Name InChIKey Natural Product Enantiomers Enantiomer of Metabolites Metabolite of
(-)-beta-hydrastine Goldenseal (Hydrastis canadensis)
hydrastine
(-)-epicatechin Green Tea (Camellia sinensis)
epicatechin
(-)-epicatechin-3-gallate Green Tea (Camellia sinensis)
epicatechin gallate
(-)-epigallocatechin Green Tea (Camellia sinensis)
epigallocatechin
(-)-epigallocatechin gallate epigallocatechin gallate
(-)-gallocatechin XMOCLSLCDHWDHP-DOMZBBRYSA-N Green Tea (Camellia sinensis)
gallocatechin
(s)-warfarin PJVWKTKQMONHTI-HNNXBMFYSA-N 7-hydroxywarfarin
1'-hydroxybufuralol GTYMTYBCXVOBBB-UHFFFAOYSA-N bufuralol
1'-hydroxymidazolam QHSMEGADRFZVNE-UHFFFAOYSA-N midazolam
11-hydroxy-delta-9-tetrahydrocannabinol YCBKSSAWEUDACY-IAGOWNOFSA-N 11-nor-9-carboxy-delta9-tetrahydrocannabinol
delta-9-tetrahydrocannabinol (thc)
11-hydroxycannabinol YDKZOUNVEIGJPO-UHFFFAOYSA-N cannabinol (cbn)
11-nor-9-carboxy-delta9-tetrahydrocannabinol YOVRGSHRZRJTLZ-HZPDHXFCSA-N glucuronide
delta-9-tetrahydrocannabinol (thc)
11-hydroxy-delta-9-tetrahydrocannabinol
17 beta-estradiol 17 beta (d-glucuronide)
17-beta-estradiol VOXZDWNPVJITMN-ZBRFXRBCSA-N 4-hydroxyestradiol
2-hydroxyestradiol
17-beta-estradiol-3-o-glucuronide
17-beta-estradiol glucuronide MTKNDAQYHASLID-RNFKDHMMSA-N
17-beta-estradiol-3-o-glucuronide 17-beta-estradiol
2-hydroxyestradiol DILDHNKDVHLEQB-XSSYPUMDSA-N 17-beta-estradiol
3,3′-diethyloxacarbocyanine iodide FIZZUEJIOKEFFZ-UHFFFAOYSA-M
3-[2-(n,n-diethyl-n-methylammonium)ethyl]-7-hydroxy-4-methylcoumarin 3-[2-(n,n-diethyl-n-methylammonium)ethyl]-7-methoxy-4-methylcoumarin
3-[2-(n,n-diethyl-n-methylammonium)ethyl]-7-methoxy-4-methylcoumarin 3-[2-(n,n-diethyl-n-methylammonium)ethyl]-7-hydroxy-4-methylcoumarin
3-cyano-7-ethoxycoumarin YAFGHMIAFYQSCF-UHFFFAOYSA-N 3-cyano-7-hydroxycoumarin
3-cyano-7-hydroxycoumarin IJQYTHQDUDCJEQ-UHFFFAOYSA-N 3-cyano-7-ethoxycoumarin
3-o-methylfluorescein KDXNYSZNOWTPLE-UHFFFAOYSA-N fluorescein
4'-hydroxydiclofenac KGVXVPRLBMWZLG-UHFFFAOYSA-N diclofenac
4'-methyl-epigallocatechin ITDYPNOEEHONAH-UKRRQHHQSA-N epigallocatechin
4-hydroxyestradiol QOZFCKXEVSGWGS-ZHIYBZGJSA-N 17-beta-estradiol
4-hydroxymephenytoin, (s)- OQPLORUDZLXXPD-UHFFFAOYSA-N mephenytoin, (s)-
4-methylumbelliferone HSHNITRMYYLLCV-UHFFFAOYSA-N 4-methylumbelliferone glucuronide
4-methylumbelliferone glucuronide ARQXEQLMMNGFDU-JHZZJYKESA-N 4-methylumbelliferone
