286.181898 2838.841297 S-adenosyl-L-homocysteine-nega 189290.2702 153020.9837 179644.4633 292890.7833 260673.838 267886.1965 dCDP-nega 47380.3665 36319.29236 52718.56768 62034.94527 72365.04065 72364.46084 5-phosphoribosyl-1-pyrophosphate 1545065.124 1444420.937 1163209.553 146091.2857 390277.4761 198318.5277 Deoxycholic acid N/A N/A N/A N/A N/A N/A OBP 19835.04814 18141.92579 22930.89257 33815.33161 34096.46622 43972.85634 dTDP-nega 71325.12404 55943.2795 38323.09879 136562.4832 99726.2135 134644.4862 CDP-nega 274355.9899 325445.2626 280789.3623 561670.1128 636924.6334 432562.0414 UDP-nega 2191802.424 2594939.224 1761138.138 6927677.349 6748895.15 6431545.205 Cholic acid N/A N/A N/A 5784.593645 4109.463241 4101.712372 trehalose-6-Phosphate 308598.1341 259569.5421 180168.6141 144779.2893 146336.7221 148898.6468 Thiamine pyrophosphate 176094.2004 202210.13 201379.7922 968781.4644 985229.3864 1104041.28 adenosine 5-phosphosulfate 64140.71074 75639.5904 48514.91718 235942.3105 210537.1481 220045.6543 ADP-nega 2372121.368 2359806.269 2079584.505 9307076.461 8506080.914 8905644.922 dGDP-nega 2267047.562 2269104.474 2252619.757 8847293.635 8408561.579 8570504.71 IDP-nega 324977.4659 338664.8631 279445.3715 1175727.891 1170600.964 1116494.149 GDP-nega 91286.92767 102798.0251 80292.45888 384706.4737 453171.7391 506289.0109 CDP-ethanolamine 144711.9485 198146.4038 158730.5097 52650.68649 41122.79988 45344.16383 FMN 8224.386975 3310.180978 2466.674978 15649.12879 18912.21043 18109.30193 cholesteryl sulfate 667110.5371 2299435.86 2593805.283 1617754.056 1775020.513 433161.9842 dCTP-nega 175149.8192 150543.1199 206610.2595 161086.4028 185899.0962 166941.7379 dUTP-nega 15594.83066 16471.36061 19731.54383 22178.06371 27885.40827 13036.00842 dTTP-nega 725134.196 1233737.071 750316.964 539820.5115 668822.9571 584241.6333 CTP-nega 7069867.765 7411607.325 5661789.099 3910350.431 3571316.452 3738837.722 UTP-nega 44495922.86 28551428.87 41237096.51 27253663.31 30922297.3 43980263.1 CDP-choline 541904.6405 474232.2294 572674.0788 88834.82641 83070.71904 75665.36199 dATP-nega 285992.7222 337464.79 245138.1166 220505.9169 231165.0861 220539.5056 Taurodeoxycholic acid 7399.952899 6593.996119 10672.80694 N/A 6578.778711 11509.54827 ATP-nega 38609634.71 39085264.98 36293907.53 44191624.18 44065224.38 42898093.66 dGTP 39007491.12 38121841.86 34992297.55 44560571.79 43269982.43 43771165.19 GTP-nega 10721714.13 10494781.71 9618122.519 10324297.81 10527353.83 10867720.6 UDP-D-glucose 20234569.4 20421541.23 20946482.19 16815916.57 17298341.74 19173403.36 UDP-D-glucuronate 3814892.366 3878015.547 3637381.199 7898193.43 7687701.218 8708729.239 ADP-D-glucose 34519.73946 37004.76027 27135.94081 42766.53025 37009.63704 59210.74931 guanosine 5-diphosphate,3-diphosphate 3376308.676 3527169.268 2707593.466 