Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR2188)
Drug Name
BRN-0064479
Synonyms
Genistein 7-O-beta-D-glucoside; Genistein 7-glucoside; Genistein glucoside; Genistein, 7-O-beta-D-glucoside; Genisteol 7-monoglucoside; Genistin; Genistine; Genistoside; Glucosyl-7-genistein; ZCOLJUOHXJRHDI-CMWLGVBASA-N; genistein 7-O-glucoside; 1POG3SCN5T; 4',5,7-Trihydroxyisoflavone 7-glucoside; 529-59-9; BRN 0064479; C21H20O10; CHEBI:27514; Genistein, 7-beta-D-glucopyranoside; Glucopyranoside, genistein-7, beta-D-; Isoflavone, 4',5,7-trihydroxy-, 7-D-glucoside; NSC 5112; UNII-1POG3SCN5T
Indication Prostate cancer [ICD11: 2C82] Phase 2 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 432.4 Topological Polar Surface Area 166
Heavy Atom Count 31 Rotatable Bond Count 4
Hydrogen Bond Donor Count 6 Hydrogen Bond Acceptor Count 10
Cross-matching ID
PubChem CID
5281377
ChEBI ID
CHEBI:27514
CAS Number
529-59-9
Formula
C21H20O10
Canonical SMILES
C1=CC(=CC=C1C2=COC3=CC(=CC(=C3C2=O)O)OC4C(C(C(C(O4)CO)O)O)O)O
InChI
1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-5-13(24)16-14(6-11)29-8-12(17(16)25)9-1-3-10(23)4-2-9/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m1/s1
InChIKey
ZCOLJUOHXJRHDI-CMWLGVBASA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Genistein DM006781
5280961
Unclear 1 [3]
3'-hydroxygenistein DM006770
5281801
Oxidation - 3'-hydroxylation 2 [4]
6'-hydroxy-O-desmethylangolensin DM006760
20601635
Unclear 2 [3]
Genistein-4'-glucuronide DM006766 N. A. Unclear 2 [4]
Genistein-4'-sulfate DM006769
53997099
Unclear 2 [4]
Genistein-7-glucuronide DM006763
124934066
Unclear 2 [4]
Genistein-7-sulfate DM006768
10291508
Unclear 2 [4]
4-ethylphenol DM006762
31242
Unclear 3 [3]
4-hydroxyphenyl-2-propionic acid DM006761
102526
Hydrolysis - Hydrolysis 3 [3]
Genistein 4'-Glucuronide-7-Sulfate DM006767
102339163
Unclear 3 [4]
Genistein 7-Glucuronide-4'-Sulfate DM006764
156960888
Unclear 3 [4]
Genistein-4',7-diglucuronide DM006765
101519310
Unclear 3 [4]
4-ethylphenol DM006762
31242
Unclear 4 [3]
⏷ Show the Full List of 13  DM(s)
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007332 BRN-0064479 Genistein Unclear Unclear [3]
MR007333 Genistein 6'-hydroxy-O-desmethylangolensin Unclear Unclear [3]
MR007337 Genistein Genistein-7-glucuronide Unclear UGT [4]
MR007340 Genistein Genistein-4'-glucuronide Unclear UGT [4]
MR007343 Genistein Genistein-7-sulfate Unclear SULT [4]
MR007345 Genistein Genistein-4'-sulfate Unclear SULT [4]
MR007347 Genistein 3'-hydroxygenistein Oxidation - 3'-hydroxylation CYP [4]
MR007334 6'-hydroxy-O-desmethylangolensin 4-hydroxyphenyl-2-propionic acid Hydrolysis - Hydrolysis Unclear [3]
MR007336 6'-hydroxy-O-desmethylangolensin 4-ethylphenol Unclear Unclear [3]
MR007341 Genistein-4'-glucuronide Genistein 4'-Glucuronide-7-Sulfate Unclear SULT [4]
MR007342 Genistein-4'-glucuronide Genistein-4',7-diglucuronide Unclear UGT [4]
MR007346 Genistein-4'-sulfate Genistein 7-Glucuronide-4'-Sulfate Unclear UGT [4]
MR007338 Genistein-7-glucuronide Genistein 7-Glucuronide-4'-Sulfate Unclear SULT [4]
MR007339 Genistein-7-glucuronide Genistein-4',7-diglucuronide Unclear UGT [4]
MR007344 Genistein-7-sulfate Genistein 4'-Glucuronide-7-Sulfate Unclear UGT [4]
MR007335 4-hydroxyphenyl-2-propionic acid 4-ethylphenol Unclear Unclear [3]
⏷ Show the Full List of 16 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Unclear metabolic mechanism (DME-unclear) DME2045 Eubacterium ramulus Not Available Not Available [2]
References
1 Enterohepatic circulation and pharmacokinetics of genistin and genistein in rats. ACS Omega. 2019 Oct 24;4(19):18428-18433.
2 Anaerobic C-ring cleavage of genistein and daidzein by Eubacterium ramulus. FEMS Microbiol Lett. 2002 Mar 5;208(2):197-202.
3 Comparative metabolism of genistin by human and rat gut microflora: detection and identification of the end-products of metabolism
4 Genistein: Dual Role in Women's Health

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