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CHEBI:190402 - 3β-(2-diethylaminoethoxy)androst-5-en-17-one

ChEBI IDCHEBI:190402
ChEBI Name3β-(2-diethylaminoethoxy)androst-5-en-17-one
Stars
ASCII Name3beta-(2-diethylaminoethoxy)androst-5-en-17-one
DefinitionA 17-oxo steroid that is dehydroepiandrosterone in which the hydroxy group at position 3β is replaced by a 2-(diethylamino)ethoxy group. It is a cholesterol biosynthesis inhibitor and induces cataracts in rats.
Last Modified24 March 2022
SubmitterAdnan
DownloadsMolfile
FormulaC25H41NO2
Net Charge0
Average Mass387.608
Monoisotopic Mass387.31373
SMILES[H][C@@]12CC=C3C[C@@H](OCCN(CC)CC)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)C(=O)CC[C@@]21[H]
InChIInChI=1S/C25H41NO2/c1-5-26(6-2)15-16-28-19-11-13-24(3)18(17-19)7-8-20-21-9-10-23(27)25(21,4)14-12-22(20)24/h7,19-22H,5-6,8-17H2,1-4H3/t19-,20-,21-,22-,24-,25-/m0/s1
InChIKeyDMZCCFMMPHJWQY-BKWLFHPQSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
sterol biosynthesis inhibitor  Any compound that inhibits the biosynthesis of any sterol.
nicotinic antagonist  An antagonist at the nicotinic cholinergic receptor.
EC 1.3.1.72 (Delta(24)-sterol reductase) inhibitor  An EC 1.3.1.* (oxidoreductase acting on donor CH-CH group, NAD+ or NADP+ as acceptor) inhibitor that interferes with the action of Δ24-sterol reductase (EC 1.3.1.72).
Application:
nicotinic antagonist  An antagonist at the nicotinic cholinergic receptor.
ChEBI Ontology
Outgoing Relation(s)
3β-(2-diethylaminoethoxy)androst-5-en-17-one (CHEBI:190402) has functional parent dehydroepiandrosterone (CHEBI:28689)
3β-(2-diethylaminoethoxy)androst-5-en-17-one (CHEBI:190402) has role EC 1.3.1.72 (Δ24-sterol reductase) inhibitor (CHEBI:78728)
3β-(2-diethylaminoethoxy)androst-5-en-17-one (CHEBI:190402) has role nicotinic antagonist (CHEBI:48878)
3β-(2-diethylaminoethoxy)androst-5-en-17-one (CHEBI:190402) has role sterol biosynthesis inhibitor (CHEBI:83317)
3β-(2-diethylaminoethoxy)androst-5-en-17-one (CHEBI:190402) is a 17-oxo steroid (CHEBI:19168)
3β-(2-diethylaminoethoxy)androst-5-en-17-one (CHEBI:190402) is a ether (CHEBI:25698)
3β-(2-diethylaminoethoxy)androst-5-en-17-one (CHEBI:190402) is a tertiary amino compound (CHEBI:50996)
3β-(2-diethylaminoethoxy)androst-5-en-17-one (CHEBI:190402) is conjugate base of 3β-(2-diethylaminoethoxy)androst-5-en-17-one(1+) (CHEBI:190403)
Incoming Relation(s)
3β-(2-diethylaminoethoxy)androst-5-en-17-one(1+) (CHEBI:190403) is conjugate acid of 3β-(2-diethylaminoethoxy)androst-5-en-17-one (CHEBI:190402)
IUPAC Name 
3β-[2-(diethylamino)ethoxy]androst-5-en-17-one
Synonyms  Source
3β-(2-(diethylamino)ethoxy)androst-5-en-17-oneChemIDplus
U-18666A (free base)ChEBI
U18666A (free base)ChEBI
Manual XrefsDatabases
MKMPDBeChem
8129693ChemSpider
Registry NumbersSources
CAS:2855-62-1ChemIDplus
Citations