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

General Information of Drug (ID: DR1976)
Drug Name
Hydroxyestradiol
Synonyms
4-Hydroxy-17-beta-estradiol; 4-Hydroxyestradiol-17beta; 4-OH-Estradiol; 4-hydroxy-estradiol; 4-HYDROXYESTRADIOL; 4-hydroxyestradiol-17 beta; 4OHE2; 5976-61-4; C3ZO03450E; CHEBI:62845; MLS000069567; SMR000058747; UNII-C3ZO03450E; estra-1,3,5(10)-triene-2,4,17beta-triol; 4-Hydroxyestradiol; (8R,9S,13S,14S,17S)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,4,17-triol; 1,3,5(10)-Estratriene-3,4,17beta-triol; 1,3,5[10]-ESTRATRIENE-3,4,17BETA-TRIOL; 3,4,17beta-estriol; 3,4,17beta-trihydroxy-1,3,5[10]-estratriene
Indication Discovery agent Investigative [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 288.4 Topological Polar Surface Area 60.7
Heavy Atom Count 21 Rotatable Bond Count 0
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 3
Cross-matching ID
PubChem CID
5282360
ChEBI ID
CHEBI:62845
CAS Number
5976-61-4
Formula
C18H24O3
Canonical SMILES
CC12CCC3C(C1CCC2O)CCC4=C3C=CC(=C4O)O
InChI
1S/C18H24O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,16,19-21H,2-3,5,7-9H2,1H3/t11-,12-,14+,16+,18+/m1/s1
InChIKey
QOZFCKXEVSGWGS-ZHIYBZGJSA-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
4-hydroxyestradiol 3-glucuronide DM006538
101608815
Conjugation - Glucuronidation 1 [2]
4-hydroxyestradiol 4-glucuronide DM006537
129011090
Conjugation - Glucuronidation 1 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007045 Hydroxyestradiol 4-hydroxyestradiol 4-glucuronide Conjugation - Glucuronidation UGT1A8 [2]
MR007046 Hydroxyestradiol 4-hydroxyestradiol 3-glucuronide Conjugation - Glucuronidation UGT1A8 [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
UDP-glucuronosyltransferase 1A6 (UGT1A6) DME0072 Homo sapiens
UD16_HUMAN
2.4.1.17
[2]
UDP-glucuronosyltransferase 1A8 (UGT1A8) DME0064 Homo sapiens
UD18_HUMAN
2.4.1.17
[2]
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
UDP-glucuronosyltransferase 1A6 (UGT1A6) DME0072 Km = 0.01 microM
UD16_HUMAN
[2]
References
1 Estradiol and its metabolites 4-hydroxyestradiol and 2-hydroxyestradiol induce mutations in human breast epithelial cells. Int J Cancer. 2006 Apr 15;118(8):1862-8.
2 Structural and functional studies of UDP-glucuronosyltransferases. Drug Metab Rev. 1999 Nov;31(4):817-99.

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