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CHEBI:379896 - 17β-hydroxy-17-methylestra-4,9,11-trien-3-one

ChEBI IDCHEBI:379896
ChEBI Name17β-hydroxy-17-methylestra-4,9,11-trien-3-one
Stars
ASCII Name17beta-hydroxy-17-methylestra-4,9,11-trien-3-one
DefinitionA synthetic non-aromatisable androgen and anabolic steroid. It binds strongly to the androgen receptor and has therefore also been used as an affinity label for this receptor in the prostate and in prostatic tumors.
Secondary ChEBI IDsCHEBI:45313, CHEBI:59645
Last Modified28 July 2014
SubmitterMargaret Duesbury
DownloadsMolfile
FormulaC19H24O2
Net Charge0
Average Mass284.399
Monoisotopic Mass284.17763
SMILES[H][C@@]12CC[C@](C)(O)[C@@]1(C)C=CC1=C3CCC(=O)C=C3CC[C@]12[H]
InChIInChI=1S/C19H24O2/c1-18-9-7-15-14-6-4-13(20)11-12(14)3-5-16(15)17(18)8-10-19(18,2)21/h7,9,11,16-17,21H,3-6,8,10H2,1-2H3/t16-,17+,18+,19+/m1/s1
InChIKeyCCCIJQPRIXGQOE-XWSJACJDSA-N
Roles Classification
Biological Roles:
androgen  A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
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)
17β-hydroxy-17-methylestra-4,9,11-trien-3-one (CHEBI:379896) has parent hydride estrane (CHEBI:23966)
17β-hydroxy-17-methylestra-4,9,11-trien-3-one (CHEBI:379896) has role androgen (CHEBI:50113)
17β-hydroxy-17-methylestra-4,9,11-trien-3-one (CHEBI:379896) is a 17β-hydroxy steroid (CHEBI:35343)
17β-hydroxy-17-methylestra-4,9,11-trien-3-one (CHEBI:379896) is a 3-oxo steroid (CHEBI:47788)
17β-hydroxy-17-methylestra-4,9,11-trien-3-one (CHEBI:379896) is a anabolic androgenic steroid (CHEBI:50786)
IUPAC Name 
17β-hydroxy-17-methylestra-4,9,11-trien-3-one
INNs  Source
metribolonaChemIDplus
metriboloneChemIDplus
metribolonumChemIDplus
Synonyms  Source
R1881 (synthetic androgen)ChEBI
17-methyloestra-4,9,11-trien-3-one,17β-olChEBI
17alpha-MethyltrienoloneChemIDplus
MethyltrienoloneChemIDplus
R1881ChEBI
17-beta-Hydroxy-17-methylestra-4,9,11-trien-3-oneKEGG COMPOUND
Manual XrefsDatabases
R18PDBeChem
NL6401555Patent
DB02998DrugBank
C14257KEGG COMPOUND
Registry NumbersSources
Beilstein:2626053Beilstein
CAS:965-93-5ChemIDplus
CAS:965-93-5KEGG COMPOUND
Citations