#METABOLOMICS WORKBENCH juliehaines_20240918_071021 DATATRACK_ID:5205 STUDY_ID:ST003490 ANALYSIS_ID:AN005730 PROJECT_ID:PR002140 VERSION 1 CREATED_ON September 18, 2024, 7:19 pm #PROJECT PR:PROJECT_TITLE Blocking tryptophan catabolism reduces triple-negative breast cancer invasive PR:PROJECT_TITLE capacity PR:PROJECT_SUMMARY Anchorage-independent triple-negative breast cancer (TNBC) cells exhibit PR:PROJECT_SUMMARY elevated levels of the tryptophan (TRP) catabolizing enzyme tryptophan PR:PROJECT_SUMMARY 2,3-dioxygenase 2 (TDO2) compared to the same cells grown in two-dimensional PR:PROJECT_SUMMARY culture. Tracing of 13C11-TRP demonstrated that anchorage-independent culture PR:PROJECT_SUMMARY and/or inflammatory cytokines that activate nuclear factor PR:PROJECT_SUMMARY kappa-light-chain-enhancer of activated B (NFκB) increase TRP catabolism and PR:PROJECT_SUMMARY production of downstream catabolites such as kynurenine (KYN), which activate PR:PROJECT_SUMMARY the aryl hydrocarbon receptor (AhR). TDO2 expression is heterogeneous within PR:PROJECT_SUMMARY TNBC cell lines. To determine the function of TDO2, both pharmacologic PR:PROJECT_SUMMARY inhibition and genetic manipulation were conducted. TDO2 knockdown revealed a PR:PROJECT_SUMMARY compensatory increase in indoleamine 2,3-dioxygenase 1 (IDO1), a non-homologous PR:PROJECT_SUMMARY TRP catabolizing enzyme, indicating that dual inhibition of these two enzymes is PR:PROJECT_SUMMARY necessary to reliably block TRP catabolism. Thus, we tested a newly developed PR:PROJECT_SUMMARY TDO2/IDO1 dual inhibitor, AT-0174, and found that it effectively inhibits TNBC PR:PROJECT_SUMMARY TRP catabolism. Furthermore, AT-0174 treatment or AhR inhibitor significantly PR:PROJECT_SUMMARY decreased TNBC anchorage-independent survival, invasive capacity, and expression PR:PROJECT_SUMMARY of mesenchymal genes and protein, while exogenous KYN increased invasion through PR:PROJECT_SUMMARY AhR-mediated ZEB1 expression. Thus, dual inhibition of TDO2/IDO1 may prove PR:PROJECT_SUMMARY efficacious against TNBC progression. PR:INSTITUTE University of Colorado Anschutz Medical Campus PR:LABORATORY Lab of Angelo D'Alessandro in collaboration with lab of Jennifer Richer PR:LAST_NAME Haines PR:FIRST_NAME Julie PR:ADDRESS 12801 E 17th Ave, Room 1303, Aurora, Colorado, 80045, USA PR:EMAIL julie.haines@cuanschutz.edu PR:PHONE 3037243339 #STUDY ST:STUDY_TITLE Metabolomics of conditioned media from TNBC cell line MDA-MB-453 +/- TDO2/IDO1 ST:STUDY_TITLE dual inhibition ST:STUDY_SUMMARY TNBC cell line MDA-MB-453 was cultured in attached or suspension conditions with ST:STUDY_SUMMARY or without TDO2/IDO1 dual inhibitor AT-0174 for 48 hours. ST:INSTITUTE University of Colorado Anschutz Medical Campus ST:LAST_NAME Haines ST:FIRST_NAME Julie ST:ADDRESS 12801 E 17th Ave, Room 1303, Aurora, Colorado, 80045, USA ST:EMAIL julie.haines@cuanschutz.edu ST:PHONE 3037243339 #SUBJECT SU:SUBJECT_TYPE Cultured cells SU:SUBJECT_SPECIES Homo sapiens SU:GENDER Female #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 - MAD-48-1M factor:attached | treatment:DMSO | Sample source:Culture media RAW_FILE_NAME=MR09-91 SUBJECT_SAMPLE_FACTORS - MAD-48-2M factor:attached | treatment:DMSO | Sample source:Culture media RAW_FILE_NAME=MR09-92 SUBJECT_SAMPLE_FACTORS - MAD-48-3M factor:attached | treatment:DMSO | Sample source:Culture media RAW_FILE_NAME=MR09-93 SUBJECT_SAMPLE_FACTORS - MAA1-48-1M factor:attached | treatment:1 uM AT0174 | Sample source:Culture media RAW_FILE_NAME=MR09-94 SUBJECT_SAMPLE_FACTORS - MAA1-48-2M factor:attached | treatment:1 uM AT0174 | Sample source:Culture media RAW_FILE_NAME=MR09-95 SUBJECT_SAMPLE_FACTORS - MAA1-48-3M factor:attached | treatment:1 uM AT0174 | Sample source:Culture media RAW_FILE_NAME=MR09-96 SUBJECT_SAMPLE_FACTORS - MAA10-48-1M factor:attached | treatment:10 uM AT0174 | Sample source:Culture media RAW_FILE_NAME=MR09-97 SUBJECT_SAMPLE_FACTORS - MAA10-48-2M factor:attached | treatment:10 uM AT0174 | Sample source:Culture media RAW_FILE_NAME=MR09-98 SUBJECT_SAMPLE_FACTORS - MAA10-48-3M factor:attached | treatment:10 uM AT0174 | Sample source:Culture media RAW_FILE_NAME=MR09-99 SUBJECT_SAMPLE_FACTORS - MSD-48-1M factor:suspension | treatment:DMSO | Sample source:Culture media RAW_FILE_NAME=MR09-103 SUBJECT_SAMPLE_FACTORS - MSD-48-2M factor:suspension | treatment:DMSO | Sample source:Culture media RAW_FILE_NAME=MR09-104 SUBJECT_SAMPLE_FACTORS - MSD-48-3M factor:suspension | treatment:DMSO | Sample source:Culture media RAW_FILE_NAME=MR09-105 SUBJECT_SAMPLE_FACTORS - MSA1-48-1M factor:suspension | treatment:1 uM AT0174 | Sample source:Culture media RAW_FILE_NAME=MR09-106 SUBJECT_SAMPLE_FACTORS - MSA1-48-2M factor:suspension | treatment:1 uM AT0174 | Sample source:Culture media RAW_FILE_NAME=MR09-107 SUBJECT_SAMPLE_FACTORS - MSA1-48-3M factor:suspension | treatment:1 uM AT0174 | Sample source:Culture media RAW_FILE_NAME=MR09-108 SUBJECT_SAMPLE_FACTORS - MSA10-48-1M factor:suspension | treatment:10 uM AT0174 | Sample source:Culture media RAW_FILE_NAME=MR09-109 SUBJECT_SAMPLE_FACTORS - MSA10-48-2M factor:suspension | treatment:10 uM AT0174 | Sample source:Culture media RAW_FILE_NAME=MR09-110 SUBJECT_SAMPLE_FACTORS - MSA10-48-3M factor:suspension | treatment:10 uM AT0174 | Sample source:Culture media RAW_FILE_NAME=MR09-111 #COLLECTION CO:COLLECTION_SUMMARY At the end of the experimental timecourse, the media were harvested and CO:COLLECTION_SUMMARY centrifuged at 1500 rpm, 4 ℃. The supernatants were collected and frozen at CO:COLLECTION_SUMMARY -80℃ prior to metabolomics analysis. CO:SAMPLE_TYPE Culture Media #TREATMENT TR:TREATMENT_SUMMARY TNBC cell line MDA-MB-453 was first cultured for 24 hours then treated with DMSO TR:TREATMENT_SUMMARY (control), 1 µM AT-0174 and 10 µM AT-0174 for 48 hours. Culture media was not TR:TREATMENT_SUMMARY changed during the duration of the experiments. