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COC(=O)C1=CO[C@@H](O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)C2=C(COC(C)=O)[C@H](O)C[C@H]12 2356664278 ORQJUPOBILPJRX-UHNLEFKJSA-N 446.405 -2.543 0 1 IAAF O=C1c2c(O)cccc2[C@@](O)([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)c2cc(CO)cc(O)c21 34405709 WRQPROLXESIJKE-YHFJPUIQSA-N 434.397 -1.787 0 1 IAAF CC(C)(O)[C@H]1[C@@H]2OC(=O)[C@H]1[C@H]1CC[C@H](CO[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@]1(C)[C@H]2O 95910411 QYQKFNGMKVSCEB-UDWSYIRASA-N 446.493 -1.861 0 1 IAAF biogenic,in-vitro C[C@@H]1C(=O)O[C@H]2[C@H](O)[C@]34[C@@H]5OC(=O)[C@@]3(O[C@@H]3OC(=O)[C@H](O)[C@@]34[C@@H](C(C)(C)C)[C@H]5F)[C@@]12O 169332741 NKHCTSYWTBHOAK-WIHPLYMDSA-N 442.392 -1.422 0 1 IAAF C[C@H](NC(=O)[C@H](O)CO)C(=O)NC(=CC(N)=O)C(=O)N[C@H]1CN(S(=O)(=O)O)C1=O 2356702787 TXLOYBYUSQMOIL-APQOSEDMSA-N 437.387 -5.541 0 1 IAAF COc1cc(C=CC(=O)OC[C@H](O)CO[C@H]2O[C@H](C(=O)O)[C@H](O)[C@@H](O)[C@@H]2O)ccc1O 2356764539 OXRPUBQOXZHCQX-IAIDBHBQSA-N 444.389 -1.773 0 1 IAAF 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439.417 -2.432 0 1 IAAF C[C@H](N=c1nc(O)c2ncn([C@@H]3O[C@H](COP(=O)(O)O)[C@H](O)[C@@H]3O)c2[nH]1)C(=O)O 2356485360 DDEZXIHXDPBDLB-RRRPKGDPSA-N 435.286 -2.433 0 1 IAAF CC1(C(=O)O)OCC(OC(=O)NCCNC(=O)OC2COC(C)(C(=O)O)OC2)CO1 16051760 HAVIIPIIAVTNFO-UHFFFAOYSA-N 436.370 -1.129 0 1 IAAF in-vitro CC(=O)N[C@@H](CCC(N)=O)C(=O)NCCCCCCO[C@H]1O[C@@H](C)[C@@H](O)[C@H](O)[C@@H]1O 29562527 OUYWIJAUYWNXCO-RFFZSNNISA-N 433.502 -1.723 0 1 IAAF C[C@H]1O[C@@H](OC[C@H]2O[C@H](OCCc3ccccc3)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@@H]1O 2356567289 OKUGUNDXBGUFPA-NOUBVDCDSA-N 430.450 -2.103 0 1 IAAF CCNC(=O)[C@H]1O[C@H](n2cnc3c(N[C@@H]4C[C@@H]5C[C@@H]4[C@@H]4O[C@H]54)[n+]([O-])cnc32)[C@H](O)[C@@H]1O 169335537 CZYWMEGTZOPTHQ-FKZRSBFLSA-N 432.437 -1.592 0 1 IAAF CN[C@@H]1[C@H](O)CO[C@@H](O[C@H]2[C@@H](O)[C@@H](O[C@@H]3OC(CN)=CC[C@H]3N)[C@H](N)C[C@H]2N)[C@H]1O 255205139 DAKDDLIZULPEFW-IKLMHZBKSA-N 433.506 -4.242 0 1 IAAF NC(=O)[C@@H](O[C@H]1O[C@@H](CO[C@@H]2OC[C@@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O)c1ccccc1 257655796 YEFUVRSZAHTXCA-GRYKWXHASA-N 445.421 -3.507 0 1 IAAF endogenous,in-man CC(=O)OCC1=C[C@@]2(C)OC(=O)C3=CO[C@@H](O[C@H]4O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]4O)[C@@H]1[C@H]32 2356463537 DHWBTJZWWBYHEM-OWXTXFDVSA-N 428.390 -1.906 0 1 IAAF N[C@@H](CCc1ccccc1)C(=O)N[C@H](C(=O)O)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O 32010886 FWULGZCNSAPFQW-PGOZBHMXSA-N 448.432 -2.315 0 1 IAAF COc1ccc(CO[C@@H]2O[C@H](CO[C@@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)cc1 238740451 HAMXSWWFHJAXOK-OTCFHACESA-N 432.422 -2.523 0 1 IAAF Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O 2356657637 OPKRDZWOEPBNBL-XJCFNFQFSA-N 427.203 -1.746 0 1 IAAF O=C(OC[C@@H]1OC[C@@H](O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H]1O)c1ccccc1 2356785796 XPLUCTLVBMERBE-MYXDEUSRSA-N 430.406 -2.851 0 1 IAAF COc1ccccc1NC(=O)N[C@H]1C=C(C(=O)O)O[C@@H]([C@H](O)[C@H](O)CO)[C@@H]1NC(C)=O 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439.417 -2.432 0 1 IAAF CCCCC[C@H](O)C=CO[C@H]1[C@H](O)[C@@H](O)O[C@H](CO[C@@H]2OC[C@@H](O)[C@H](O)[C@@H]2O)[C@@H]1O 2356542433 QYOHPKUFKYXMJH-QCGIJHPSSA-N 438.470 -2.279 0 1 IAAF CC1=C[C@@H](O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@@H]3O)[C@@H]2O)NC1=O 2356668935 HOAZFNHPVWERBO-SNDFWDJDSA-N 437.398 -4.971 0 1 IAAF COc1cc2nc(N3CCN(C(=O)c4no[n+]([O-])c4C(N)=O)CC3)nc(N)c2cc1OC 13744947 UVRWMAUASFDRIT-UHFFFAOYSA-N 444.408 -1.088 0 1 IAAF O=c1[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)cc1[125I] 101869601 WXFYBFRZROJDLL-XCAQJPMGSA-N 432.080 -1.101 0 1 IAAF CC(C)=CCC[C@](C)(O)[C@H](O)C[C@H](O)C(C)=CCOC[C@H](O)[C@H](O)[C@H](O)[C@H](O)CO 2356316539 VLSUCMAFLHDNRV-DTGNRIQCSA-N 436.542 -1.006 0 1 IAAF COC(=O)C1=CO[C@@H](O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]2C(COC(C)=O)=CC[C@H]12 2356433523 LOXQKSBAJJTUOX-MRLSLEHGSA-N 