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CHEBI:76244 - sapienic acid

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ChEBI Name sapienic acid
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C16H30O2
Net Charge 0
Average Mass 254.40820
Monoisotopic Mass 254.225
InChI InChI=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-
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): antibacterial agent
A substance that kills or slows the growth of bacteria.
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antipsoriatic
A drug used to treat psoriasis.
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ChEBI Ontology
Outgoing 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 (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)
(6Z)-hexadec-6-enoic acid
Synonyms Sources
16:1omega10 ChemIDplus
6Z-hexadecenoic acid LIPID MAPS
cis-6-Hexadecenoic acid ChemIDplus
Database Links Databases
CPD-14393 MetaCyc
EP0996438 Patent
Sapienic_acid Wikipedia
US4036991 Patent
US6589520 Patent
WO9856371 Patent
View more database links
Registry Numbers Types Sources
17004-51-2 CAS Registry Number ChemIDplus
9641382 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16205069 PubMed citation Europe PMC
18023803 PubMed citation Europe PMC
21628132 PubMed citation Europe PMC
22119675 PubMed citation Europe PMC
22155833 PubMed citation Europe PMC
22919647 PubMed citation Europe PMC
23029337 PubMed citation Europe PMC
23867843 PubMed citation Europe PMC
23994607 PubMed citation Europe PMC
24083821 PubMed citation Europe PMC
Last Modified
05 December 2013