4-nitrocatechol XJNPNXSISMKQEX-UHFFFAOYSA-N 4-nitrophenol
4-nitrophenol 4-nitrocatechol
4-nitrophenyl sulfate JBGHTSSFSSUKLR-UHFFFAOYSA-N p-nitrophenol
5-hydroxyomeprazole CMZHQFXXAAIBKE-UHFFFAOYSA-N omeprazole
6-alpha-hydroxy paclitaxel NDCWHEDPSFRTDA-MJLVFIKCSA-N paclitaxel
6-hydroxychlorzoxazone AGLXDWOTVQZHIQ-UHFFFAOYSA-N chlorzoxazone
6beta-hydroxytestosterone XSEGWEUVSZRCBC-ZVBLRVHNSA-N testosterone
6α-oh-cannabidiol YYLPAYRRVSQJRR-KSZLIROESA-N cannabidiol (cbd)
6β-oh-cannabidiol YYLPAYRRVSQJRR-RCCFBDPRSA-N cannabidiol (cbd)
6’deoxyluciferin (luciferin h) luciferin
7-benzyloxy-4-(trifluoromethyl)-coumarin WVKLERKKJXUPIK-UHFFFAOYSA-N 7-hydroxy-4-(trifluromethyl)-coumarin
7-cooh-cbd cannabidiol (cbd)
7-ethoxycoumarin LIFAQMGORKPVDH-UHFFFAOYSA-N 7-hydroxycoumarin
coumarin
7-ethoxyresorufin CRCWUBLTFGOMDD-UHFFFAOYSA-N resorufin
7-ethyl-10-hydroxycamptothecin FJHBVJOVLFPMQE-QFIPXVFZSA-N irinotecan
7-hydroxy-4-(trifluromethyl)-coumarin CCKWMCUOHJAVOL-UHFFFAOYSA-N 7-benzyloxy-4-(trifluoromethyl)-coumarin
7-hydroxycannabidiol ZELUXPWDPVXUEI-ZWKOTPCHSA-N cannabidiol (cbd)
7-hydroxycoumarin ORHBXUUXSCNDEV-UHFFFAOYSA-N coumarin
7-ethoxycoumarin
7-hydroxymitragynine RYENLSMHLCNXJT-CYXFISRXSA-N Kratom (Mitragyna speciosa)
mitragynine
7-hydroxywarfarin SKFYEJMLNMTTJA-UHFFFAOYSA-N (s)-warfarin
7beta‐hydroxy‐7h‐mitraciliatine RYENLSMHLCNXJT-KPWJTKAOSA-N Kratom (Mitragyna speciosa)
8,9-dihydrocannabidiol
acetaminophen RZVAJINKPMORJF-UHFFFAOYSA-N acetanilide
phenacetin
acetanilide FZERHIULMFGESH-UHFFFAOYSA-N acetaminophen
aflatoxin b1 OQIQSTLJSLGHID-WNWIJWBNSA-N
alprazolam VREFGVBLTWBCJP-UHFFFAOYSA-N
amodiaquine OVCDSSHSILBFBN-UHFFFAOYSA-N n-desethylamodiaquine
amprenavir YMARZQAQMVYCKC-OEMFJLHTSA-N
aqueous goldenseal extract Goldenseal (Hydrastis canadensis)
arsenic (as) RQNWIZPPADIBDY-UHFFFAOYSA-N
atorvastatin XUKUURHRXDUEBC-KAYWLYCHSA-N
berberine YBHILYKTIRIUTE-UHFFFAOYSA-N Goldenseal (Hydrastis canadensis)
bromosulfophthalein GHAFORRTMVIXHS-UHFFFAOYSA-L
bufuralol SSEBTPPFLLCUMN-UHFFFAOYSA-N 1'-hydroxybufuralol
buprenorphine RMRJXGBAOAMLHD-IHFGGWKQSA-N
bupropion SNPPWIUOZRMYNY-UHFFFAOYSA-N hydroxybupropion
buspirone QWCRAEMEVRGPNT-UHFFFAOYSA-N
cadmium (cd) BDOSMKKIYDKNTQ-UHFFFAOYSA-N
caffeic acid QAIPRVGONGVQAS-DUXPYHPUSA-N
caffeine RYYVLZVUVIJVGH-UHFFFAOYSA-N Green Tea (Camellia sinensis)
theophylline
theobromine
paraxanthine