430.406 -1.658 0 1 IAAF CC(C)=CCC/C(C)=C\CO[C@H]1O[C@@H](CO[C@@H]2O[C@@H](CO)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O 15120466 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C[C@H](N)C(=S)N[C@@H](CC(=O)OCCOCn1cnc2[nH]c(=N)nc(O)c21)C(=O)O 1857637794 IEFCEAGTJLXERE-YUMQZZPRSA-N 427.443 -1.431 0 1 IAAF Cc1ccccc1CO[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O 2356534702 OIUSMKPAIWDWBX-LCXRMCMRSA-N 446.449 -2.864 0 1 IAAF OCC=Cc1ccc(O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O[C@@H]2OC[C@@](O)(CO)[C@@H]2O)cc1 2356865334 WBJJDMZJEKRXAK-ZVSMAOMNSA-N 444.433 -2.664 0 1 IAAF C[C@H]1O[C@H](OC[C@@H]2O[C@@H](OCCc3ccccc3)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O 14651749 OKUGUNDXBGUFPA-IMNKRHKDSA-N 430.450 -2.103 0 1 IAAF endogenous,in-man O=C(O[C@H]1O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]1O)c1ccc([C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@@H]2O)cc1 2356365120 FVKIBVYKSWGGPY-QTEUCSAVSA-N 446.405 -3.842 0 1 IAAF CC(=O)NCCSC[S@](=O)C[C@H](CO)NC(=O)/C=C/c1c(C)[nH]c(=O)[nH]c1=O 29569936 NOOIGJBGHZXDEC-GFMKHMIJSA-N 432.524 -1.563 0 1 IAAF 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CC(=O)c1c(C)cccc1O[C@H]1O[C@H](CO[C@@H]2O[C@@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O 2356401345 ZUHORNOCVFKCRI-UALILYENSA-N 444.433 -2.160 0 1 IAAF C[C@@H]1[C@]2(O)O[C@@]34CC[C@H](C)[C@]3(CC(=O)OC[C@@]14C)[C@H]2O[C@H]1O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]1O 2356427864 PFVITAXHOWJDRY-WSWAYUJQSA-N 444.477 -1.352 0 1 IAAF OCC=Cc1ccc(O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O[C@@H]2OC[C@](O)(CO)[C@H]2O)cc1 2356865331 WBJJDMZJEKRXAK-PEVIDRIHSA-N 444.433 -2.664 0 1 IAAF Oc1ccc(/C=C\CO[C@@H]2O[C@H](CO[C@H]3OC[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)cc1 95914876 YCTDNVHNLSTJIK-ZAEPUDOHSA-N 444.433 -2.315 0 1 IAAF biogenic,in-vitro O=Cc1ccc(O[C@H]2O[C@H](CO[C@@H]3OC[C@](O)(CO)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)c(O)c1 2356585971 HNPKQZLEUUJVIJ-QIBDZQDVSA-N 432.378 -3.152 0 1 IAAF CC(=O)[C@H]1C[C@@H](C(C)(C)O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)CC[C@@]2(CO)OC(=O)C[C@H]12 2356681113 HIJTUHQXWSDVSN-ZWUSMQLHSA-N 446.493 -1.119 0 1 IAAF CC(C)[C@@H]1[C@@H]2C(=O)O[C@H]1C(=O)[C@@]1(C)C(CO[C@H]3O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]3O)=C[C@@H](O)[C@@H]21 2356534454 CDTSTQAKLPDXDZ-DTHPZMGASA-N 442.461 -1.877 0 1 IAAF CNCC(=O)N[C@H](CO)C(=O)N[C@H]1[C@@H](C(N)=O)O[C@@H](n2ccc(N)nc2=O)[C@@H](O)[C@H]1O 5758557 AMNAZJFEONUVTD-MHNJNRDVSA-N 443.417 -5.889 0 1 IAAF in-vitro COc1cc(OC)nc(NC(=O)NS(=O)(=O)c2c(S(=O)(=O)N(C)C)cnn2C)n1 103178534 NDPUWAFFZJTOOO-UHFFFAOYSA-N 449.471 -1.012 0 1 IAAF C[C@@H]1O[C@H](OCCc2ccc(O)cc2)[C@H](O)[C@@H](O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]1O 2356415604 PUNXDBIVFUQAAC-JESBRILDSA-N 446.449 -2.397 0 1 IAAF C[C@H]1C(=O)c2c(cc(CO)c(CCO[C@H]3O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]3O)c2CO)[C@H]1O 2356682268 PNKGBVHDQOACSM-IKAZSBSSSA-N 428.434 -2.104 0 1 IAAF C[C@@H]1O[C@H](O[C@H]2[C@@H](O)[C@@H](O[C@@H]3C[C@H](CN)[C@H](O)C[C@@H]3N)[C@@H](N)C[C@H]2N)[C@H](N)[C@H](O)[C@H]1O 253639541 GWQDNGNTQWDTOV-WWUYEBKKSA-N 449.549 -4.605 0 1 IAAF CCCCCC(=O)O[C@H]1O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@@H]1O 2356493711 DLGIBAXSKSVPSU-MOPGAUIXSA-N 440.442 -3.266 0 1 IAAF CC(=CCNc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@H](O)[C@H]1O)CO 2356562904 IRILMCCKFANGJQ-JDTTZNEISA-N 431.342 -1.095 0 1 IAAF C[C@@H]1O[C@@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@@H](O[C@@H]3C[C@@H](CN)[C@@H](O)C[C@@H]3N)[C@@H]2O)[C@@H](N)[C@@H](O)[C@@H]1O 169314985 GWQDNGNTQWDTOV-HBTXOEEGSA-N 449.549 -4.605 0 1 IAAF C[C@@H](C(=O)OCc1cn(CCC(=O)NC2CC2)nn1)n1cnc2c1c(=O)n(C)c(=O)n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c1ccccc1)C(=O)N[C@H](Cc1cnc[nH]1)C(=O)O 2356647835 IGFJVXOATGZTHD-ARFHVFGLSA-N 444.496 -1.550 0 1 IAAF