CHEBI:71676 - esculeogenin A

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ChEBI Name esculeogenin A
ChEBI ID CHEBI:71676
Definition A sapogenin that is spirosolane substituted by hydroxy groups at positions 3, 23 and 27 (the 3β,5α,22α,23S,25S stereoisomer).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H45NO4
Net Charge 0
Average Mass 447.65050
Monoisotopic Mass 447.33486
InChI InChI=1S/C27H45NO4/c1-15-24-22(32-27(15)23(31)10-16(14-29)13-28-27)12-21-19-5-4-17-11-18(30)6-8-25(17,2)20(19)7-9-26(21,24)3/h15-24,28-31H,4-14H2,1-3H3/t15-,16-,17-,18-,19+,20-,21-,22-,23-,24-,25-,26-,27-/m0/s1
InChIKey FBKQAVWTYDQPAB-HBDLFPIVSA-N
SMILES [H][C@@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])C[C@]3([H])O[C@@]5(NC[C@@H](CO)C[C@@H]5O)[C@@H](C)[C@]43[H])[C@@]1(C)CC[C@H](O)C2
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 2.3.1.26 (sterol O-acyltransferase) inhibitor
An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of acyl-CoA:cholesterol acyltransferase (EC 2.3.1.26).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing esculeogenin A (CHEBI:71676) has role EC 2.3.1.26 (sterol O-acyltransferase) inhibitor (CHEBI:64696)
esculeogenin A (CHEBI:71676) has role metabolite (CHEBI:25212)
esculeogenin A (CHEBI:71676) is a 3β-hydroxy steroid (CHEBI:36836)
esculeogenin A (CHEBI:71676) is a azaspiro compound (CHEBI:35624)
esculeogenin A (CHEBI:71676) is a oxaspiro compound (CHEBI:37948)
esculeogenin A (CHEBI:71676) is a sapogenin (CHEBI:26606)
IUPAC Name
(3β,5α,22α,23S,25S)-spirosolane-3,23,27-triol
Registry Number Type Source
9826338 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17872457 PubMed citation Europe PMC
18591823 PubMed citation Europe PMC
20853874 PubMed citation Europe PMC
21395308 PubMed citation Europe PMC
22223387 PubMed citation Europe PMC
22224814 PubMed citation Europe PMC
Last Modified
24 April 2013