EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:59714 - Δ1-dihydrotestosterone

ChEBI IDCHEBI:59714
ChEBI NameΔ1-dihydrotestosterone
Stars
ASCII NameDelta(1)-dihydrotestosterone
DefinitionAn anabolic steroid that differs from testosterone by having a 1,2-double bond instead of a 4,5-double bond in its A ring. A potent androgen with anabolic properties, it was legally sold as a prohormone in the U.S.A. until 2005, when it was reclassified as a Schedule III drug.
Last Modified4 November 2020
SubmitterGareth Owen
DownloadsMolfile
FormulaC19H28O2
Net Charge0
Average Mass288.431
Monoisotopic Mass288.20893
SMILES[H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H](O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)C=CC(=O)C2
InChIInChI=1S/C19H28O2/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/h7,9,12,14-17,21H,3-6,8,10-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1
InChIKeyOKJCFMUGMSVJBG-ABEVXSGRSA-N
Roles Classification
Biological Roles:
anabolic agent  A compound which stimulates anabolism and inhibits catabolism. Anabolic agents stimulate the development of muscle mass, strength, and power.
androgen  A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
anabolic agent  A compound which stimulates anabolism and inhibits catabolism. Anabolic agents stimulate the development of muscle mass, strength, and power.
hormone  Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
hormone  Originally referring to an endogenous compound that is formed in specialized organ or group of cells and carried to another organ or group of cells, in the same organism, upon which it has a specific regulatory function, the term is now commonly used to include non-endogenous, semi-synthetic and fully synthetic analogues of such compounds.
ChEBI Ontology
Outgoing Relation(s)
Δ1-dihydrotestosterone (CHEBI:59714) has role anabolic agent (CHEBI:36413)
Δ1-dihydrotestosterone (CHEBI:59714) is a 17β-hydroxy steroid (CHEBI:35343)
Δ1-dihydrotestosterone (CHEBI:59714) is a 3-oxo-Δ1 steroid (CHEBI:20156)
Δ1-dihydrotestosterone (CHEBI:59714) is a anabolic androgenic steroid (CHEBI:50786)
IUPAC Name 
17β-hydroxy-5α-androst-1-en-3-one
Synonyms  Source
Δ1-dihydrotestosteroneDrugBank
5α-androst-1-en-17β-ol-3-oneChEBI
1-testosteroneDrugBank
17β-hydroxy-5α-androst-1-en-3-oneKEGG COMPOUND
(5α,17β)-hydroxyandrost-1-en-3-oneChEBI
UniProt Name  Source
Δ1-dihydrotestosteroneUniProt
Manual XrefsDatabases
DB01481DrugBank
C15377KEGG COMPOUND
Registry NumbersSources
Beilstein:2220746Beilstein