O=C(O[C@H]1O[C@H](CO[C@@H]2OC[C@@](O)(CO)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O)c1ccc(O)cc1 2356679349 QDXPYWCJJZAQEN-PHHGAHOLSA-N 432.378 -3.186 0 1 IAAF CN1C(=O)[C@H]2[C@@H](N=CN2C(=O)CCC(=O)N2C=N[C@@H]3[C@@H]2C(=O)N(C)C(=O)N3C)N(C)C1=O 34778520 MAEOOEXZAKTNLV-MQYQWHSLSA-N 446.424 -2.055 0 1 IAAF CCN1C[C@]2(COC)CC[C@H](O)[C@]34[C@H]1[C@@](O)([C@@H](O)[C@H]23)[C@@]1(O)C[C@H](OC)[C@H]2C[C@@H]4[C@@H]1[C@H]2O 255284630 YKULCQCEMPRYQG-INICUGGLSA-N 439.549 -1.037 0 1 IAAF C[C@H](O)[C@H](N)CO[P@](=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1O 29550049 VPHDLKUTUSQRCE-QAOIKSKESA-N 434.346 -2.131 0 1 IAAF C[C@H]1C(=O)O[C@@H]2[C@@H](O)[C@@]34[C@@H]5OC(=O)[C@@]3(O[C@@H]3OC(=O)[C@@H](O)[C@]34[C@H](C(C)(C)C)[C@@H]5O)[C@@]12O 100781290 AMOGMTLMADGEOQ-KOKHRDNBSA-N 440.401 -2.399 0 1 IAAF endogenous,in-man CC(C)(O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H]1CC[C@@](O)(CO)[C@@H]2CC(=O)[C@@](C)(O)[C@@H]2C1 238750556 QNBLVYVBWDIWDM-NHOFVZLJSA-N 448.509 -1.939 0 1 IAAF O=C(O)c1cc(O[C@@H]2O[C@H](CO)[C@@H](O)[C@@H](O)[C@@H]2O[C@@H]2OC[C@@](O)(CO)[C@H]2O)ccc1O 238766016 NLDUZEXSCTUSEF-JIPGATMASA-N 448.377 -3.266 0 1 IAAF C[C@@H]1C(=O)c2c(cc(CO)c(CCO[C@@H]3O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]3O)c2CO)[C@H]1O 238769048 PNKGBVHDQOACSM-REDLHQRZSA-N 428.434 -2.104 0 1 IAAF Cc1cn([C@@H]2C[C@@H](O)[C@H](Cn3cc(Cn4cc(C)c(=O)nc4O)nn3)O2)c(=O)nc1O 254078452 PWTMFXHNZGBADU-RDBSUJKOSA-N 431.409 -1.184 0 1 IAAF COc1ccc(N[C@H]2O[C@H](CO)[C@@H](O[C@H]3O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H]2O)cc1 2356559387 INVGOWRUVVHOKW-DMQFKGBGSA-N 447.437 -3.269 0 1 IAAF OC[C@H]1O[C@@H](Oc2ccccc2O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@H]1O 2356640792 QWZXKMQLRBUBMH-VONMHUIYSA-N 434.394 -3.956 0 1 IAAF NC(=O)NCCC[C@@H](N)C(=O)N[C@H](C(=O)O)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@H](O)[C@@H]1O 48999631 CBYNLXDCLVCZJB-VKNPKHSOSA-N 444.401 -4.499 0 1 IAAF C[C@@H]1O[C@@H](O[C@H]2[C@H](OC[C@@H]3O[C@H](O)[C@H](O)[C@H]3O)O[C@@H](C)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O 255247045 NMPXPNSCHDVDQB-LGCLYOADSA-N 442.414 -4.879 0 1 IAAF O=C(O[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O)c1ccccc1 2356440922 WLZWHPBEEULNDT-XMAUUBBWSA-N 446.405 -3.533 0 1 IAAF Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@H](OC(=O)[C@H]2CCCN2)[C@H]1O 2356343852 VSRPBSCQACUDPU-UDTSGEQISA-N 444.341 -1.560 0 1 IAAF 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426.488 -2.766 0 1 IAAF N=C(O)[C@@H](O[C@H]1O[C@@H](CO[C@H]2OC[C@@H](O)[C@@H](O)[C@H]2O)[C@@H](O)[C@@H](O)[C@H]1O)c1ccccc1 85909096 YEFUVRSZAHTXCA-GBSZROCHSA-N 445.421 -2.457 0 1 IAAF in-man C[C@@H]1C(=O)O[C@H]2[C@H](O)[C@]34[C@H]5OC(=O)[C@@]3(O[C@@H]3OC(=O)[C@H](O)[C@@]34[C@H](C(C)(C)C)[C@@H]5O)[C@@]12O 169719930 AMOGMTLMADGEOQ-LLARNHNOSA-N 440.401 -2.399 0 1 IAAF Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](OC(=O)[C@@H](N)CO)[C@H]1O 535385296 CCSVTZVGUPRGFX-MACXSXHHSA-N 434.302 -2.993 0 1 IAAF in-vitro O=C(O)c1cc(O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O[C@@H]2OC[C@@](O)(CO)[C@@H]2O)ccc1O 2356673711 NLDUZEXSCTUSEF-UKVXVWPPSA-N 448.377 -3.266 0 1 IAAF NC1=NC(N)=C2N[C@@H](CNc3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)CN=C2N1 1605633 IQOVRBYGMACLKN-RYUDHWBXSA-N 444.452 -1.438 0 1 IAAF biogenic,in-vitro Cn1c(O)c(C(c2ccc(C=O)cc2)c2c(O)n(C)c(=O)n(C)c2=O)c(=O)n(C)c1=O 299832179 LFWIJGYEFWQWNR-UHFFFAOYSA-N 428.401 -1.115 0 1 IAAF CCCCCCO[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O 2356558527 CDKSSTRSYLYARI-UFNHMRPESA-N 426.459 -2.793 0 1 IAAF COC(=O)[C@@H]1[C@@H](n2nnc(C(N)=O)c2C(N)=O)CCN1C(=O)C1CCN(C(C)=O)CC1 4221575 YBWVBCPEPSKYMD-AAEUAGOBSA-N 435.441 -1.951 0 1 IAAF biogenic CO[C@H]1C(=O)N2C(C(=O)N3C[C@H](O)C[C@H]3C(=O)O)=C(COC(C)=O)CS(=O)(=O)[C@H]12 27202996 UWNLHVYKCOEGCX-GOMXZESMSA-N 432.407 -2.538 0 1 IAAF O=C(O)[C@@H](O[C@H]1O[C@@H](CO[C@@H]2OC[C@@H](O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O)c1ccccc1 257410276 DUZCTLMSDUOYAW-ZESMUJBZSA-N 446.405 -2.908 