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CHEBI:78726 - 25-azacoprostane

ChEBI IDCHEBI:78726
ChEBI Name25-azacoprostane
Stars
DefinitionAn aza-steroid that is 5β-cholestane in which the carbon at position 25 is replaced by a nitrogen. It inhibits sitosterol-to-cholesterol conversion in Caenorhabditis elegans.
Last Modified6 June 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC26H47N
Net Charge0
Average Mass373.669
Monoisotopic Mass373.37085
SMILES[H][C@@]12CCCC[C@]1(C)[C@@]1([H])CC[C@@]3(C)[C@@]([H])(CC[C@]3([H])[C@H](C)CCCN(C)C)[C@]1([H])CC2
InChIInChI=1S/C26H47N/c1-19(9-8-18-27(4)5)22-13-14-23-21-12-11-20-10-6-7-16-25(20,2)24(21)15-17-26(22,23)3/h19-24H,6-18H2,1-5H3/t19-,20+,21+,22-,23+,24+,25+,26-/m1/s1
InChIKeyLJQDDVJEZIEHNY-FHNVJLOUSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
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).
ChEBI Ontology
Outgoing Relation(s)
25-azacoprostane (CHEBI:78726) has role EC 1.3.1.72 (Δ24-sterol reductase) inhibitor (CHEBI:78728)
25-azacoprostane (CHEBI:78726) is a aza-steroid (CHEBI:35726)
25-azacoprostane (CHEBI:78726) is a tertiary amine (CHEBI:32876)
IUPAC Name 
(5β)-N,N-dimethylcholan-24-amine
Registry NumbersSources
Reaxys:3140801Reaxys
CAS:37106-88-0ChemIDplus
Citations