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY Media aliquots were thawed then metabolites were extracted from a 10 uL aliquot SP:SAMPLEPREP_SUMMARY using 240 uL of ice cold 5:3:2 methanol:acetonitrile:water (v/v/v). Vigorous SP:SAMPLEPREP_SUMMARY vortexing at 4 degrees C was carried out for 30 min then followed by SP:SAMPLEPREP_SUMMARY centrifugation for 10 min at 18,000 g. Aliquots of supernatant (50 uL) were SP:SAMPLEPREP_SUMMARY dried using a speedvac then reconstituted in an equivalent volume of 0.1% formic SP:SAMPLEPREP_SUMMARY acid. Samples were maintained at 4°C until analysis that same day. SP:PROCESSING_STORAGE_CONDITIONS 4℃ SP:EXTRACT_STORAGE -80℃ #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY Positive C18 CH:CHROMATOGRAPHY_TYPE Reversed phase CH:INSTRUMENT_NAME Thermo Vanquish CH:COLUMN_NAME Phenomenex Kinetex C18 (150 x 2.1mm,1.7um) CH:SOLVENT_A 100% water; 0.1% formic acid CH:SOLVENT_B 100% acetonitrile; 0.1% formic acid CH:FLOW_GRADIENT 0-0.5 min 5% B, 0.5-1.1 min 5-95% B, 1.1-2.75 min hold at 95% B, 2.75-3 min CH:FLOW_GRADIENT 95-5% B, 3-5 min hold at 5% B CH:FLOW_RATE 450 uL/min CH:COLUMN_TEMPERATURE 45 CH:SAMPLE_INJECTION 6 uL #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Q Exactive Orbitrap MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE ESI MS:ION_MODE POSITIVE MS:MS_COMMENTS Resolution 70,000, scan range 65-900 m/z, maximum injection time 200 ms, MS:MS_COMMENTS microscans 2, automatic gain control (AGC) 3 x 10^6 ions, source voltage 4.0 kV, MS:MS_COMMENTS capillary temperature 320 C, and sheath gas 45, auxiliary gas 15, and sweep gas MS:MS_COMMENTS 0 (all nitrogen). Data converted to mzXML using RawConverter. Metabolites were MS:MS_COMMENTS annotated and integrated using Maven in conjunction with the KEGG database. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS peak area MS_METABOLITE_DATA_START Samples MAD-48-1M MAD-48-2M MAD-48-3M MAA1-48-1M MAA1-48-2M MAA1-48-3M MAA10-48-1M MAA10-48-2M MAA10-48-3M MSD-48-1M MSD-48-2M MSD-48-3M MSA1-48-1M MSA1-48-2M MSA1-48-3M MSA10-48-1M MSA10-48-2M MSA10-48-3M Factors factor:attached | treatment:DMSO | Sample source:Culture media factor:attached | treatment:DMSO | Sample source:Culture media factor:attached | treatment:DMSO | Sample source:Culture media factor:attached | treatment:1 uM AT0174 | Sample source:Culture media factor:attached | treatment:1 uM AT0174 | Sample source:Culture media factor:attached | treatment:1 uM AT0174 | Sample source:Culture media factor:attached | treatment:10 uM AT0174 | Sample source:Culture media factor:attached | treatment:10 uM AT0174 | Sample source:Culture media factor:attached | treatment:10 uM AT0174 | Sample source:Culture media factor:suspension | treatment:DMSO | Sample source:Culture media factor:suspension | treatment:DMSO | Sample source:Culture media factor:suspension | treatment:DMSO | Sample source:Culture media factor:suspension | treatment:1 uM AT0174 | Sample source:Culture media factor:suspension | treatment:1 uM AT0174 | Sample source:Culture media factor:suspension | treatment:1 uM AT0174 | Sample source:Culture media factor:suspension | treatment:10 uM AT0174 | Sample source:Culture media factor:suspension | treatment:10 uM AT0174 | Sample source:Culture media factor:suspension | treatment:10 uM AT0174 | Sample source:Culture media L-alanine 2138786 1846016 1726300 2488126 2133600 1529265 