CHEBI:78726 - 25-azacoprostane

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ChEBI Name 25-azacoprostane
ChEBI ID CHEBI:78726
Definition An 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C26H47N
Net Charge 0
Average Mass 373.65810
Monoisotopic Mass 373.37085
InChI InChI=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
InChIKey LJQDDVJEZIEHNY-FHNVJLOUSA-N
SMILES C[C@H](CCCN(C)C)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4CCCC[C@]4(C)[C@H]3CC[C@]12C
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): 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 Delta24-sterol reductase (EC 1.3.1.72).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Numbers Types Sources
3140801 Reaxys Registry Number Reaxys
37106-88-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12904448 PubMed citation Europe PMC
21186286 PubMed citation Europe PMC
21344279 PubMed citation Europe PMC
2608313 PubMed citation Europe PMC
3840423 PubMed citation Europe PMC
6673193 PubMed citation Europe PMC
Last Modified
06 June 2014