CHEBI:81308 - allocholic acid

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ChEBI Name allocholic acid
ChEBI ID CHEBI:81308
Definition An allo-bile acid that is 5α-cholan-24-oic acid bearing three α-hydroxy substituents at position 3, 7 and 12.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C24H40O5
Net Charge 0
Average Mass 408.572
Monoisotopic Mass 408.28757
InChI InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14-,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1
InChIKey BHQCQFFYRZLCQQ-PGHAKIONSA-N
SMILES C1[C@@]2([C@]3(C[C@@H]([C@]4([C@]([C@@]3([C@@H](C[C@]2(C[C@@H](C1)O)[H])O)[H])(CC[C@]4([H])[C@@H](CCC(O)=O)C)[H])C)O)[H])C
Metabolite of Species Details
Rattus norvegicus (NCBI:txid10116) See: PubMed
Carpiodes carpio (NCBI:txid154811) See: PubMed
Uromastix hardwickii (NCBI:txid40250) See: PubMed
Petromyzon marinus (NCBI:txid7757) See: PubMed
Cyprinus carpio (NCBI:txid7962) See: PubMed
Homo sapiens (NCBI:txid9606) Found in faeces (UBERON:0001988). See: PubMed
Sus scrofa (NCBI:txid9823) Found in faeces (UBERON:0001988). See: PubMed
Bos taurus (NCBI:txid9913) See: PubMed
Oryctolagus cuniculus (NCBI:txid9986) See: PubMed
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): marine metabolite
Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
rat metabolite
Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing allocholic acid (CHEBI:81308) has role human metabolite (CHEBI:77746)
allocholic acid (CHEBI:81308) has role marine metabolite (CHEBI:76507)
allocholic acid (CHEBI:81308) has role rat metabolite (CHEBI:86264)
allocholic acid (CHEBI:81308) is a 12α-hydroxy steroid (CHEBI:36846)
allocholic acid (CHEBI:81308) is a 3α-hydroxy steroid (CHEBI:36835)
allocholic acid (CHEBI:81308) is a 7α-hydroxy steroid (CHEBI:36843)
allocholic acid (CHEBI:81308) is a allo-bile acid (CHEBI:138365)
allocholic acid (CHEBI:81308) is a C24-steroid (CHEBI:131620)
allocholic acid (CHEBI:81308) is conjugate acid of allocholate (CHEBI:137661)
Incoming allocholoyl-CoA (CHEBI:138376) has functional parent allocholic acid (CHEBI:81308)
allocholate (CHEBI:137661) is conjugate base of allocholic acid (CHEBI:81308)
IUPAC Name
3α,7α,12α-trihydroxy-5α-cholan-24-oic acid
Synonyms Sources
(3α,5α,7α,12α)-3,7,12-trihydroxycholan-24-oic acid IUPAC
3alpha,7alpha,12alpha-Trihydroxy-5alpha-cholanoic acid KEGG COMPOUND
5α-cholic acid MetaCyc
Manual Xrefs Databases
C17737 KEGG COMPOUND
CPD-16581 MetaCyc
HMDB0000505 HMDB
LMST04010092 LIPID MAPS
View more database links
Registry Numbers Types Sources
2464-18-8 CAS Registry Number ChemIDplus
3222495 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
04 September 2017