2126926.97 2184068.407 1942002.871 UDP-N-acetyl-glucosamine 9614579.459 12561235.65 11570327.38 30876609.18 32862854.89 31844079.39 glutathione disulfide-nega 26272320.88 29640471.04 20280431.36 14571085.37 17085440.1 17792345.38 NAD+_nega 3716300.392 5322005.352 5016003.18 3400912.948 3602131.648 3993284.395 NADH-nega 92935.66788 106144.9677 98700.62968 47695.68626 73186.55545 51804.91698 dephospho-CoA-nega 9859.983846 10004.94524 3310.165659 12327.66675 N/A N/A cyclic bis(3->5) dimeric GMP N/A N/A N/A N/A N/A N/A NADP+_nega 2195978.675 1719343.33 2736781.717 2510299.919 2914585.671 2986489.825 NADPH-nega 30422.0394 13155.09127 19733.65194 25493.04533 9867.068205 23023.72819 2-hydroxygluterate 2331722.301 2409948.625 2148440.309 1662437.287 1802470.407 1586179.123 2-deoxyglucose-6-phosphate 16374.08788 12319.66415 6175.549589 10840.48647 13574.40995 9058.631422 4-phosphopantothenate 5840.871238 8220.58043 15621.30289 5754.788329 7400.837323 4037.714412 dehydroascorbic acid 17276.07797 10688.27185 9045.48868 19733.96303 10493.74091 10682.93795 3-hydroxybuterate 6576.279545 6106.175785 6690.648271 3938.943155 7209.603376 9441.680868 itaconic acid 513488.5171 466954.1876 447017.4147 255202.9006 231539.8106 240109.8938 glycerol 3-phosphate 947506.9671 1196320.848 1092362.806 1888861.22 1740511.129 1941307.308 sorbitol 60724.40355 61084.50347 41856.15801 29600.75435 28776.48109 27959.37013 gluterate 5750.497516 5877.074135 6578.75351 16442.96715 18091.75022 21376.37031 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name formula PubChem Identifier (KEGG/HMDB) 1,3-diphopshateglycerate C3H8O10P2 C00236 1-Methyladenosine C11H15N5O4 C02494 1-Methyl-Histidine C7H11N3O2 C01152 2,3-dihydroxybenzoic acid C7H6O4 C00196 2,3-Diphosphoglyceric acid C3H8O10P2 C01159 2-Aminooctanoic acid C8H17NO2 HMDB00991 2-dehydro-D-gluconate C6H10O7 C00629 2-deoxyglucose-6-phosphate C6H13O8P C06369 2-Hydroxy-2-methylbutanedioic acid C5H8O5 C02612 2-hydroxygluterate C5H8O5 C02630 2-Isopropylmalic acid C7H12O5 C02504 2-ketohaxanoic acid C6H10O3 HMDB01864 2-keto-isovalerate C5H8O3 C00141 2-oxo-4-methylthiobutanoate C5H8O3S C01180 2-oxobutanoate C4H6O3 C00109 3-methylphenylacetic acid C9H10O2 HMDB02222 3-phosphoglycerate C3H7O7P C00197 3-S-methylthiopropionate C4H8O2S C08276 4-aminobutyrate C4H9NO2 C00334 4-phosphopantothenate C9H18NO8P C03492 4-Pyridoxic acid C8H9NO4 C00847 5-methoxytryptophan C12H14N2O3 HMDB02339 5-methyl-THF C20H25N7O6 C00440 5-phosphoribosyl-1-pyrophosphate C5H13O14P3 C00119 6-phospho-D-gluconate C6H13O10P C00345 7,8-dihydrofolate C19H21N7O6 C00415 7-methylguanosine C11H16N5O5 HMDB01107 acadesine C9H14N4O5 D02742 acetoacetate C4H6O3 C00164 acetoacetyl-CoA-posi C25H40N7O18P3S C00332 Acetylcarnitine DL C9H18NO4 C02571 acetyl-CoA-posi C23H38N7O17P3S C00024 Acetyllysine C8H16N2O3 C02727 