CHEBI:32260 - trilostane

ChEBI IDCHEBI:32260
ChEBI Nametrilostane
Stars
DefinitionAn epoxy steroid that is 3,17β-dihydroxy-5α-androst-2-ene-2-carbonitrile in which the oxygen of the epoxy group is joined to the 4α and 5 α positions.
Last Modified28 October 2019
DownloadsMolfile
FormulaC20H27NO3
Net Charge0
Average Mass329.440
Monoisotopic Mass329.19909
SMILES[H][C@@]12CC[C@@]34O[C@@H]3C(O)=C(C#N)C[C@]4(C)[C@@]1([H])CC[C@]1(C)[C@@H](O)CC[C@@]21[H]
InChIInChI=1S/C20H27NO3/c1-18-7-6-14-12(13(18)3-4-15(18)22)5-8-20-17(24-20)16(23)11(10-21)9-19(14,20)2/h12-15,17,22-23H,3-9H2,1-2H3/t12-,13-,14-,15-,17+,18-,19+,20+/m0/s1
InChIKeyKVJXBPDAXMEYOA-CXANFOAXSA-N
Wikipedia
Roles Classification
Biological Role:
EC 1.1.1.210 [3beta(or 20alpha)-hydroxysteroid dehydrogenase] inhibitor  An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor which interferes with the action of 3β-hydroxysteroid dehydrogenase (EC 1.1.1.210), a group of steroidogenic enzymes.
Applications:
abortifacient  A chemical substance that interrupts pregnancy after implantation.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
trilostane (CHEBI:32260) has role abortifacient (CHEBI:50691)
trilostane (CHEBI:32260) has role antineoplastic agent (CHEBI:35610)
trilostane (CHEBI:32260) has role EC 1.1.1.210 [3β(or 20α)-hydroxysteroid dehydrogenase] inhibitor (CHEBI:50788)
trilostane (CHEBI:32260) is a 17β-hydroxy steroid (CHEBI:35343)
trilostane (CHEBI:32260) is a 3-hydroxy steroid (CHEBI:36834)
trilostane (CHEBI:32260) is a androstanoid (CHEBI:50402)
trilostane (CHEBI:32260) is a epoxy steroid (CHEBI:145217)
trilostane (CHEBI:32260) is a nitrile (CHEBI:18379)
IUPAC Name 
3,17β-dihydroxy-4α,5-epoxy-5α-androst-2-ene-2-carbonitrile
INNs  Source
trilostaneChemIDplus
trilostanoChemIDplus
trilostanumChemIDplus
Manual XrefsDatabases
D01180KEGG DRUG
DB01108DrugBank
US3296255Patent
TrilostaneWikipedia
2746DrugCentral
1891VSDB
Registry NumbersSources
CAS:13647-35-3KEGG COMPOUND
CAS:13647-35-3KEGG DRUG