calcein-am XKFSBWQWNMZWFA-UHFFFAOYSA-N
cannabichromene (cbc) UVOLYTDXHDXWJU-UHFFFAOYSA-N
cannabidiol (cbd) QHMBSVQNZZTUGM-ZWKOTPCHSA-N 7-hydroxycannabidiol
7-cooh-cbd
6β-oh-cannabidiol
6α-oh-cannabidiol
cannabidiol-2'-monomethyl ether
cannabidiol-dimethyl ether UYBGHBAVRNATET-VQTJNVASSA-N
cannabidiol-hydroxyquinone WDXXEUARVHTWQF-DLBZAZTESA-N
cannabidivarin REOZWEGFPHTFEI-JKSUJKDBSA-N
cannabigerol (cbg) QXACEHWTBCFNSA-SFQUDFHCSA-N
cannabinol (cbn) VBGLYOIFKLUMQG-UHFFFAOYSA-N 11-hydroxycannabinol
delta-9-tetrahydrocannabinol (thc)
catechin PFTAWBLQPZVEMU-DZGCQCFKSA-N Green Tea (Camellia sinensis)
catechin sulfate
catechin sulfate RTMISWLJQDWIPT-UHFFFAOYSA-N Green Tea (Camellia sinensis)
catechin
chlorogenic acid CWVRJTMFETXNAD-JUHZACGLSA-N Green Tea (Camellia sinensis)
chlorzoxazone TZFWDZFKRBELIQ-UHFFFAOYSA-N 6-hydroxychlorzoxazone
clobazam CXOXHMZGEKVPMT-UHFFFAOYSA-N n-desmethylclobazam
corynoxine DAXYUDFNWXHGBE-NRAMRBJXSA-N Kratom (Mitragyna speciosa)
corynoxine b DAXYUDFNWXHGBE-XYEDMTIPSA-N Kratom (Mitragyna speciosa)
coumaric acid NGSWKAQJJWESNS-UTCJRWHESA-N
coumarin ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 7-hydroxycoumarin
7-ethoxycoumarin
cyclosporin a PMATZTZNYRCHOR-CGLBZJNRSA-N
debrisoquine JWPGJSVJDAJRLW-UHFFFAOYSA-N
delta-8-tetrahydrocannabinol HCAWPGARWVBULJ-UHFFFAOYSA-N Cannabis L. (Cannabis sativa)
delta-9-tetrahydrocannabinol (thc) CYQFCXCEBYINGO-UHFFFAOYSA-N Cannabis L. (Cannabis sativa)
cannabinol (cbn)
11-nor-9-carboxy-delta9-tetrahydrocannabinol
11-hydroxy-delta-9-tetrahydrocannabinol
dexamethasone UREBDLICKHMUKA-CXSFZGCWSA-N
dextromethorphan MKXZASYAUGDDCJ-NJAFHUGGSA-N dextrorphan
dextrorphan JAQUASYNZVUNQP-PVAVHDDUSA-N dextromethorphan
dibenzylfluorescein YZJGKSLPSGPFEV-UHFFFAOYSA-N fluorescein
diclofenac DCOPUUMXTXDBNB-UHFFFAOYSA-N 4'-hydroxydiclofenac
digoxin LTMHDMANZUZIPE-PUGKRICDSA-N
diltiazem HSUGRBWQSSZJOP-RTWAWAEBSA-N n-demethyldiltiazem
dimethyl sulfoxide IAZDPXIOMUYVGZ-UHFFFAOYSA-N
diphenhydramine ZZVUWRFHKOJYTH-UHFFFAOYSA-N
docetaxel ZDZOTLJHXYCWBA-VCVYQWHSSA-N
dopamine VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine sulfate
dopamine sulfate NWBBWUXCVIJZBG-UHFFFAOYSA-N dopamine
dronabinol CYQFCXCEBYINGO-IAGOWNOFSA-N
epicatechin PFTAWBLQPZVEMU-UKRRQHHQSA-N Green Tea (Camellia sinensis)
(-)-epicatechin
epicatechin gallate LSHVYAFMTMFKBA-TZIWHRDSSA-N Green Tea (Camellia sinensis)