acetylphosphate C2H5O5P C00227 aconitate C6H6O6 C00417 adenine C5H5N5 C00147 adenosine C10H13N5O4 C00212 adenosine 5-phosphosulfate C10H14N5O10PS C00224 ADP-D-glucose C16H25N5O15P2 C00498 ADP-nega C10H15N5O10P2 C00008 a-ketoglutarate C5H6O5 C00026 allantoate C4H8N4O4 C00499 allantoin C4H6N4O3 C01551 Aminoadipic acid C6H11NO4 C00956 aminoimidazole carboxamide ribonucleotide C9H15N4O8P C04677 AMP C10H14N5O7P C00020 anthranilate C7H7NO2 C00108 arginine C6H14N4O2 C00062 Ascorbic acid C6H8O6 C00072 asparagine C4H8N2O3 C00152 aspartate C4H7NO4 C00049 ATP-nega C10H16N5O13P3 C00002 Atrolactic acid C9H10O3 HMDB00475 betaine C5H11NO2 C00719 betaine aldehyde C5H12NO C00576 biotin C10H16N2O3S C00120 Carbamoyl phosphate CH4NO5P C00169 carnitine C7H15NO3 C00318 CDP-choline C14H27N4O11P2 C00307 CDP-ethanolamine C11H20N4O11P2 C00570 CDP-nega C9H15N3O11P2 C00112 Cellobiose C12H22O11 C00185 cholesterol  C27H46O C00187 cholesteryl sulfate C27H46O4S HMDB00653 Cholic acid C24H40O5 C00695 choline C5H14NO C00114 Citraconic acid C5H6O4 C02226 citrate C6H8O7 C00158 citrate-isocitrate C6H8O7 C00158 citrulline C6H13N3O3 C00327 CMP C9H14N3O8P C00055 coenzyme A-posi C21H36N7O16P3S C00010 creatine C4H9N3O2 C00300 Creatinine C4H7N3O C00791 CTP-nega C9H16N3O14P3 C00063 cyclic bis(3->5) dimeric GMP C20H24N10O14P2 C16463 cyclic-AMP C10H12N5O6P C00575 cystathionine C7H14N2O4S C02291 cysteine C6H12N2O4S2 C00491 cysteine sulfinate C3H7NO4S  C00606 Cystine C6H12N2O4S2 C00491 cytidine C9H13N3O5 C00475 cytosine C4H5N3O C00380 dAMP C10H14N5O6P C00360 dATP-nega C10H16N5O12P3 C00131 dCDP-nega C9H15N3O10P2 C00705 dCMP C9H14N3O7P C00239 dCTP-nega C9H16N3O13P3 C00458 deoxyadenosine C10H13N5O3 C00559 Deoxycholic acid C26H43NO5 C04483 deoxyguanosine C10H13N5O4 C00330 deoxyinosine C10H12N4O4 C05512 deoxyribose-phosphate C5H11O7P C00673 deoxyuridine C9H12N2O5 C00526 dephospho-CoA-nega C21H35N7O13P2S C00882 D-erythrose-4-phosphate C4H9O7P C00279 dGDP-nega C10H15N5O10P2 C00361 D-glucarate C6H10O8 C00818 D-gluconate C6H12O7 C00257 D-glucono-?-lactone-6-phosphate C6H11O9P C01236 D-glucosamine-1-phosphate C6H14NO8P C00352 D-glucosamine-6-phosphate C6H14NO8P C00352 D-glyceraldehdye-3-phosphate C3H7O6P C00118 dGMP C10H14N5O7P C00362 dGTP C10H16N5O13P3 C00286 dihydroorotate C5H6N2O4 C00337 dihydroxy-acetone-phosphate C3H7O6P C00111 Diiodothyronine C15H13I2NO4 HMDB00582 dimethylglycine C4H9NO2 C01026 DL-Pipecolic acid C6H11NO2 C00408 D-sedoheptulose-1-7-phosphate C7H15O10P C05382 dTDP-nega C10H16N2O11P2 C00363 dTMP C10H15N2O8P C00364 dTTP-nega C10H17N2O14P3 C00459 dUMP-nega C9H13N2O8P C00365 dUTP-nega C9H15N2O14P3 C00460 ethanolamine C2H7NO C00189 FAD C27H33N9O15P2 C00016 Flavone C15H10O2 C15608 FMN C17H21N4O9P C00061 folate C19H19N7O6 C00504 fructose-1,6-bisphosphate C6H14O12P2 C05378 fructose-6-phosphate C6H13O9P C05345 fumarate C4H4O4 C00122 GDP-nega C10H15N5O11P2 C00035 Geranyl-PP C10H20O7P2 C00341 glucono-?