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

General Information of Drug (ID: DR0770)
Drug Name
Gestodene
Synonyms
Gestinol; Gestoden; Gestodene [USAN:INN:BAN]; Gestodeno; Gestodeno [INN-Spanish]; Gestodenum; Gestodenum [INN-Latin]; SH B 331; GESTODENE; 13-Ethyl-17-hydroxy-18,19-dinor-17alpha-pregna-4,15-dien-20-yn-3-one; 1664P6E6MI; 17-alpha-Ethinyl-13-ethyl-17-beta-hydroxy-4,15-gonadien-3-one; 18,19-Dinorpregna-4,15-dien-20-yn-3-one, 13-ethyl-17-hydroxy-, (17-alpha)-; 60282-87-3; BRN 4237181; CCRIS 9189; DSSTox_CID_26478; DSSTox_GSID_46478; DSSTox_RID_81649; EINECS 262-145-8; HSDB 3594; UNII-1664P6E6MI
Indication Contraception [ICD11: JA65] Phase 4 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 310.4 Topological Polar Surface Area 37.3
Heavy Atom Count 23 Rotatable Bond Count 2
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
3033968
ChEBI ID
CHEBI:135323
CAS Number
60282-87-3
Formula
C21H26O2
Canonical SMILES
CCC12CCC3C(C1C=CC2(C#C)O)CCC4=CC(=O)CCC34
InChI
1S/C21H26O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,10,12-13,16-19,23H,3,5-9,11H2,1H3/t16-,17+,18+,19-,20-,21-/m0/s1
InChIKey
SIGSPDASOTUPFS-XUDSTZEESA-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
3-hydroxy,5-dihydrogestodene DM006684 N. A. Unclear 1 [3]
5-dihydrogestodene DM006686 N. A. Unclear 1 [3]
Unclear DM009999 N. A. Unclear 1 [3]
Tetrahydrogestodene DM006685 N. A. Reduction - Reduction 2 [3]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR007211 Gestodene 3-hydroxy,5-dihydrogestodene Unclear Unclear [3]
MR007213 Gestodene 5-dihydrogestodene Unclear Unclear [3]
MR007214 Gestodene Unclear Unclear Unclear [3]
MR007212 3-hydroxy,5-dihydrogestodene Tetrahydrogestodene Reduction - Reduction Unclear [3]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[2]
References
1 ClinicalTrials.gov (NCT01174524) Improvement of Quality of Life in Patients Using Low-dose Pills in the Different Phases of Menacme.
2 Effect of an oral contraceptive preparation containing ethinylestradiol and gestodene on CYP3A4 activity as measured by midazolam 1'-hydroxylation. Br J Clin Pharmacol. 2000 Oct;50(4):333-7.
3 Metabolism of gestodene in human liver cytosol and microsomes in vitro

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