sapienic acid (CHEBI:76244)

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ChEBI Name	sapienic acid

ChEBI ID	CHEBI:76244

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

Average Mass

254.40820

Monoisotopic Mass

254.22458

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-

InChIKey

NNNVXFKZMRGJPM-KHPPLWFESA-N

SMILES

CCCCCCCCC\C=C/CCCCC(O)=O

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 (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(s):	antipsoriatic A drug used to treat psoriasis.

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)

IUPAC Name

(6Z)-hexadec-6-enoic acid

Last Modified

05 December 2013