0 1 IAAF endogenous,in-man Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](OP(=O)(O)O)[C@@H]1OP(=O)(O)O 2356657636 OPKRDZWOEPBNBL-UHTZMRCNSA-N 427.203 -1.746 0 1 IAAF O=C(C=Cc1ccccc1)OC[C@]1(O)CO[C@@H](O[C@H]2[C@H](O)[C@@H](O)O[C@H](CO)[C@@H]2O)[C@@H]1O 2356680177 YEXPNHYTWVYJNQ-SAWKHNIYSA-N 442.417 -2.492 0 1 IAAF OC[C@@]1(O)CO[C@@H](OC[C@H]2O[C@H](Oc3c[nH]c4ccccc34)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]1O 2356711226 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OC[C@H](O)[C@H](CO)O[C@H]1O[C@H](CO)[C@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O 2356682432 UUDYUKVMUYQWJX-LPAZZRRYSA-N 446.402 -6.659 0 1 IAAF Cc1occc(=O)c1O[C@@H]1O[C@@H](COC(=O)C[C@](C)(O)CC(=O)O)[C@@H](O)[C@@H](O)[C@@H]1O 85882822 WCVUIHQUPRXYKT-XUNGLMTJSA-N 432.378 -1.706 0 1 IAAF in-man C[C@](O)(CC(=O)O)CC(=O)OCc1ccc(O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)cc1 2356398708 ABVDJKDAAWCYKH-KPBQCTKLSA-N 430.406 -1.476 0 1 IAAF COC(=O)C[C@H]1C(=O)N(CC(=O)O)CCN1C(=O)CNC(=O)c1ccc(CCN)cc1 3922923 AUTYMDYSWZPNAO-HNNXBMFYSA-N 434.449 -1.395 0 1 IAAF O=C(O)[C@H](O[C@@H]1O[C@@H](CO[C@@H]2OC[C@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@@H]1O)c1ccccc1 14586181 DUZCTLMSDUOYAW-NVZGFMSYSA-N 446.405 -2.908 0 1 IAAF endogenous,in-man O=P(O)(O)O[C@H]1[C@@H](O)[C@H](CO)[C@@H](OP(=O)(O)O)[C@@H](OP(=O)(O)O)[C@H]1O 40442252 QCSGZYRCELECJV-GESKJZQWSA-N 434.120 -3.236 0 1 IAAF N=C(N)NCCC[C@H](N)C(=O)N[C@@H](CC(N)=O)C(=O)NCC(=O)N[C@@H](CO)C(=O)O 96095038 BAVDUESNGSMLPI-CIUDSAMLSA-N 432.438 -5.385 0 1 IAAF in-vitro CO[C@@H]1[C@H](O)[C@H](C(=O)O)O[C@@H]2C[C@@H]3O[C@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O[C@]21O 2356393018 XESRQBQRNHDVKD-DVYAWKBFSA-N 439.381 -2.628 0 1 IAAF CC(=O)c1ccc(O[C@H]2O[C@H](CO[C@@H]3OC[C@@H](O)[C@@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)cc1O 2356498568 YKOIOWJTRVFMHP-APRDZNGDSA-N 446.405 -2.763 0 1 IAAF Cc1c(CCO[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)c(CO)cc2c1C(=O)[C@](C)(O)[C@H]2O 2356557775 BQADTHLODVFJJP-ODEUZQDSSA-N 428.434 -2.173 0 1 IAAF NS(=O)(=O)c1ccc(NC(=S)N2CCC[C@@H]2C(=O)NCC(=O)NCC(=O)O)cc1 27549317 DGOSXPMLHQFJNM-GFCCVEGCSA-N 443.507 -1.188 0 1 IAAF N=C(N)NC[C@H]1O[C@@H](OC[C@H]2O[C@@H](Cn3ccc(=O)[nH]c3=O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H]1O 49918239 QFAVQNSGVNOYJA-IPCBSVLMSA-N 431.402 -5.028 0 1 IAAF O=C1c2c(O)cc(CO)cc2[C@H]([C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@@H]2O)c2c(O)ccc(O)c21 257473305 LJCDCYLYUCZUGL-XPRXQJHKSA-N 434.397 -1.186 0 1 IAAF endogenous,in-man 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C[C@@H]1O[C@@H](O[C@H]2[C@@H](OCCc3ccc(O)cc3)O[C@@H](CO)[C@@H](O)[C@H]2O)[C@@H](O)[C@@H](O)[C@H]1O 85909852 BMZAMCOQJLZXCY-KXFQDGDRSA-N 446.449 -2.397 0 1 IAAF in-man COc1ccc(O[C@H]2O[C@H](CO[C@@H]3OC[C@@](O)(CO)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)c(OC)c1 2356399035 LJIDKKKHYAPXKQ-LSHWXRCHSA-N 448.421 -2.653 0 1 IAAF CC(=O)O[C@@H]1[C@H](N)[C@H](OP(=O)(O)O)[C@](O)(C(=O)O)CS[C@](O)(C(=O)O)[C@H]1O 2356521208 NKSUZVXCNCOJHF-MYZVMFAGSA-N 435.300 -3.580 0 1 IAAF O=C(OC[C@H]1O[C@@H](n2cc(F)c(=O)[nH]c2=O)C[C@@H]1OC(=O)[C@@H]1CCCN1)[C@@H]1CCCN1 72179567 WASQJNJVOQBCCU-BTFPBAQTSA-N 440.428 -1.078 0 1 IAAF CC(=O)N[C@@H]1[C@@H](NC(=O)N[C@H](CC(N)=O)C(=O)O)C=C(C(=O)O)O[C@H]1[C@H](O)[C@H](O)CO 84712765 MFKLCGLURUECTR-NGSWQEISSA-N 448.385 -4.431 0 1 IAAF O=C1c2c(O)cc(CO)cc2[C@@H]([C@@H]2O[C@@H](CO)[C@@H](O)[C@@H](O)[C@H]2O)c2c(O)ccc(O)c21 104381786 LJCDCYLYUCZUGL-CNBRZZSGSA-N 434.397 -1.186 0 1 IAAF in-man CCNC(=O)[C@H]1O[C@@H](n2cnc3c(N[C@H]4C[C@@H]5C[C@@H]4[C@@H]4O[C@@H]54)[n+]([O-])cnc32)[C@H](O)[C@@H]1O 195391078 CZYWMEGTZOPTHQ-GCHKJOGXSA-N 432.437 -1.592 0 1 IAAF CC(=O)O[C@@H]1C[C@](C)(OC(C)=O)[C@H]2[C@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)OC=C[C@]21O 238776529 AWUXVHWNYOXMDV-MZBWXWMBSA-N 448.421 -2.323 0 1 IAAF CCCN[C@H](CC(C)C)C(=O)N[C@@H](C(=O)O)[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)[C@@H](O)[C@H]1O 