CHEBI:9249 - stanozolol

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ChEBI Name stanozolol
ChEBI ID CHEBI:9249
Definition An organic heteropentacyclic compound resulting from the formal condensation of the 3-keto-aldehyde moiety of oxymetholone with hydrazine. Like oxymetholone, it is a synthetic anabolic steroid. It has both anabolic and androgenic properties, and has been used to treat hereditary angioedema and various vascular disorders. It has also been widely abused by professional athletes.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H32N2O
Net Charge 0
Average Mass 328.49160
Monoisotopic Mass 328.251
InChI InChI=1S/C21H32N2O/c1-19-11-13-12-22-23-18(13)10-14(19)4-5-15-16(19)6-8-20(2)17(15)7-9-21(20,3)24/h12,14-17,24H,4-11H2,1-3H3,(H,22,23)/t14-,15+,16-,17-,19-,20-,21-/m0/s1
InChIKey LKAJKIOFIWVMDJ-IYRCEVNGSA-N
SMILES C[C@]1(O)CC[C@H]2[C@@H]3CC[C@H]4Cc5[nH]ncc5C[C@]4(C)[C@H]3CC[C@]12C
Roles Classification
Biological Role(s): androgen
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 )
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 )
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.
(via steroid hormone )
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ChEBI Ontology
Outgoing stanozolol (CHEBI:9249) has functional parent oxymetholone (CHEBI:7864)
stanozolol (CHEBI:9249) has role anabolic agent (CHEBI:36413)
stanozolol (CHEBI:9249) has role androgen (CHEBI:50113)
stanozolol (CHEBI:9249) is a 17β-hydroxy steroid (CHEBI:35343)
stanozolol (CHEBI:9249) is a anabolic androgenic steroid (CHEBI:50786)
stanozolol (CHEBI:9249) is a organic heteropentacyclic compound (CHEBI:38164)
stanozolol (CHEBI:9249) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(1S,3aS,3bR,5aS,10aS,10bS,12aS)-1,10a,12a-trimethyl-1,2,3,3a,3b,4,5,5a,6,7,10,10a,10b,11,12,12a-hexadecahydrocyclopenta[5,6]naphtho[1,2-f]indazol-1-ol
INNs Sources
estanozolol WHO MedNet
stanozolol WHO MedNet
stanozolol WHO MedNet
stanozololum WHO MedNet
Synonym Source
Androstanazole KEGG COMPOUND
Brand Names Sources
Stromba ChEBI
Strombaject ChEBI
Winstrol KEGG DRUG
Manual Xrefs Databases
2477 DrugCentral
C07311 KEGG COMPOUND
D00444 KEGG DRUG
DB06718 DrugBank
HMDB0003116 HMDB
Stanozolol Wikipedia
US3030358 Patent
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Registry Numbers Types Sources
10418-03-8 CAS Registry Number NIST Chemistry WebBook
10418-03-8 CAS Registry Number ChemIDplus
8359772 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20020362 PubMed citation Europe PMC
20209649 PubMed citation Europe PMC
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Last Modified
22 February 2017