(-)-epicatechin-3-gallate
epigallocatechin XMOCLSLCDHWDHP-IUODEOHRSA-N Green Tea (Camellia sinensis)
(-)-epigallocatechin
4'-methyl-epigallocatechin
epigallocatechin gallate WMBWREPUVVBILR-WIYYLYMNSA-N Green Tea (Camellia sinensis)
(-)-epigallocatechin gallate
estrone-3-sulfate JKKFKPJIXZFSSB-CBZIJGRNSA-N
ethanol LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethyl glucuronide
ethanolic extract of licorice g. glabra Licorice (Glycyrrhiza glabra)
ethanolic goldenseal extract Goldenseal (Hydrastis canadensis)
ethyl glucuronide IWJBVMJWSPZNJH-UQGZVRACSA-N ethanol
ethylene glycol ester of luciferin 6’methyl ether (luciferin me-ege) luciferin
famotidine XUFQPHANEAPEMJ-UHFFFAOYSA-N
fentanyl PJMPHNIQZUBGLI-UHFFFAOYSA-N
fluo3 OZLGRUXZXMRXGP-UHFFFAOYSA-N
fluorescein GNBHRKFJIUUOQI-UHFFFAOYSA-N 3-o-methylfluorescein
dibenzylfluorescein
gallic acid LNTHITQWFMADLM-UHFFFAOYSA-N Green Tea (Camellia sinensis)
gallocatechin XMOCLSLCDHWDHP-SWLSCSKDSA-N Green Tea (Camellia sinensis)
(-)-gallocatechin
gallocatechin gallate WMBWREPUVVBILR-GHTZIAJQSA-N Green Tea (Camellia sinensis)
glabridin LBQIJVLKGVZRIW-ZDUSSCGKSA-N Licorice (Glycyrrhiza glabra)
glucuronide 11-nor-9-carboxy-delta9-tetrahydrocannabinol
glycycoumarin NZYSZZDSYIBYLC-UHFFFAOYSA-N Licorice (Glycyrrhiza glabra)
glycyrrhetinic acid MPDGHEJMBKOTSU-PMTKVOBESA-N Licorice (Glycyrrhiza glabra)
glycyrrhizin LPLVUJXQOOQHMX-QWBHMCJMSA-N Licorice (Glycyrrhiza glabra)
goldenseal root extract Goldenseal (Hydrastis canadensis)
green tea leaf Green Tea (Camellia sinensis)
green tea leaf extract Green Tea (Camellia sinensis)
hexobarbital UYXAWHWODHRRMR-UHFFFAOYSA-N
high-fat food
hydrastine JZUTXVTYJDCMDU-MOPGFXCFSA-N Goldenseal (Hydrastis canadensis)
(-)-beta-hydrastine
hydrastinine YOJQZPVUNUQTDF-UHFFFAOYSA-N Goldenseal (Hydrastis canadensis)
hydroxybupropion AKOAEVOSDHIVFX-UHFFFAOYSA-N bupropion
hydroxymethyltolbutamide SJRHYONYKZIRPM-UHFFFAOYSA-N tolbutamide
hypericin BTXNYTINYBABQR-UHFFFAOYSA-N
indinavir CBVCZFGXHXORBI-PXQQMZJSSA-N
irinotecan UWKQSNNFCGGAFS-XIFFEERXSA-N sn-38g
7-ethyl-10-hydroxycamptothecin
isoliquiritigenin DXDRHHKMWQZJHT-FPYGCLRLSA-N Licorice (Glycyrrhiza glabra)
isoliquiritin YNWXJFQOCHMPCK-LXGDFETPSA-N Licorice (Glycyrrhiza glabra)
isoliquiritin apioside VMMVZVPAYFZNBM-KVFWHIKKSA-N Licorice (Glycyrrhiza glabra)
isorotundifoline IXWWTVSMMIIIFZ-JCIDKMOXSA-N Kratom (Mitragyna speciosa)