-lactone C6H10O6 C00198 glucosamine C6H13NO5 C00329 glucose-1-phosphate C6H13O9P C00103 glucose-6-phosphate C6H13O9P C00668 glutamate C5H9NO4 C00025 glutamine C5H10N2O3 C00064 glutathione C10H17N3O6S C00051 glutathione disulfide-nega C20H32N6O12S2 C00127 glycerate C3H6O4 C00258 glycerol 3-phosphate C3H9O6P C00093 Glycerophosphocholine C8H21NO6P C00670 glycine C2H5NO2 C00037 glycolate C2H4O3 C00160 glyoxylate C2H2O3 C00048 GMP C10H14N5O8P C00144 GTP-nega C10H16N5O13P3 C00044 Guanidoacetic acid C3H7N3O2 C00581 guanine C5H5N5O C00242 guanosine C10H13N5O5 C00387 guanosine 5-diphosphate,3-diphosphate C10H11N5O17P4 C01228 hexose-phosphate C6H13O9P C05345 histidine C6H9N3O2 C00135 histidinol C6H11N3O C00860 HMG-CoA_pos C27H44N7O20P3S C00356                       homocysteic acid C4H9NO5S C16511 homocysteine C4H9NO2S C00155 homoserine C4H9NO3 C00263 Hydroxyisocaproic acid C6H12O3 HMDB00746 Hydroxyphenylacetic acid C8H8O3 C05852 hydroxyphenylpyruvate C9H8O4 C01179 hydroxyproline C5H9NO3 C01157 hypoxanthine C5H4N4O C00262 IDP-nega C10H14N4O11P2 C00104 Imidazoleacetic acid C6H8N2O2 C02835 IMP C10H13N4O8P C00130 indole C8H7N C00463 Indole-3-carboxylic acid C9H7NO2 HMDB03320 Indoleacrylic acid C11H9NO2 HMDB00734 inosine C10H12N4O5 C00294 isocitrate C6H8O7 C00311 itaconic acid C5H6O4 HMDB0002092 Kynurenic acid C10H7NO3 C01717 Kynurenine C10H12N2O3 C00328 lactate C3H6O3 C00186 L-arginino-succinate C10H18N4O6 C03406 leucine-isoleucine C6H13NO2 C00123 lipoate C8H14O2S2 C00725 lysine C6H14N2O2 C00047 malate C4H6O5 C00149 Maleic acid C4H4O4 C01384 malonyl-CoA-posi C24H38N7O19P3S C00083 methionine C5H11NO2S C00073 Methionine sulfoxide C5H11NO3S HMDB02005 Methylcysteine C4H9NO2S HMDB0002108 Methylmalonic acid C4H6O4 C02170 methylnicotinamide C7H9N2O C02918 myo-inositol C6H12O6 C00137 N6-Acetyl-L-lysine C8H16N2O3 C02727 N-acetyl spermidine C9H21N3O C00612 N-acetyl spermine C12H28N4O C02567 N-acetyl-glucosamine C8H15NO6 C00140 N-acetyl-glucosamine-1-phosphate C6H14NO8P C04256 N-acetyl-glutamate C7H11NO5 C00624 N-acetyl-glutamine C7H12N2O4 HMDB06029 N-acetyl-L-aspartic acid C6H9NO5 C01042 N-acetyl-L-ornithine C7H14N2O3 C00437 N-Acetylputrescine C6H14N2O C02714 NAD+_nega C21H27N7O14P2 C00003 NADH C21H29N7O14P2 C00004 NADP+_nega C21H28N7O17P3 C00006 NADPH C21H30N7O17P3 C00005 N-carbamoyl-L-aspartate C5H8N2O5 C00438 Ng,NG-dimethyl-L-arginine C8H18N4O2 C03626 nicotinamide C6H6N2O C00153 nicotinate C6H5NO2 C00253 O-acetyl-L-serine C5H9NO4 C00979 ornithine C5H12N2O2 C00077 orotate C5H4N2O4 C00295 orotidine-5-phosphate C10H13N2O11P C01103 oxaloacetate C4H4O5 C00036 p-aminobenzoate C7H7NO2 C00568 pantothenate C9H17NO5 C00864 phenylalanine C9H11NO2 C00079 Phenyllactic acid C9H10O3 C01479 Phenylpropiolic acid C9H6O2 HMDB00563 