40519700 RSHLVRTXULMMJX-WICADLGISA-N 442.469 -1.861 0 1 IAAF NC[C@@H]1C[C@H](O[C@@H]2[C@H](N)C[C@H](N)[C@H](O[C@@H]3OC[C@H](O)[C@H](N)[C@@H]3O)[C@@H]2O)[C@@H](N)C[C@@H]1O 253809695 UBLQTDQHTHSEQE-AQVOXSHUSA-N 435.522 -4.993 0 1 IAAF C[C@@H]1C(=O)O[C@@H]2[C@H](O)[C@]34[C@@H]5OC(=O)[C@@]3(O[C@@H]3OC(=O)[C@H](O)[C@]34[C@H](C(C)(C)C)[C@H]5O)[C@]12O 253986654 AMOGMTLMADGEOQ-GTYIJDJBSA-N 440.401 -2.399 0 1 IAAF CC(C)(O)[C@H](Cc1cc2ccc(=O)oc2cc1O)O[C@H]1O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]1O 2356554433 WVOHUWZYMQUBAO-CXBVCZQQSA-N 426.418 -1.003 0 1 IAAF CC(C)(C)[C@H](NC(=O)CNC(=O)CNC(=O)c1ccc(S(N)(=O)=O)cc1)C(=O)O 27631435 NIHHRAHNHMRUJO-CQSZACIVSA-N 428.467 -1.205 0 1 IAAF C[C@@H]1O[C@H](O)[C@H](O[C@@H]2O[C@H](C)[C@H](O[C@@H]3OC[C@H](O)[C@H](O)[C@@H]3O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H]1O 257557272 UQYIWBRIELHTMI-NAFPXGIMSA-N 442.414 -4.879 0 1 IAAF endogenous,in-man C[C@H](NC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H]1CCCN1)C(=O)N[C@@H](CC(=O)O)C(N)=O 621478099 AHOCQZXNGQXKMB-NAKRPEOUSA-N 429.430 -2.963 0 1 IAAF CO[C@@H]1C=C(C)[C@@H]2C[C@@H]3OC(=O)[C@H](O)[C@]4(O)[C@@]5(C)OC[C@@]34[C@H]([C@H](O)[C@@H]5O)[C@]2(C)[C@H]1O 2356431109 COQTYWDETOOIFF-COTCSQQDSA-N 426.462 -1.507 0 1 IAAF COc1cc(CO)ccc1O[C@H]1O[C@H](CO[C@@H]2OC[C@@](O)(CO)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O 2356509111 CROSCHPQOAEYSN-VYGHDBGSSA-N 448.421 -3.169 0 1 IAAF CO[C@@H]1[C@@H](O[C@H](C)[C@H](O)c2cnc3[nH]c(=N)nc(O)c3n2)O[C@H](CO)[C@H](OC)[C@H]1OC 2356585820 DGKUISNXCLDEPS-DGZQEFTDSA-N 441.441 -1.261 0 1 IAAF Nc1ncnc2c1ncn2[C@@H]1O[C@@H](COP(=O)(O)O)[C@@H](OP(=O)(O)O)[C@H]1O 3869248 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COc1cc(CO[C@@H]2O[C@H](CO)[C@H](OS(=O)(=O)O)[C@@H](O)[C@@H]2O)cc(OC)c1OC 2356609405 YOSWIZZOBDPMTP-VRUQUDLLSA-N 440.423 -1.144 0 1 IAAF C[C@@H]1O[C@H](O)[C@@H](O[C@@H]2[C@@H](O)[C@H](O)[C@@H](OCCc3ccc(O)cc3)O[C@@H]2CO)[C@H](O)[C@H]1O 2356656799 ZRSZTHMTKJTOBR-VIXNHEJHSA-N 446.449 -2.397 0 1 IAAF COC(=O)COCC(=O)NC[C@@H]1O[C@H](CC(=O)NCc2ccc(OC)cc2)[C@@H](O)[C@H]1O 2356865398 WBXHOVIBABHXKZ-ITKAJJHTSA-N 440.449 -1.504 0 1 IAAF O=c1[nH]c(O)nc2c1ncn2[C@H]1O[C@@H](CO[P@@](=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O 35270707 YMOPVQQBWLGDOD-PXMDKTAGSA-N 444.186 -2.329 0 1 IAAF biogenic O=C1NS(=O)(=O)c2cc(-n3cc(CO[C@@H]4O[C@@H](CO)[C@@H](O)[C@H](O)[C@H]4O)nn3)ccc21 263620328 CUFOYUJLNJPOJR-HSMHQDCBSA-N 442.406 -2.984 0 1 IAAF in-vitro CC(C)CCCO[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O 2356390473 CZLBBFWEMIWQQB-UFNHMRPESA-N 426.459 -2.937 0 1 IAAF CN[C@@H]1C[C@H](O[C@H]2[C@H](O)[C@@H](O[C@@H]3O[C@H]([C@H](C)N)CC[C@@H]3N)[C@@H](N)C[C@H]2N)OC[C@@H]1O 2356604332 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COc1ccc(O[C@H]2O[C@H](CO[C@@H]3O[C@H](CO)[C@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)cc1OC 2356583362 RXFRXESLGOSZFM-FECFWOADSA-N 448.421 -2.654 0 1 IAAF OC[C@H]1O[C@@H](OC[C@@H]2O[C@@H](OCc3ccccc3)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O 14859225 LLEMMFPELBNINR-JSXBPIHGSA-N 432.422 -3.173 0 1 IAAF endogenous,in-man Nc1ncnc2c1ncn2[C@H]1O[C@@H](CO[P@](=O)(O)CP(=O)(O)O)[C@H](O)[C@@H]1O 32067504 OLCWZBFDIYXLAA-RYVZHVEOSA-N 425.231 -1.635 0 1 IAAF C[C@@H]1C(=O)O[C@@H]2[C@H](O)[C@]34[C@@H]5OC(=O)[C@@]3(O[C@@H]3OC(=O)[C@H](O)[C@@]34[C@@H](C(C)(C)C)[C@@H]5O)[C@@]12O 169372910 AMOGMTLMADGEOQ-JUZMLOPESA-N 440.401 -2.399 0 1 IAAF O=S1(=O)CCN(Cc2cn(C[C@@H]3C[C@H](NCc4nccs4)[C@@H](O)[C@@H]3O)nn2)CC1 2356404166 FTRUKEXLZYABOH-GUDXXQAFSA-N 442.567 -1.135 0 1 IAAF Nc1ncnc2c1ncn2[C@@H]1O[C@@](F)(CO)[C@@H](O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@H]1O 2356863083 VDJLQFBBLCGKQS-XXVZPZAKSA-N 447.376 -3.859 0 1 IAAF O[C@H]1[C@H](O)[C@@H](O)[C@H](OC/C=C/c2ccccc2)O[C@@H]1CO[C@@H]1OC[C@@H](O)[C@@H](O)[C@@H]1O 36374555 RINHYCZCUGCZAJ-WRCDCLJLSA-N 428.434 -2.020 0 1 IAAF OCc1ccc(O[C@@H]2O[C@H](CO)[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H](O)[C@H]2O)cc1 