isospeciofoline IXWWTVSMMIIIFZ-UKBVIRROSA-N Kratom (Mitragyna speciosa)
kaempferol IYRMWMYZSQPJKC-UHFFFAOYSA-N
ketamine YQEZLKZALYSWHR-UHFFFAOYSA-N
ketoconazole XMAYWYJOQHXEEK-OZXSUGGESA-N
lead (pb) WABPQHHGFIMREM-UHFFFAOYSA-N
licochalcone a KAZSKMJFUPEHHW-DHZHZOJOSA-N Licorice (Glycyrrhiza glabra)
licoricidin GBRZTUJCDFSIHM-KRWDZBQOSA-N Licorice (Glycyrrhiza glabra)
licuraside VMMVZVPAYFZNBM-FPYGCLRLSA-N Licorice (Glycyrrhiza glabra)
liquiritigenin FURUXTVZLHCCNA-AWEZNQCLSA-N Licorice (Glycyrrhiza glabra)
liquiritin DEMKZLAVQYISIA-ZRWXNEIDSA-N Licorice (Glycyrrhiza glabra)
liquiritin apioside FTVKHUHJWDMWIR-DWMQJYMWSA-N Licorice (Glycyrrhiza glabra)
lopinavir KJHKTHWMRKYKJE-SUGCFTRWSA-N
losartan losartan carboxylic acid
losartan carboxylic acid losartan
lovastatin PCZOHLXUXFIOCF-BXMDZJJMSA-N
luciferin IWJYWBVPCGUPLO-KOUNZKNHSA-N luciferin 6’benzyl ether (luciferin-be)
ethylene glycol ester of luciferin 6’methyl ether (luciferin me-ege)
6’deoxyluciferin (luciferin h)
luciferin 6’benzyl ether (luciferin-be) luciferin
medicinal cannabis Cannabis L. (Cannabis sativa)
mephenytoin, (s)- GMHKMTDVRCWUDX-LBPRGKRZSA-N 4-hydroxymephenytoin, (s)-
mercury (hg) QSHDDOUJBYECFT-UHFFFAOYSA-N
metformin XZWYZXLIPXDOLR-UHFFFAOYSA-N
methanolic extract of kratom Kratom (Mitragyna speciosa)
methylumbelliferone
midazolam DDLIGBOFAVUZHB-UHFFFAOYSA-N 1'-hydroxymidazolam
mitoxantrone KKZJGLLVHKMTCM-UHFFFAOYSA-N
mitragyna speciosa alkaloid rich fraction Kratom (Mitragyna speciosa)
mitragynine LELBFTMXCIIKKX-QVRQZEMUSA-N Kratom (Mitragyna speciosa)
7-hydroxymitragynine
mitraphylline JMIAZDVHNCCPDM-DAFCLMLCSA-N Kratom (Mitragyna speciosa)
mycophenolic acid HPNSFSBZBAHARI-RUDMXATFSA-N mycophenolic acid 7-o-glucuronide
mycophenolic acid 7-o-glucuronide mycophenolic acid
myricetin IKMDFBPHZNJCSN-UHFFFAOYSA-N
n-demethyldiltiazem YOMLDISQSWWYOT-UXHICEINSA-N diltiazem
n-desethylamodiaquine VRXFDHAGFYWGHT-UHFFFAOYSA-N amodiaquine
n-desmethylclobazam RRTVVRIFVKKTJK-UHFFFAOYSA-N clobazam
nadolol VWPOSFSPZNDTMJ-UCWKZMIHSA-N
naltrexone DQCKKXVULJGBQN-XFWGSAIBSA-N
nelfinavir QAGYKUNXZHXKMR-HKWSIXNMSA-N
nicardipine ZBBHBTPTTSWHBA-UHFFFAOYSA-N
norepinephrine SFLSHLFXELFNJZ-QMMMGPOBSA-N
ntcp
olanzapine WXPNDRBBWZMPQG-UHFFFAOYSA-N
omeprazole SUBDBMMJDZJVOS-UHFFFAOYSA-N 5-hydroxyomeprazole
p-hydroxy-benzylmalonic acid (hbma) JXJNPXPDKYRHJT-UHFFFAOYSA-N Licorice (Glycyrrhiza glabra)
