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CHEBI:76244 - sapienic acid

Default Structure
ChEBI IDCHEBI:76244
ChEBI Namesapienic acid
Stars
DefinitionA hexadecenoic acid in which the double bond is located at position 6 (the Z-geoisomer). A major component of human sebaceous lipids that is involved in skin self-sterilisation and atopic dermatitis amelioration.
Last Modified5 December 2013
SubmitterSteve
DownloadsMolfile
FormulaC16H30O2
Net Charge0
Average Mass254.414
Monoisotopic Mass254.22458
SMILESCCCCCCCCC/C=C\CCCCC(=O)O
InChIInChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h10-11H,2-9,12-15H2,1H3,(H,17,18)/b11-10-
InChIKeyNNNVXFKZMRGJPM-KHPPLWFESA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antipsoriatic  A drug used to treat psoriasis.
ChEBI Ontology
Outgoing Relation(s)
sapienic acid (CHEBI:76244) has role antibacterial agent (CHEBI:33282)
sapienic acid (CHEBI:76244) has role antipsoriatic (CHEBI:50748)
sapienic acid (CHEBI:76244) has role metabolite (CHEBI:25212)
sapienic acid (CHEBI:76244) is a hexadecenoic acid (CHEBI:24548)
sapienic acid (CHEBI:76244) is conjugate acid of sapienate (CHEBI:76197)
Incoming Relation(s)
(6Z)-hexadecenoyl-CoA (CHEBI:74610) has functional parent sapienic acid (CHEBI:76244)
sapienoyl bioconjugate (CHEBI:76195) has functional parent sapienic acid (CHEBI:76244)
sapienate (CHEBI:76197) is conjugate base of sapienic acid (CHEBI:76244)
IUPAC Name 
(6Z)-hexadec-6-enoic acid
Synonyms  Source
16:1omega10ChemIDplus
6Z-hexadecenoic acidLIPID MAPS
cis-6-Hexadecenoic acidChemIDplus
Manual XrefsDatabases
CPD-14393MetaCyc
EP0996438Patent
LMFA01030267LIPID MAPS
Sapienic_acidWikipedia
US4036991Patent
US6589520Patent
WO9856371Patent
Registry NumbersSources
Reaxys:9641382Reaxys
CAS:17004-51-2ChemIDplus
Citations