CHEBI:7466 - nandrolone

ChEBI IDCHEBI:7466
ChEBI Namenandrolone
Stars
DefinitionA 3-oxo Δ4-steroid that is estr-4-en-3-one substituted by a β-hydroxy group at position 17.
Last Modified22 February 2017
DownloadsMolfile
FormulaC18H26O2
Net Charge0
Average Mass274.404
Monoisotopic Mass274.19328
SMILES[H][C@@]12CCC3=CC(=O)CC[C@]3([H])[C@@]1([H])CC[C@]1(C)[C@@H](O)CC[C@@]21[H]
InChIInChI=1S/C18H26O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h10,13-17,20H,2-9H2,1H3/t13-,14+,15+,16-,17-,18-/m0/s1
InChIKeyNPAGDVCDWIYMMC-IZPLOLCNSA-N
Wikipedia
Roles Classification
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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)
nandrolone (CHEBI:7466) has parent hydride estrane (CHEBI:23966)
nandrolone (CHEBI:7466) has role human metabolite (CHEBI:77746)
nandrolone (CHEBI:7466) is a 17β-hydroxy steroid (CHEBI:35343)
nandrolone (CHEBI:7466) is a 3-oxo-Δ4 steroid (CHEBI:47909)
nandrolone (CHEBI:7466) is a anabolic androgenic steroid (CHEBI:50786)
Incoming Relation(s)
nandrolone phenpropionate (CHEBI:7468) has functional parent nandrolone (CHEBI:7466)
IUPAC Name 
17β-hydroxyestr-4-en-3-one
Synonyms  Source
NandroloneKEGG COMPOUND
19-NorandrostenoloneChemIDplus
19-NortestosteroneChemIDplus
17β-hydroxy-4-estren-3-oneChemIDplus
4-estren-17β-ol-3-oneChemIDplus
17β-hydroxy-19-nor-4-androsten-3-oneChemIDplus
UniProt Name  Source
17β-hydroxyestr-4-en-3-oneUniProt
Manual XrefsDatabases
C07254KEGG COMPOUND
DB00984DrugBank
NandroloneWikipedia
HMDB0002725HMDB
D08250KEGG DRUG
1879DrugCentral
1861VSDB
Registry NumbersSources
Gmelin:1228044Gmelin
Beilstein:4690380Beilstein
Reaxys:2055849Reaxys
CAS:434-22-0KEGG COMPOUND
CAS:434-22-0ChemIDplus
Citations