1324954 1728648 1838780 1749614 1851227 1679459 1897484 1166188 1975740 1818374 1707468 1410502 L-arginine 27739660 30999080 29228770 29240020 28801290 27298560 33501330 27935000 30838740 30601190 25025560 27705910 26657390 21640830 27561790 28750940 27277290 26878430 L-asparagine 1571997 1812331 1700447 1765877 1829422 1679628 1631212 1919050 1766577 1650904 1402402 1541443 1643511 668416 1693855 1594622 1592092 1263370 L-aspartate 434230 288920 242499 550208 355756 216374 269537 294389 288332 280636 264613 244635 250347 119791 290298 232654 225500 249909 L-cysteine 2209776 2159483 2567154 2743881 2538243 2872136 2326642 2335060 2192798 2272784 2118766 2126504 2155758 2196974 2118418 2357685 2474961 2163938 L-glutamate 968493 843867 769257 899574 848799 660563 750072 763526 795476 863554 776395 820030 803582 447986 784853 843605 746026 755864 L-glutamine 24241660 24266580 20747400 21614640 22998020 15834640 21108420 21656100 23098890 22244130 17211360 17681830 22684930 9144564 18962640 22329040 19190580 20567190 L-histidine 3729126 3373739 3376754 3241824 3341297 2968348 3039022 3386336 3139208 3160890 2920052 3115735 3463858 2968849 3050555 2834104 2553968 3169594 L-leucine/L-isoleucine 274627700 224379100 230540500 220949700 230642400 189630900 253728900 233714900 275740800 246906400 193586300 250242000 203126000 223572100 277464200 272213100 239315400 202295100 L-lysine 10026110 11181600 9178455 8571280 10200300 8731679 10118330 8279564 10106960 9594277 6743280 8967046 9452440 9338047 8879857 9429941 9363497 8459780 L-methionine 48693940 34517720 47902020 47119320 46390560 28928490 41782830 33894160 37056260 42540120 33479910 43858740 38843010 40393400 50233660 41637860 35644750 36258640 L-phenylalanine 119627000 111756000 92304980 96651690 107906100 78776220 112861900 96882900 114346600 115122200 92833480 115873900 115189300 97485530 114765800 99791690 96877610 91894500 L-proline 14813070 12360050 12379200 12545760 12821730 10417940 12295580 13746060 13591850 12026860 9405175 11423670 13212240 8136604 11311910 12522520 10429890 11687920 L-serine 1266965 991153 887109 1676644 1091304 751058 857380 915725 952152 827377 948477 753149 908498 447062 1038308 808720 851809 837100 L-threonine 5657208 5330400 4977552 5588762 5430074 4547345 4906502 4945881 5366526 5103482 4529502 4361844 5108368 2459700 5180866 4704175 4796590 4498832 L-tryptophan 14805640 5623722 6667350 14838250 12090000 5756242 8080580 7834744 9390776 6974322 5759576 5691424 9539337 6733944 11175300 9044008 7729328 6713536 L-tyrosine 91110470 88972490 75322580 88409880 71199050 67325480 62735510 61716770 83099610 83518060 70575920 91916440 62883400 71202350 97147650 79231100 79316290 90228280 L-valine 26008500 31371990 24627350 24625130 26942620 25946190 26726750 26342580 31517570 26571450 24502560 28020310 24501510 25979130 26332210 26650110 26685420 31341740 L-cystine 815947 658710 695481 735868 672595 607610 755428 754473 711482 691179 621631 652345 643669 406556 763466 705116 591126 680932 dAMP 67440 71631 49004 66551 73484 54496 64890 72301 61771 70596 48763 75967 57546 69471 