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CHEBI:17409 - 10-hydroxycapric acid

ChEBI IDCHEBI:17409
ChEBI Name10-hydroxycapric acid
Stars
DefinitionA 10-carbon, ω-hydroxy fatty acid, shown to be the preferred hydroxylation product (together with the 9-OH isomer) of capric acid in biosystems, and used as a standard in lipid assays; reported to have cytotoxic effects.
Secondary ChEBI IDsCHEBI:702, CHEBI:19113
Last Modified24 January 2023
DownloadsMolfile
FormulaC10H20O3
Net Charge0
Average Mass188.267
Monoisotopic Mass188.14124
SMILESO=C(O)CCCCCCCCCO
InChIInChI=1S/C10H20O3/c11-9-7-5-3-1-2-4-6-8-10(12)13/h11H,1-9H2,(H,12,13)
InChIKeyYJCJVMMDTBEITC-UHFFFAOYSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
10-hydroxycapric acid (CHEBI:17409) has functional parent decanoic acid (CHEBI:30813)
10-hydroxycapric acid (CHEBI:17409) is a straight-chain saturated fatty acid (CHEBI:39418)
10-hydroxycapric acid (CHEBI:17409) is a ω-hydroxy-medium-chain fatty acid (CHEBI:194303)
10-hydroxycapric acid (CHEBI:17409) is conjugate acid of 10-hydroxycaprate (CHEBI:11305)
Incoming Relation(s)
(3R)-3,10-dihydroxydecanoic acid (CHEBI:79272) has functional parent 10-hydroxycapric acid (CHEBI:17409)
icos#16 (CHEBI:79119) has functional parent 10-hydroxycapric acid (CHEBI:17409)
oscr#16 (CHEBI:79138) has functional parent 10-hydroxycapric acid (CHEBI:17409)
10-hydroxycaprate (CHEBI:11305) is conjugate base of 10-hydroxycapric acid (CHEBI:17409)
IUPAC Name 
10-hydroxydecanoic acid
Synonyms  Source
10-Hydroxydecanoic acidKEGG COMPOUND
10-hydroxycapric acidChEBI
10-OH-capric acidChEBI
10-OH-decanoic acidChEBI
10-HydroxydecanoateKEGG COMPOUND
Manual XrefsDatabases
C02774KEGG COMPOUND
LMFA01050033LIPID MAPS
10-HYDROXYDECANOATEMetaCyc
Registry NumbersSources
Reaxys:1705390Reaxys
CAS:1679-53-4KEGG COMPOUND
CAS:1679-53-4ChemIDplus
CAS:1679-53-4NIST Chemistry WebBook
Citations