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CHEBI:81253 - isolithocholic acid

ChEBI IDCHEBI:81253
ChEBI Nameisolithocholic acid
Stars
DefinitionA monohydroxy-5β-cholanic acid with a β-hydroxy substituent at position 3. The 3β-hydroxy epimer of lithocholic acid.
Secondary ChEBI IDCHEBI:88092
Last Modified2 October 2015
SubmitterSteve
DownloadsMolfile
FormulaC24H40O3
Net Charge0
Average Mass376.581
Monoisotopic Mass376.29775
SMILES[H][C@]12CC[C@]3([H])[C@]([H])(CC[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCC(=O)O)[C@@]1(C)CC[C@H](O)C2
InChIInChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17+,18+,19-,20+,21+,23+,24-/m1/s1
InChIKeySMEROWZSTRWXGI-WFVDQZAMSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (10214695)
Rattus norvegicus (ncbitaxon:10116) - PubMed (18039809)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
rat metabolite  Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
xenobiotic metabolite  Any metabolite produced by metabolism of a xenobiotic compound.
ChEBI Ontology
Outgoing Relation(s)
isolithocholic acid (CHEBI:81253) has role human metabolite (CHEBI:77746)
isolithocholic acid (CHEBI:81253) has role rat metabolite (CHEBI:86264)
isolithocholic acid (CHEBI:81253) has role xenobiotic metabolite (CHEBI:76206)
isolithocholic acid (CHEBI:81253) is a 3β-hydroxy steroid (CHEBI:36836)
isolithocholic acid (CHEBI:81253) is a bile acid (CHEBI:3098)
isolithocholic acid (CHEBI:81253) is a C24-steroid (CHEBI:131620)
isolithocholic acid (CHEBI:81253) is a monohydroxy-5β-cholanic acid (CHEBI:36260)
isolithocholic acid (CHEBI:81253) is conjugate acid of isolithocholate (CHEBI:87728)
Incoming Relation(s)
isolithocholate (CHEBI:87728) is conjugate base of isolithocholic acid (CHEBI:81253)
IUPAC Name 
3β-hydroxy-5β-cholan-24-oic acid
Synonyms  Source
(3beta,5beta)-3-Hydroxycholan-24-oic acidChemIDplus
3beta-Hydroxy-5beta-cholan-24-oic acidKEGG COMPOUND
3-Epilithocholic acidKEGG COMPOUND
(3β,5β)-3-hydroxycholan-24-oic acidIUPAC
3β-lithocholic acidChEBI
beta-Lithocholanic acidKEGG COMPOUND
Manual XrefsDatabases
C17658KEGG COMPOUND
HMDB0000713HMDB
LMST04010004LIPID MAPS
Registry NumbersSources
Reaxys:3217758Reaxys
CAS:1534-35-6KEGG COMPOUND
CAS:1534-35-6ChemIDplus
Citations