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CHEBI:81014 - 3β-hydroxycholest-5-en-26-oic acid

ChEBI IDCHEBI:81014
ChEBI Name3β-hydroxycholest-5-en-26-oic acid
Stars
ASCII Name3beta-hydroxycholest-5-en-26-oic acid
DefinitionA steroid acid resulting from the oxidation of one of the terminal methyl groups of cholesterol to the corresponding aldehyde.
Last Modified12 August 2021
DownloadsMolfile
FormulaC27H44O3
Net Charge0
Average Mass416.646
Monoisotopic Mass416.32905
SMILES[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)CCCC(C)C(=O)O
InChIInChI=1S/C27H44O3/c1-17(6-5-7-18(2)25(29)30)22-10-11-23-21-9-8-19-16-20(28)12-14-26(19,3)24(21)13-15-27(22,23)4/h8,17-18,20-24,28H,5-7,9-16H2,1-4H3,(H,29,30)/t17-,18?,20+,21+,22-,23+,24+,26+,27-/m1/s1
InChIKeyWVXOMPRLWLXFAP-AMQKJUDNSA-N
Species of MetaboliteComponentSourceComments
Mycobacterium tuberculosis (ncbitaxon:1773) - PubMed (20843794)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
ChEBI Ontology
Outgoing Relation(s)
3β-hydroxycholest-5-en-26-oic acid (CHEBI:81014) has functional parent cholesterol (CHEBI:16113)
3β-hydroxycholest-5-en-26-oic acid (CHEBI:81014) has role bacterial metabolite (CHEBI:76969)
3β-hydroxycholest-5-en-26-oic acid (CHEBI:81014) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
3β-hydroxycholest-5-en-26-oic acid (CHEBI:81014) is a 3β-sterol (CHEBI:35348)
3β-hydroxycholest-5-en-26-oic acid (CHEBI:81014) is a cholestanoid (CHEBI:50401)
3β-hydroxycholest-5-en-26-oic acid (CHEBI:81014) is a monocarboxylic acid (CHEBI:25384)
3β-hydroxycholest-5-en-26-oic acid (CHEBI:81014) is a steroid acid (CHEBI:47891)
3β-hydroxycholest-5-en-26-oic acid (CHEBI:81014) is conjugate acid of 3β-hydroxycholest-5-en-26-oate (CHEBI:84146)
Incoming Relation(s)
(25R)-3β-hydroxycholest-5-en-26-oic acid (CHEBI:86378) is a 3β-hydroxycholest-5-en-26-oic acid (CHEBI:81014)
(25S)-cholestenoic acid (CHEBI:71616) is a 3β-hydroxycholest-5-en-26-oic acid (CHEBI:81014)
3β-hydroxycholest-5-en-26-oate (CHEBI:84146) is conjugate base of 3β-hydroxycholest-5-en-26-oic acid (CHEBI:81014)
IUPAC Name 
(3β)-hydroxycholest-5-en-26-oic acid
Synonyms  Source
3beta-Hydroxy-5-cholestenoic acidChemIDplus
3-Hydroxy-5-cholesten-26-oic acidChemIDplus
3-Hydroxy-5-cholestenoic acidChemIDplus
3-HCOAChemIDplus
Manual XrefsDatabases
C17333KEGG COMPOUND
HMDB0012453HMDB
Registry NumbersSources
Reaxys:3170242Reaxys
CAS:6561-58-6KEGG COMPOUND
CAS:6561-58-6ChemIDplus
Citations