CHEBI:7864 - oxymetholone

ChEBI IDCHEBI:7864
ChEBI Nameoxymetholone
Stars
DefinitionA 3-oxo-5α- steroid that is 4,5α-dihydrotestosterone which is substituted by a hydroxymethylidene group at position 2 and by a methyl group at the 17α position. A synthetic androgen, it was mainly used for the treatment of anaemias until being replaced by treatments with fewer side effects.
Last Modified28 March 2017
DownloadsMolfile
FormulaC21H32O3
Net Charge0
Average Mass332.484
Monoisotopic Mass332.23514
SMILES[H]C(O)=C1C[C@@]2(C)[C@@]([H])(CC[C@]3([H])[C@]2([H])CC[C@@]2(C)[C@@]3([H])CC[C@]2(C)O)CC1=O
InChIInChI=1S/C21H32O3/c1-19-11-13(12-22)18(23)10-14(19)4-5-15-16(19)6-8-20(2)17(15)7-9-21(20,3)24/h12,14-17,22,24H,4-11H2,1-3H3/t14-,15+,16-,17-,19-,20-,21-/m0/s1
InChIKeyICMWWNHDUZJFDW-IYRCEVNGSA-N
Wikipedia
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.
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.
Application:
anti-anaemic agent  A compound which increases either the number of red cells or the amount of haemoglobin in the blood.
ChEBI Ontology
Outgoing Relation(s)
oxymetholone (CHEBI:7864) has role anabolic agent (CHEBI:36413)
oxymetholone (CHEBI:7864) has role androgen (CHEBI:50113)
oxymetholone (CHEBI:7864) has role anti-anaemic agent (CHEBI:75835)
oxymetholone (CHEBI:7864) is a 17β-hydroxy steroid (CHEBI:35343)
oxymetholone (CHEBI:7864) is a 3-oxo-5α-steroid (CHEBI:13601)
oxymetholone (CHEBI:7864) is a anabolic androgenic steroid (CHEBI:50786)
oxymetholone (CHEBI:7864) is a enol (CHEBI:33823)
oxymetholone (CHEBI:7864) is a enone (CHEBI:51689)
oxymetholone (CHEBI:7864) is a tertiary alcohol (CHEBI:26878)
Incoming Relation(s)
stanozolol (CHEBI:9249) has functional parent oxymetholone (CHEBI:7864)
IUPAC Name 
17β-hydroxy-2-(hydroxymethylidene)-17-methyl-5α-androstan-3-one
INNs  Source
oxymetholonumWHO MedNet
oxymetholoneWHO MedNet
oximetolonaWHO MedNet
oxymétholoneWHO MedNet
Synonyms  Source
(5α,17β)-17-hydroxy-2-(hydroxymethylidene)-17-methylandrostan-3-oneIUPAC
17α-methyl-2-hydroxymethylene-17-hydroxy-5α-androstan-3-oneChemIDplus
2-hydroxymethylene-17α-methyl-17β-hydroxy-5α-androstan-3-oneChemIDplus
2-hydroxymethylene-17α-methyldihydrotestosteroneChemIDplus
4,5α-dihydro-2-hydroxymethylene-17α-methyltestosteroneChemIDplus
17β-hydroxy-2-(hydroxymethylene)-17-methyl-5α-androstan-3-oneChemIDplus
Brand Names  Source
Anadrol-50KEGG DRUG
AnapolonChemIDplus
PardroydChEBI
ProtanabolChemIDplus
AdroydChemIDplus
SynasteronChemIDplus
Manual XrefsDatabases
C07393KEGG COMPOUND
D00490KEGG DRUG
DE1070632Patent
OxymetholoneWikipedia
Registry NumbersSources
Reaxys:2623806Reaxys
CAS:434-07-1KEGG COMPOUND
CAS:434-07-1ChemIDplus
CAS:434-07-1NIST Chemistry WebBook
Citations