62343 69786 76471 63890 Adenosine 12377 120766 6109 28855 27052 22058 17766 7754 12902 9725 43261 24997 29001 20834 22915 19626 12273 41801 Adenine 13273 48464 23139 53014 41003 33473 18972 16911 14466 34584 17761 11010 20846 35332 0 15889 35761 13170 Guanine 1881222 1366870 1738973 1811038 1733561 1185907 1455364 910795 0 1465004 1323864 1548002 1135368 1533395 1915750 1255500 1267627 1490499 Thymidine 4843 13993 9636 17894 16181 13940 7085 8270 4175 57531 26656 25748 15607 17022 40685 16735 10558 27356 Thymine 74003 46472 37276 59990 52395 44725 55624 45760 55764 72827 38789 54552 46203 36836 66022 55066 66416 48880 UMP 124825 56597 44241 105870 73614 56008 49110 55233 87165 134055 75389 89589 73092 74772 77086 67553 48353 99979 Uracil 133600 91392 88153 100487 92201 86801 60417 66731 62152 90888 40757 119367 42112 85918 88134 89199 76362 78831 ITP 31221 15302 36151 29712 28980 27961 52789 15029 28337 37691 20396 50095 30948 12830 30192 47304 37593 28122 Hypoxanthine 17442990 12979430 16345980 14290780 15116520 11912900 13728880 10566030 11578620 12523920 9389945 12000870 13570130 11951760 14780960 13814520 10794610 14419350 Xanthine 1663410 645079 683179 934164 628768 648192 600461 680272 678435 803051 648208 728336 654561 627053 996938 706537 718200 623773 Allantoate 557474 381259 405230 523917 471178 313970 429300 410477 360003 373446 330505 361462 415519 298994 419804 381076 353292 328499 (S)(+)-Allantoin 43709 38039 41894 0 21113 0 46881 38311 47170 28831 32372 0 43401 28241 45630 38517 32308 46672 5-Hydroxyisourate 236655 227572 226751 196361 216825 179611 264493 200517 272858 236882 155683 237933 230843 201446 218330 252264 182893 218085 2',3'-Cyclic CMP 62962 78020 73642 80422 53824 67609 12350 68762 83897 78262 78688 59027 53979 60435 76115 57887 54697 63348 Pyridoxal 494488 324165 335299 239210 386836 238445 298003 420352 287600 405609 324132 415770 408253 253645 405332 352789 257988 240437 Nicotinamide 8566099 3546415 2277981 19839060 7197856 1014399 1864720 4036689 1876507 2188250 5084612 2990290 2087460 1950620 6268290 1980864 1577103 3265158 D-Fructose 1-6-bisphosphate 336716 304570 373966 295855 414936 337973 356474 342466 346737 353512 323902 329998 317588 332552 321251 318131 345278 316500 gamma-Glutamyl-Se-methylselenocysteine 176313 124992 99838 176788 150006 102536 126597 122807 128548 123750 102777 134717 153108 109582 124999 118067 111827 120858 3-Phosphonooxypyruvate 10530400 15174290 16401690 16424010 13654060 17395120 10698420 10012250 18274830 12975830 14941800 16991330 10084380 15615950 12368520 13168610 12306220 10390720 Folate 2099933 1733569 1910557 1440377 1990617 1095019 1723811 1520288 1891163 1495393 1436642 1494845 1772677 1609417 1714416 2211224 1534538 1546492 Ornithine 1925326 1451808 1128342 1688517 1704663 1085465 1224275 1103973 1101229 1186750 842749 1099688 1143393 1025348 1414734 961731 1264555 1058989 Creatine 387183 457883 294733 369166 363340 204544 374875 480195 439026 265073 260437 300497 535916 239083 312757 320094 348444 351666 Creatinine 190027 128238 118674 164723 151025 72645 806916 124133 130429 