42835869 DSAIZJTUPJOINM-YVSFIXKFSA-N 448.421 -3.818 0 1 IAAF Nc1nc(O)nc(O)c1O[C@H]1O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@@H]1O 2356842901 MZQRZWKZSAUTHQ-PQRPPMFVSA-N 437.358 -4.888 0 1 IAAF C[C@H](NC(=O)[C@H](N)[C@H](C)[C@H](O)c1cccnc1)[C@@H]1O[C@H](n2cc(C=O)nc2O)[C@H](O)[C@H]1O 2356549404 AGOREGKALWDODW-IRBJDCIMSA-N 449.464 -1.383 0 1 IAAF CC(=O)N[C@@H]1[C@H](O)[C@H](O)[C@H](CO)O[C@@H]1n1nc(SCc2ccccc2)c(=O)[nH]c1=O 5542714 HQQVTSYFQOLPBF-SMRWVPHVSA-N 438.462 -1.660 0 1 IAAF CSC(=O)OCC1=C[C@@H]2OC(=O)C3=CO[C@H](O[C@H]4O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]4O)[C@@H]1[C@@H]32 59588075 OJISWUQNQQWEND-DKEJGKLPSA-N 446.430 -1.360 0 1 IAAF biogenic,in-vitro CC(C)CN(C)c1nc2c(c(=O)[nH]1)[n+](C)cn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O 84652723 IDBHFGKFFFKBJN-SDBHATRESA-O 448.393 -1.630 0 1 IAAF N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)N[C@@H]1[C@@H](C(=O)O)O[C@@H](n2cccnc2=O)[C@H](O)[C@H]1O 238749208 JOWDTKJALXWMTG-DGVOCLNZSA-N 445.385 -5.771 0 1 IAAF CC(C)(O)[C@@H](O)Cc1c(O[C@@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)ccc2ccc(=O)oc12 2356554484 XWMLEGDXEPRUDO-MYWJPXJKSA-N 426.418 -1.354 0 1 IAAF C[C@@H]1O[C@H](O[C@H]2[C@@H](O)[C@@H](O)[C@@H](C)O[C@H]2OC[C@@H]2O[C@H](O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O 2356653636 NMPXPNSCHDVDQB-PMLLDUHPSA-N 442.414 -4.879 0 1 IAAF O=C(O[C@H]1O[C@@H](CO[C@H]2OC[C@@](O)(CO)[C@H]2O)[C@@H](O)[C@@H](O)[C@H]1O)c1ccc(O)cc1 85647559 QDXPYWCJJZAQEN-GEPPWRQISA-N 432.378 -3.186 0 1 IAAF in-man C[C@H](Nc1nc(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c2[nH]1)C(=O)O 201369740 DDEZXIHXDPBDLB-LJRSMJOYSA-N 435.286 -2.267 0 1 IAAF OCCc1ccc(O)c(O[C@@H]2O[C@H](CO[C@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)c1 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CC(=O)N[C@@H](CCC(N)=O)C(=O)NCCCCCCO[C@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O 139663900 OUYWIJAUYWNXCO-UUVJPKTOSA-N 433.502 -1.723 0 1 IAAF CO[C@H]1O[C@H](CO[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O 2356417687 IOYNXHBGJTUHJI-QNTOZFHLSA-N 436.303 -4.626 0 1 IAAF CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(c2nc3c(F)cnc(Cl)c3[nH]2)O[C@H]1[C@H](O)[C@H](O)CO 587236108 ZPLMOZWLPFSJLQ-VAPFAJTFSA-N 434.808 -1.736 0 1 IAAF COc1ccc(CO[C@H]2O[C@H](CO[C@@H]3O[C@H](C)[C@@H](O)[C@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)cc1 2356643386 RHAUKLKHALHJDY-XNAJHNFBSA-N 446.449 -2.137 0 1 IAAF CC(=O)OCC1=C[C@H](O)[C@H]2C(C(=O)O)=CO[C@@H](O[C@@H]3[C@@H](O)[C@H](O)[C@@H](O)O[C@@H]3CO)[C@H]12 2356646455 CYAQMLMTRMBJTQ-RLQWRUNPSA-N 432.378 -2.776 0 1 IAAF O=C(O)[C@H](O[C@@H]1O[C@@H](CO[C@H]2OC[C@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@@H]1O)c1ccccc1 14586185 DUZCTLMSDUOYAW-BYSFVWPUSA-N 446.405 -2.908 0 1 IAAF endogenous,in-man C[C@@H]1C(=O)O[C@@H]2[C@H](O)[C@@]34[C@H]5OC(=O)[C@@]3(O[C@H]3OC(=O)[C@H](O)[C@]34[C@H](C(C)(C)C)[C@H]5F)[C@@]12O 36184560 NKHCTSYWTBHOAK-NGTOKODWSA-N 442.392 -1.422 0 1 IAAF CO[C@]1(C(=O)O)C[C@@H](O)[C@H](NC(C)=O)[C@@H]([C@H](O)[C@H](O)CNC(=O)c2ccccc2)O1 87708610 ULZLCALWUIQOMB-OUSZYSOSSA-N 426.422 -1.780 0 1 IAAF CCC(=O)O[C@@H]1[C@@H](OC(=O)CC)[C@@H](O)O[C@H](COS(N)(=O)=O)[C@H]1OC(=O)CC 98209401 TUQHVAPJYYJQSN-WMNSZERYSA-N 427.428 -1.111 0 1 IAAF in-vitro C[C@H](N)[C@@H]1CC[C@@H](N)[C@@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3OC[C@](C)(O)[C@H](N)[C@@H]3O)[C@@H]2O)O1 255215293 HHHQNSZMERXRKE-JHOYNKABSA-N 449.549 -3.849 0 1 IAAF COc1cc(O[C@H](CO)CO[C@@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)c(OC)cc1CCCO 2356648150 PDNWIBVVYSUBSS-DWWYOPFNSA-N 448.465 -1.815 0 1 IAAF COc1cc2c(c(O[C@@H]3O[C@H](COC(=O)CC(=O)O)[C@@H](O)[C@H](O)[C@H]3O)c1)C(=O)OC2 96938245 ITXSQBBBWUMWDG-PFNPHEKDSA-N 428.346 -1.430 0 1 IAAF COc1ccc(O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O[C@@H]2OC[C@@](O)(CO)[C@H]2O)cc1OC 2356676385 RUTRSEVLUYAPSN-ZOCZZNGCSA-N 448.421 -2.653 0 1 IAAF