CHEBI:7864 - oxymetholone

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ChEBI Name oxymetholone
Definition A 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.
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Formula C21H32O3
Net Charge 0
Average Mass 332.47700
Monoisotopic Mass 332.23514
InChI InChI=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
SMILES C[C@]1(O)CC[C@H]2[C@@H]3CC[C@H]4CC(=O)C(C[C@]4(C)[C@H]3CC[C@]12C)=CO
Roles Classification
Biological Role(s): anabolic agent
A compound which stimulates anabolism and inhibits catabolism. Anabolic agents stimulate the development of muscle mass, strength, and power.
(via anabolic androgenic steroid )
A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
(via anabolic androgenic steroid )
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.
(via steroid hormone )
Application(s): anti-anaemic agent
A compound which increases either the number of red cells or the amount of haemoglobin in the blood.
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ChEBI Ontology
Outgoing 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 stanozolol (CHEBI:9249) has functional parent oxymetholone (CHEBI:7864)
INNs Sources
oximetolona WHO MedNet
oxymétholone WHO MedNet
oxymetholone WHO MedNet
oxymetholonum WHO MedNet
Synonyms Sources
(5α,17β)-17-hydroxy-2-(hydroxymethylidene)-17-methylandrostan-3-one IUPAC
17α-methyl-2-hydroxymethylene-17-hydroxy-5α-androstan-3-one ChemIDplus
17β-hydroxy-2-(hydroxymethylene)-17-methyl-5α-androstan-3-one ChemIDplus
2-hydroxymethylene-17α-methyl-17β-hydroxy-5α-androstan-3-one ChemIDplus
2-hydroxymethylene-17α-methyl-5α-androstan-17β-ol-3-one ChemIDplus
2-hydroxymethylene-17α-methyldihydrotestosterone ChemIDplus
4,5α-dihydro-2-hydroxymethylene-17α-methyltestosterone ChemIDplus
Brand Names Sources
Adroyd ChemIDplus
Anadrol-50 KEGG DRUG
Anapolon ChemIDplus
Nastenon ChemIDplus
Pardroyd ChEBI
Plenastril ChemIDplus
Protanabol ChemIDplus
Synasteron ChemIDplus
Manual Xrefs Databases
DE1070632 Patent
Oxymetholone Wikipedia
View more database links
Registry Numbers Types Sources
2623806 Reaxys Registry Number Reaxys
434-07-1 CAS Registry Number ChemIDplus
434-07-1 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
11071398 PubMed citation Europe PMC
1125426 PubMed citation Europe PMC
11440282 PubMed citation Europe PMC
21860526 PubMed citation Europe PMC
Last Modified
28 March 2017