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

General Information of Drug (ID: DR0115)
Drug Name
AC-12166
Synonyms
Androstenediol; Androstenediol [JAN]; HE2100; Hermaphrodiol; Neumune; delta(sup 5)-Androstenediol; (3-beta,17-beta)-Androst-5-ene-3,17-diol; (3beta,17beta)-androst-5-ene-3,17-diol; 3beta,17beta-Dihydroxy-5-androstene; 3beta,17beta-Dihydroxyandrost-5-ene; 5-AED; 5-Androstenediol; 521-17-5; 95PS51EMXY; ANDROST-5-ENE-3-beta,17-beta-DIOL; Androst-5-ene-3beta,17beta-diol; Androst-5-enediol; Androst-5-enediol (VAN); CHEBI:2710; CHEMBL440283; EINECS 208-306-8; NSC 12163; UNII-95PS51EMXY; androst-5-en-3beta,17beta-diol
Indication Thrombocytopenia [ICD11: 3B64] Discontinued [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 290.4 Topological Polar Surface Area 40.5
Heavy Atom Count 21 Rotatable Bond Count 0
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 2
Cross-matching ID
PubChem CID
10634
PubChem SID
6955 ; 3139522 ; 7847247 ; 8145886 ; 8157681 ; 12146100 ; 14897987 ; 14922510 ; 24702265 ; 25621407 ; 29229108 ; 48415569 ; 49869390 ; 50112747 ; 50804001 ; 53788203 ; 57304390 ; 57326355 ; 90451287 ; 92297868 ; 92711433 ; 93167092 ; 99453738 ; 103203033 ; 104095343 ; 104323845 ; 117557047 ; 126524916 ; 126630860 ; 126688967 ; 128993376 ; 134345253 ; 134977201 ; 137131402 ; 137900303 ; 144206048 ; 152094956 ; 162095576 ; 163398407 ; 170465858 ; 172847978 ; 179293163 ; 198966861 ; 223672349 ; 224097058 ; 226415063 ; 241090053 ; 250108529 ; 252406465
ChEBI ID
CHEBI:2710
CAS Number
521-17-5
TTD Drug ID
D08DZZ
Formula
C19H30O2
Canonical SMILES
CC12CCC3C(C1CCC2O)CC=C4C3(CCC(C4)O)C
InChI
1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h3,13-17,20-21H,4-11H2,1-2H3/t13-,14-,15-,16-,17-,18-,19-/m0/s1
InChIKey
QADHLRWLCPCEKT-LOVVWNRFSA-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
Androst-4-ene-3,17-dione (4ADN) DM001962
6128
Unclear 1 [4]
Testosterone DM001963
6013
Unclear 1 [3] , [4]
5alpha-dihydrotestosterone DM002519
10635
Unclear 2 [5]
Androstanediol DM004139
32801
Unclear 3 [5]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR004534 AC-12166 Testosterone Unclear HSD3B1 [3], [4]
MR004537 AC-12166 Androst-4-ene-3,17-dione (4ADN) Unclear Unclear [4]
MR004535 Testosterone 5alpha-dihydrotestosterone Unclear Unclear [5]
MR004536 5alpha-dihydrotestosterone Androstanediol Unclear Unclear [5]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Dihydrotestosterone oxidoreductase (HSD3B1) DME0221 Homo sapiens
3BHS1_HUMAN
1.1.1.145
[2]
Dihydrotestosterone oxidoreductase (HSD3B1) DME0221 Homo sapiens
3BHS1_HUMAN
1.1.1.145
[3] , [4]
References
1 Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800015080)
2 Steroid signalling in the ovarian surface epithelium. Trends Endocrinol Metab. 2005 Sep;16(7):327-33.
3 Uptake and metabolism of sulphated steroids by the blood-brain barrier in the adult male rat
4 Conversion of 4-androstenediol and 5-androstenediol to testosterone, and conversion of dehydroepiandrosterone to 4-androstenediol by rat testis in vitro
5 Preliminary observations on steroid metabolism in isolated epithelum of guinea pig seminal vesicle

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