phenylpyruvate C9H8O3 C00166 phosphoenolpyruvate C3H5O6P C00074 Phosphorylcholine C5H15NO4P C00588 p-hydroxybenzoate C7H6O3 C00156 prephenate C10H10O6 C00254 proline C5H9NO2 C00148 propionyl-CoA-posi C24H40N7O17P3S C00100 purine C5H4N4 C00465 putrescine C4H12N2 C00134 Pyridoxamine C8H12N2O2 C00534 pyridoxine C8H11NO3 C00314 Pyroglutamic acid C5H7NO3 C01879 Pyrophosphate P2H4O7 C00013 pyruvate C3H4O3 C00022 quinolinate C7H5NO4 C03722 retinoic acid C20H28O2 C00777 riboflavin C17H20N4O6 C00255 ribose-phosphate C5H11O8P C00117 S-adenosyl-L-homocysteine-nega C14H20N6O5S C00021 S-adenosyl-L-methioninamine C14H23N6O3S C01137 S-adenosyl-L-methionine C15H22N6O5S C00019 sarcosine C3H7NO2 C00213                       SBP C7H16O13P2 C00447                       serine C3H7NO3 C00065 shikimate C7H10O5 C00493 shikimate-3-phosphate C7H11O8P C03175 S-methyl-5-thioadenosine C11H15N5O3S C00170 sn-glycerol-3-phosphate C3H9O6P C00093 spermidine C7H19N3 C00315 spermine C10H26N4 C00750 S-ribosyl-L-homocysteine-nega C9H17NO6S C03539 succinate C4H6O4 C00042 succinyl-CoA-posi C25H40N7O19P3S C00091 taurine C2H7NO3S C00245 Taurodeoxycholic acid C26H45NO6S C05463 thiamine C12H16N4OS C00378 Thiamine pyrophosphate C12H19N4O7P2S C00068 thiamine-phosphate C12H17N4O4PS C01081 threonine C4H9NO3 C00188 thymidine C10H14N2O5 C00214 thymine C5H6N2O2 C00178 trans, trans-farnesyl diphosphate C15H28O7P2 C00448 trehalose-6-Phosphate C12H23O14P C00689 trehalose-sucrose C12H22O11 C00089 tryptophan C11H12N2O2 C00078 tyrosine C9H11NO3 C00082 UDP-D-glucose C15H24N2O17P2 C00029 UDP-D-glucuronate C15H22N2O18P2 C00167 UDP-N-acetyl-glucosamine C17H27N3O17P2 C00043 UDP-nega C9H14N2O12P2 C00015 Nicotinamide ribotide C11H15N2O8P C00455 UMP C9H13N2O9P C00105 uracil C4H4N2O2 C00106 Urea CH4N2O C00086 Uric acid C5H4N4O3 C00366 uridine C9H12N2O6 C00299 UTP-nega C9H15N2O15P3 C00075 valine C5H11NO2 C00183 xanthine C5H4N4O2 C00385 xanthosine C10H12N4O6 C01762 xanthosine-5-phosphate C10H13N4O9P C00655 Xanthurenic acid C10H7NO4 C02470 dephospho-CoA-posi C21H35N7O13P2S C00882 glutathione disulfide-posi C20H32N6O12S2 C00127 NAD+_posi C21H27N7O14P2 C00003 S-ribosyl-L-homocysteine-posi C9H17NO6S C03539 NADP+_posi C21H28N7O17P3 C00006 glutathione-nega C10H17N3O6S C00051 NADH-nega C21H29N7O14P2 C00004 dTMP-nega C10H15N2O8P C00364 N-carbamoyl-L-aspartate-nega C5H8N2O5 C00438 OBP C5H11O8P 3-phospho-serine C3H8NO6P C01005 arginosuccinic acid C10H18N4O6 C03406 S-adenosyl-L-homoCysteine-posi C14H20N6O5S C00021 3-hydroxybuterate C4H8O3 C01089 Nicotinamide Riboside C11H15N2O5 C03150 NADPH-nega C21H30N7O17P3 C00005 phosphocreatine C4H10N3O5P C02305 Adenylosuccinate N-acetyl-aspartylglutamic acid mevalonate O8P-O1P C5H11O8P dehydroascorbic acid sorbitol C6H14O6 C00794 gluterate alanine C3H7NO2 C00041 N-acetyl-L-alanine C5H9NO3 C01073 METABOLITES_END #END