135721 111697 107389 153611 92279 125636 126541 122915 134539 4-Acetamidobutanoate 57927 55071 58030 49245 49956 45654 63730 52804 53276 56792 64742 53413 49485 62511 52563 57677 58674 46657 trans-4-Hydroxy-L-proline 17732 7538 19515 22373 16156 13962 17804 7276 14544 7836 18986 6101 16560 16607 23255 8738 17636 16591 Pantothenol 3465550 2808375 2931999 2738028 3262688 2627590 3470262 2581011 4056856 3809698 3267092 3195529 2979526 2998791 3399924 3646581 3172571 3227217 Pantetheine 386700 359285 311674 295240 514138 324247 385093 415265 527190 351521 419004 509979 520961 407801 468719 388005 296131 373159 D-4--Phosphopantothenate 65301 56502 76959 82886 61206 62619 95967 84373 94838 61219 37327 27969 80026 80304 65451 69668 93426 76938 L-Methionine S-oxide 494488 324165 335299 239210 386836 238445 298003 420352 287600 405609 324132 415770 408253 253645 405332 352789 257988 240437 5-Hydroxyindoleacetate 263377 219024 193201 129779 153658 113511 126181 101518 133652 237832 253820 334525 211046 125873 216675 143697 98382 118634 3-methyldioxyindole 72408 42311 43808 45272 50210 22997 37378 48516 53082 37552 40622 41733 28047 16600 63305 59440 42047 78716 Indole-3-acetate 18157 18812 12784 4902 5451 4445 10247 6807 8689 4716 9322 6992 12486 5566 14874 6095 8346 7204 Indolepyruvate 2126229 1814013 1800095 1904326 1912107 1514392 2009871 1987353 2111814 1670883 1464610 2113668 2024598 1691381 2059466 1948901 1808940 1999350 kynurenine 615196 636980 533614 348471 411560 349591 390663 269359 366204 610945 697585 768626 518924 386883 514136 357423 301129 315174 N-formyl kynurenine 46944 53071 53444 27556 30284 32696 24743 23875 27097 56637 63711 77943 41581 35024 43877 32519 23218 28321 Anthranilate 252856 218853 227051 212228 196005 149787 196011 220657 245263 239862 130805 193780 206439 166081 188476 198474 185100 170160 Picolinic acid 1467601 2011786 1603645 1473636 1842238 1423074 1062946 1726920 1663741 1647607 1409868 1472689 1733712 1529262 1707466 1304911 1362113 1454124 g-Oxalo-crotonate 1796776 2030379 2044315 1491540 1885515 1402569 2297860 1656288 2451704 1564078 1635744 1491961 2431850 1085996 2176583 1741126 1646549 1792754 8-Methoxykynurenate 29561 49823 28165 43538 16776 25259 20934 30051 16821 43108 22840 29125 22268 21649 28419 28945 38504 6027 L-Adrenaline 43350 34736 43139 35858 36256 34351 45250 34081 43553 49134 39759 46195 41276 46370 43588 37791 34471 43853 N-Methylethanolamine phosphate 48855 78299 43219 73769 59720 33184 48176 53428 69066 41633 36958 65977 50230 76596 63299 48800 50154 42907 acyl-C2 (acetyl-carnitine) 206390 144651 210907 143195 270649 148903 144770 100261 219449 204918 178647 243271 304707 130650 249297 175738 173037 194093 acyl-C3 (propionyl-carnitine) 60536 54098 34238 53022 50979 42336 61247 37821 54355 45551 42822 56106 46290 30965 63317 45973 83943 51240 acyl-C4 (butanoyl-l-carnitine) 69243 54071 52755 51056 64113 49114 73151 55918 77930 66143 61802 63197 71027 40547 73918 55658 55583 69107 acyl-C5 (isovalerylcarnitine) 194182 101715 77596 98092 110148 64724 96006 78110 63891 89274 70020 100283 67923 79433 