O=C(OC[C@H]1O[C@H](O[C@]2(CO)O[C@H](CO)[C@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@H]1O)c1ccccc1 2356682914 AFHCRQREQZIDSI-WMAVIBGTSA-N 446.405 -3.531 0 1 IAAF Nc1ncnc2c1ncn2[C@H]1O[C@@H](COP(=O)(O)O)[C@@H](OP(=O)(O)O)[C@@H]1O 3869249 WHTCPDAXWFLDIH-CMEPRQAFSA-N 427.203 -1.746 0 1 IAAF O=P(O)(O)O[C@H]1[C@H](O)[C@H](OP(=O)(O)O)[C@@H](O)[C@@H](CO)[C@H]1OP(=O)(O)O 169343860 QCSGZYRCELECJV-GVUNPQSCSA-N 434.120 -3.236 0 1 IAAF CONc1ccn([C@]23C[C@H]2[C@H](CO[P@](=O)(O)CP(=O)(O)O)[C@@H](O)[C@H]3O)c(=O)n1 1857538021 MNKONFFFEZJDRI-VWMVFSAYSA-N 441.270 -1.379 0 1 IAAF CC(C)(O)[C@@H]1CC[C@](O)(CO[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)[C@@H]2CC(=O)[C@@](C)(O)[C@@H]2C1 2356449703 VLIJLDDNWRAHNU-TXSXYIRZSA-N 448.509 -1.939 0 1 IAAF O=C(OCc1ccccc1O[C@H]1O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]1O)[C@]1(O)C=CCC[C@@H]1O 2356709553 JHAXQRDTTACRKJ-VRTXPFARSA-N 426.418 -1.650 0 1 IAAF CC(C)NC(=O)N1CCN(C(=O)CSCC(=O)O)[C@H](C(=O)N[C@@H]2CCCNC2=O)C1 25430327 HQMRZHYGDURROF-OLZOCXBDSA-N 443.526 -1.170 0 1 IAAF biogenic O=C(Cn1c(=O)ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c1=O)c1ccccc1 40568302 BVOHBCXZDSIVFU-DTZQCDIJSA-N 442.317 -1.379 0 1 IAAF O=c1[nH]c(=O)n([C@H]2C[C@@H](O)[C@@H](COP(=O)(O)O)O2)cc1I 12501914 WXFYBFRZROJDLL-FSDSQADBSA-N 434.079 -1.101 0 1 IAAF CC(=O)Oc1ccc(/C=C/C(=O)NC[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)cc1OC(C)=O 96282382 ORWGLTVVJUYBTM-OEAFFKCNSA-N 439.417 -1.491 0 1 IAAF Cc1nc[nH]c1[P@](=O)(O)OC[C@H]1O[C@@H](n2cnc3c(O)nc(N)nc32)[C@H](O)[C@@H]1O 584905502 MUFMHNGPMISZRD-HTVVRFAVSA-N 427.314 -1.708 0 1 IAAF in-vitro OCCc1ccc(O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O[C@@H]2OC[C@@](O)(CO)[C@@H]2O)c(O)c1 2356448480 FBBSMLGWVVCTJZ-JXFZAIEBSA-N 448.421 -3.429 0 1 IAAF CC1=C2C[C@@H]3[C@@](C)(C[C@@H]2OC1=O)[C@H]1C[C@H]1[C@]3(O)CO[C@H]1O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]1O 2356669553 GZRHERDSMGVGTP-NFJBGDHNSA-N 426.462 -1.158 0 1 IAAF NCCCC[C@H](NC(=O)[C@H](CC(=O)O)NC(=O)[C@@H](N)CO)C(=O)N1CCC[C@H]1C(=O)O 26257087 CJNCVBHTDXKTMJ-CYDGBPFRSA-N 445.473 -3.045 0 1 IAAF CO[C@@H]1[C@@H](n2cnc3c(N)ncnc32)O[C@@H](COP(=O)(O)O)[C@H]1OP(=O)(O)O 40655746 WEJBMWNYMQAWBL-YRCUVVFSSA-N 441.230 -1.092 0 1 IAAF CO[C@H]1O[C@H](COP(=O)(O)O)[C@@H](OP(=O)(O)O)[C@H](O)[C@H]1OP(=O)(O)O 1857576682 FEIBEUSVPXWRQR-BIVRFLNRSA-N 434.120 -2.216 0 1 IAAF CC(=O)N[C@@H]1[C@@H](NC(=O)Nc2ccc(F)cc2)C=C(C(=O)O)O[C@H]1[C@H](O)[C@H](O)CO 84711682 DGNGVUIPHZYZAJ-OVJXPFRRSA-N 427.385 -1.098 0 1 IAAF CC(=O)OC[C@H]1O[C@@H](n2c(O)nc(=O)c3c2no[n+]3[O-])[C@H](OC(C)=O)[C@@H]1OC(C)=O 299830407 IKTHVIMWXFDOLY-IDTAVKCVSA-N 428.310 -1.953 0 1 IAAF CC(=O)N[C@@H]1[C@@H](O)C[C@@](O)(c2nc3cc4nc(O)[nH]c4cc3[nH]2)O[C@H]1[C@H](O)[C@H](O)CO 587235066 FIXJHFLBRBMVGQ-VEWYWMFCSA-N 437.409 -2.342 0 1 IAAF O=C(C=Cc1ccccc1)O[C@H]1O[C@H](CO[C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O 2356472428 XEEBIXBFIAEQFZ-JCGBYGFVSA-N 442.417 -2.494 0 1 IAAF CCCN1C[C@@]2(COC)CC[C@H](O)[C@]34[C@H]1[C@](O)([C@@H](O)[C@H]32)[C@]1(O)C[C@@H](O)[C@@H]2C[C@@H]4[C@@H]1[C@@H]2O 2356713941 WXRJWKVQRIKXMW-VKBGXNHTSA-N 439.549 -1.301 0 1 IAAF C[C@@H]1O[C@H](OC(=O)c2ccc(O[C@@H]3O[C@H](C)[C@H](O)[C@H](O)[C@@H]3O)cc2)[C@H](O)[C@H](O)[C@@H]1O 85876059 LNZJVWCCCUQWHC-PGJDROMHSA-N 430.406 -2.123 0 1 IAAF biogenic CS(=O)(=O)N1CCN(c2nc(NC3CC3)n3ncc(/C=C4\NC(=O)NC4=O)c3n2)CC1 145920892 UTAOWJVKFHDNCJ-WQLSENKSSA-N 447.481 -1.040 0 1 IAAF COC(=O)[C@]1(F)O[C@@H]([C@H](O)[C@H](O)CO[P@@](C)(=O)OC)[C@H](NC(C)=O)[C@@H](N)[C@H]1F 299851608 HEWVBVBCINTITO-XZHXUVDSSA-N 434.329 -1.398 0 1 IAAF Cc1cn([C@@H]2O[C@H](CO[P@](=O)(O)CCP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)nc1O 1857550007 GGFVLRSVUUJEPJ-TURQNECASA-N 430.243 -1.744 0 1 IAAF C[C@@H]1[C@@H](O)C[C@]23OC(=O)C[C@]12C[C@]1(O[C@H]2O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]2O)OC[C@]3(C)[C@H]1C 2356527746 LWUVLCDNIPSBQP-GIYVLUSRSA-N 444.477 -1.352 0 1 IAAF C[C@H](O)[C@H](CO)O[C@H]1O[C@H](C(=O)O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O 