p-nitrophenol BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenyl sulfate
paclitaxel RCINICONZNJXQF-MZXODVADSA-N 6-alpha-hydroxy paclitaxel
paraxanthine QUNWUDVFRNGTCO-UHFFFAOYSA-N Green Tea (Camellia sinensis)
caffeine
paroxetine
paynantheine JGZKIGWXPPFMRG-CYSPOEIOSA-N Kratom (Mitragyna speciosa)
phenacetin CPJSUEIXXCENMM-UHFFFAOYSA-N acetaminophen
placebo
quercetin REFJWTPEDVJJIY-UHFFFAOYSA-N
quinidine LOUPRKONTZGTKE-LHHVKLHASA-N
raloxifene GZUITABIAKMVPG-UHFFFAOYSA-N raloxifene 6-glucuronide
raloxifene 4'-glucuronide
raloxifene 4'-glucuronide VHXYPEXOSLGZKH-WKRHDJAJSA-N raloxifene
raloxifene 6-glucuronide MZPMSLSINDGEPM-WKRHDJAJSA-N raloxifene
resorufin 7-ethoxyresorufin
rhodamine 123 MYFATKRONKHHQL-UHFFFAOYSA-N
rifampicin FZYOVNIOYYPUPY-UXKYPCFPSA-N
rifampin JQXXHWHPUNPDRT-WLSIYKJHSA-N
ritodrine IOVGROKTTNBUGK-SJCJKPOMSA-N ritodrine sulfate ester
ritodrine sulfate ester ritodrine
ritonavir NCDNCNXCDXHOMX-XGKFQTDJSA-N
rosuvastatin BPRHUIZQVSMCRT-VEUZHWNKSA-N
rotundifoline IXWWTVSMMIIIFZ-LWWKTLCYSA-N Kratom (Mitragyna speciosa)
rutin IKGXIBQEEMLURG-NVPNHPEKSA-N
secobarbital KQPKPCNLIDLUMF-UHFFFAOYSA-N
serotonin QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin glucuronide
serotonin glucuronide serotonin
silybin b SEBFKMXJBCUCAI-WAABAYLZSA-N
sincalide IZTQOLKUZKXIRV-YRVFCXMDSA-N
sn-38g SSJQVDUAKDRWTA-CAYKMONMSA-N irinotecan
speciogynine LELBFTMXCIIKKX-STILVGNPSA-N Kratom (Mitragyna speciosa)
stiripentol IBLNKMRFIPWSOY-FNORWQNLSA-N
sulfaphenazole QWCJHSGMANYXCW-UHFFFAOYSA-N
sulfasalazine NCEXYHBECQHGNR-QZQOTICOSA-N
taurocholate WBWWGRHZICKQGZ-HZAMXZRMSA-N
tenofovir SGOIRFVFHAKUTI-ZCFIWIBFSA-N
testosterone MUMGGOZAMZWBJJ-DYKIIFRCSA-N 6beta-hydroxytestosterone
tetrahydrocannabivarin (thcv) ZROLHBHDLIHEMS-HUUCEWRRSA-N
tetrandrine WVTKBKWTSCPRNU-KYJUHHDHSA-N
theanine DATAGRPVKZEWHA-YFKPBYRVSA-N Green Tea (Camellia sinensis)
theobromine YAPQBXQYLJRXSA-UHFFFAOYSA-N Green Tea (Camellia sinensis)
caffeine
theophylline INQSMEFCAIHTJG-UHFFFAOYSA-N Green Tea (Camellia sinensis)
caffeine
tienilic acid
tolbutamide JLRGJRBPOGGCBT-UHFFFAOYSA-N hydroxymethyltolbutamide
trifluoperazine ZEWQUBUPAILYHI-UHFFFAOYSA-N trifluoperazine glucuronide
trifluoperazine glucuronide trifluoperazine
troleandomycin
valproic acid NIJJYAXOARWZEE-UHFFFAOYSA-N
verapamil DOQPXTMNIUCOSY-UHFFFAOYSA-N
vincristine OGWKCGZFUXNPDA-XQKSVPLYSA-N