97907 90226 90024 75058 acyl-C6 (hexanoyl-l-carnitine) 59501 66098 37680 57628 40509 40278 39005 42070 45446 39341 91559 78780 44039 42251 57903 66831 70196 56485 acyl-C8 (L-octanoylcarnitine 80078 78502 49796 73252 55974 48462 60883 61877 59274 63466 59794 75471 69591 66234 92418 70735 77237 61285 acyl-C8:1 (octenoyl-l-carnitine) 51176 46173 43101 46737 39328 46021 45193 37021 48086 41026 46294 46217 38626 50205 43874 44236 31920 49496 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name KEGG ID m/z RT L-alanine C00041 90.0547 0.680 L-arginine C00062 175.1188 0.650 L-asparagine C00152 133.0599 0.663 L-aspartate C00049 134.0448 0.672 L-cysteine C00097 120.8652 0.570 L-glutamate C00025 148.0604 0.671 L-glutamine C00064 147.0762 0.676 L-histidine C00135 156.0767 0.614 L-leucine/L-isoleucine C00123 132.1016 1.026 L-lysine C00047 147.1125 0.591 L-methionine C00073 150.0578 0.900 L-phenylalanine C00079 166.0859 1.406 L-proline C00148 116.0703 0.684 L-serine C00065 106.0498 0.668 L-threonine C00188 120.0654 0.670 L-tryptophan C00078 205.0969 1.727 L-tyrosine C00082 182.0808 0.952 L-valine C00183 118.0859 0.859 L-cystine C00491 241.0305 0.684 dAMP C00360 332.0798 0.673 Adenosine C00212 268.1031 0.939 Adenine C00147 136.0615 0.878 Guanine C00242 152.0546 0.895 Thymidine C00214 240.6179 1.830 Thymine C00178 127.0498 1.080 UMP C00105 321.4656 0.915 Uracil C00106 113.0342 0.914 ITP C00081 508.9948 0.681 Hypoxanthine C00262 137.0456 0.894 Xanthine C00385 153.0404 0.916 Allantoate C00499 177.0607 0.635 (S)(+)-Allantoin C02350 159.0543 1.626 5-Hydroxyisourate C11821 185.0319 0.680 2',3'-Cyclic CMP C02354 306.0487 0.704 Pyridoxal C00250 166.0525 0.906 Nicotinamide C00153 121.0393 0.908 D-Fructose 1-6-bisphosphate C00354 341.0023 0.646 gamma-Glutamyl-Se-methylselenocysteine C05695 313.0348 0.631 3-Phosphonooxypyruvate C03232 184.9852 3.805 Folate C00504 442.1453 1.720 Ornithine C01602 133.0970 0.593 Creatine C00300 132.0765 0.687 Creatinine C00791 114.0661 0.685 4-Acetamidobutanoate C02946 146.0810 1.174 trans-4-Hydroxy-L-proline C01157 132.0654 0.749 Pantothenol C00864 220.1172 1.632 Pantetheine C00831 279.1333 1.696 D-4--Phosphopantothenate C03492 300.0858 1.730 L-Methionine S-oxide C02989 166.0527 0.898 5-Hydroxyindoleacetate C05635 192.0647 1.409 3-methyldioxyindole C05834 164.0703 0.935 Indole-3-acetate C00954 176.0706 1.834 Indolepyruvate C00331 204.0625 0.944 kynurenine C00328 209.0916 1.410 N-formyl kynurenine C02700 237.0860 1.472 Anthranilate C00108 138.0529 0.677 Picolinic acid C10164 124.0408 0.575 g-Oxalo-crotonate C03453 159.0292 0.891 8-Methoxykynurenate C05830 220.0617 1.823 L-Adrenaline C00788 184.0965 1.635 N-Methylethanolamine phosphate C01210 156.0420 0.665 acyl-C2 (acetyl-carnitine) C02571 204.1226 0.892 acyl-C3 (propionyl-carnitine) C03017 218.1382 1.080 acyl-C4 (butanoyl-l-carnitine) C02862 232.1539 1.741 acyl-C5 (isovalerylcarnitine) C20826 246.1694 1.794 acyl-C6 (hexanoyl-l-carnitine) HMDB00756 260.1850 1.826 acyl-C8 (L-octanoylcarnitine HMDB00791 288.2162 1.873 acyl-C8:1 (octenoyl-l-carnitine) ac111 286.2006 1.919 METABOLITES_END #END