2356598316 MEPCCEGKMPRZFJ-NZDAPBDYSA-N 444.386 -5.539 0 1 IAAF COC(=O)[C@@H]1CC(=O)[C@]2(O)O[C@@H]3[C@H](C[C@@H]2O1)O[C@H](n1cnc2c(N)ncnc21)[C@@H]3OC 2356716150 DVKNAPSPUAABNS-AWCPEIFOSA-N 435.393 -1.302 0 1 IAAF C[C@H]1O[C@@H](OC[C@@H]2O[C@@H](OCCc3ccccc3)[C@@H](O)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O 14651743 OKUGUNDXBGUFPA-MJDLSSSCSA-N 430.450 -2.103 0 1 IAAF endogenous,in-man C/C1=C\[C@H]2OC(=O)[C@](C)(O)[C@@H]2CC/C(CO)=C/C[C@@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O 523041865 JDSFNHPEWCEHFB-YWWMAWMPSA-N 444.477 -1.487 0 1 IAAF biogenic CCCCCCO[C@H]1O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O 2356383741 XNWGHCFQUWCLDV-SQNTVTIRSA-N 426.459 -2.793 0 1 IAAF Cc1ccc(C(C)C)c(O[C@@H]2O[C@H](CO[C@@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)c1 145898779 LPCJLNSWIVWBQB-RHAOSNMYSA-N 444.477 -1.238 0 1 IAAF CCN1C[C@]2(CO)CC[C@H](O)[C@]34[C@H]1[C@@](O)([C@@H](OC)[C@H]23)[C@@]1(O)C[C@H](OC)[C@H]2C[C@@H]4[C@@H]1[C@H]2O 255259555 PNKADVXQUJDNSJ-INICUGGLSA-N 439.549 -1.037 0 1 IAAF CC(=O)SCC1=C[C@@H]2OC(=O)C3=CO[C@@H](O[C@H]4O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]4O)[C@@H]1[C@@H]32 2356470192 RFICMYIICQFJSW-NINZZFLESA-N 430.431 -1.579 0 1 IAAF CC(=O)O[C@@]1(C)C[C@@H](O)[C@@H]2C(C(=O)O)=CO[C@@H](O[C@H]3O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]3O)[C@@H]21 2356678507 JKGYBPOTPZXELZ-WYTVOKBVSA-N 434.394 -2.554 0 1 IAAF COc1cccc(-c2cc(CNC(=O)[C@H]3O[C@@H](n4cnc(C(N)=O)n4)[C@H](O)[C@@H]3O)no2)c1 199715479 NHOWEGSSMIIINR-QCUYGVNKSA-N 444.404 -1.024 0 3 IAAF CO[C@@H]1OC[C@@H](O)[C@@H](O[C@@H]2OC[C@@H](O[C@@H]3OC[C@@H](O)[C@@H](O)[C@@H]3O)[C@@H](O)[C@@H]2O)[C@@H]1O 255272573 VATJBFNREUWSFL-KSNUTGAQSA-N 428.387 -5.002 0 1 IAAF COCC(=O)N1CCN(S(C)(=O)=O)C[C@@H]1C(=O)N[C@H](Cc1cccnc1)C(=O)OC 2356391402 VXBZOWBJHBJYSO-HUUCEWRRSA-N 442.494 -1.599 0 1 IAAF CC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](C)C(N)=O 13540926 CZPHQNDUCHJWLZ-RCBQFDQVSA-N 433.513 -1.528 0 1 IAAF CC(=O)OC[C@H](CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)OC(=O)/C=C/c1ccc(O)cc1 238732758 CPSJADJRZYHWCV-DRTILXKCSA-N 442.417 -1.303 0 1 IAAF O=C(O)[C@@H](O[C@H]1O[C@@H](CO[C@@H]2OC[C@@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@@H]1O)c1ccccc1 257410274 DUZCTLMSDUOYAW-GRYKWXHASA-N 446.405 -2.908 0 1 IAAF endogenous,in-man CC(C)(O[C@H]1O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]1O)[C@@H]1C[C@@H]2[C@@H](C[C@H](O)[C@]2(C)O)[C@@](O)(CO)C1 2356588298 OQMBHYKULOCSOV-MBWDNIBPSA-N 436.498 -2.537 0 1 IAAF C[C@](O)(CO[C@H]1O[C@H](CO)[C@H](O)[C@@H](O)[C@@H]1O)[C@@H]1Oc2ccc3ccc(=O)oc3c2[C@H]1O 2356765563 ZSGPHDPEQZJRBT-ZYHZOGOWSA-N 440.401 -1.845 0 1 IAAF C[C@@H]1C(=O)O[C@@H]2[C@H](O)[C@]34[C@@H]5OC(=O)[C@@]3(O[C@@H]3OC(=O)[C@H](O)[C@]34[C@@H](C(C)(C)C)[C@@H]5O)[C@]12O 253986648 AMOGMTLMADGEOQ-DUYRBEHNSA-N 440.401 -2.399 0 1 IAAF 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CC(C)(O)[C@H]1[C@@H]2OC(=O)[C@H]1[C@H]1CC[C@H](CO[C@@H]3O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]3O)[C@@]1(C)[C@H]2O 255261875 QYQKFNGMKVSCEB-LLSFGBQNSA-N 446.493 -1.861 0 1 IAAF COc1ccc(C=O)c(O[C@H]2O[C@H](CO[C@@H]3OC[C@@H](O)[C@H](O)[C@@H]3O)[C@H](O)[C@@H](O)[C@@H]2O)c1 2356477495 XZRICUBFAFVSAQ-WITPAFODSA-N 446.405 -2.850 0 1 IAAF O=C(NC[C@@H]1O[C@@H]2C[C@H](CC(=O)N3CCS(=O)(=O)CC3)O[C@@H]2[C@H]1O)NC1CCC1 2356583276 PIYFCYRKAVFUFS-BJMQQELFSA-N 431.511 -1.229 0 1 IAAF COc1cc(C)ccc1O[C@H]1O[C@H](CO[C@@H]2OC[C@@](O)(CO)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O 2356633030 LYSUJONPWOHTSR-VYGHDBGSSA-N 432.422 -2.353 0 1 IAAF Nc1nc(=O)n([C@H]2O[C@H](CO[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)cc1F 49020231 DCPBDTJBJDASQX-LYCXOZQDSA-N 437.333 -4.507 0 1 IAAF CC[C@@H](C)[C@@H](NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](N)CCCNC(=N)N)C(=O)O 85589246 BHSYMWWMVRPCPA-FVCCEPFGSA-N 443.553 -2.059 0 1 IAAF endogenous,in-man 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