CHEBI:81261 - avicholic acid

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ChEBI Name avicholic acid
ChEBI ID CHEBI:81261
Definition A trihydroxy-5β-cholanic acid that is 5β-cholan-24-oic acid substituted by hydroxy groups at positions 3, 7 and 16 (the 3α,7α,16α stereoisomer). It is a major constituent of the bile of several avian species.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H40O5
Net Charge 0
Average Mass 408.579
Monoisotopic Mass 408.28757
InChI InChI=1S/C24H40O5/c1-13(4-5-20(28)29)22-19(27)12-17-21-16(7-9-24(17,22)3)23(2)8-6-15(25)10-14(23)11-18(21)26/h13-19,21-22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16+,17+,18-,19-,21-,22+,23+,24+/m1/s1
InChIKey PFMAXGIVRQIQPX-JSFQCDATSA-N
SMILES [H][C@]1([C@H](C)CCC(O)=O)[C@H](O)C[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): animal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in animals that include diverse creatures from sponges, insects to mammals.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing avicholic acid (CHEBI:81261) has role animal metabolite (CHEBI:75767)
avicholic acid (CHEBI:81261) is a 16α-hydroxy steroid (CHEBI:16799)
avicholic acid (CHEBI:81261) is a 3α-hydroxy steroid (CHEBI:36835)
avicholic acid (CHEBI:81261) is a 7α-hydroxy steroid (CHEBI:36843)
avicholic acid (CHEBI:81261) is a bile acid (CHEBI:3098)
avicholic acid (CHEBI:81261) is a C24-steroid (CHEBI:131620)
avicholic acid (CHEBI:81261) is a trihydroxy-5β-cholanic acid (CHEBI:27114)
avicholic acid (CHEBI:81261) is conjugate acid of avicholate (CHEBI:178192)
Incoming avicholate (CHEBI:178192) is conjugate base of avicholic acid (CHEBI:81261)
IUPAC Name
3α,7α,16α-trihydroxy-5β-cholan-24-oic acid
Synonym Source
Avicholic acid KEGG COMPOUND
Manual Xrefs Databases
C17667 KEGG COMPOUND
LMST04010107 LIPID MAPS
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Citations Waiting for Citations Types Sources
14703343 PubMed citation Europe PMC
20359489 PubMed citation Europe PMC
24900463 PubMed citation Europe PMC
30319399 PubMed citation Europe PMC
Last Modified
09 September 2021