Coronaric acid

Coronaric acid
Names
	IUPAC name 8-[3-[(Z)-Oct-2-enyl]oxiran-2-yl]octanoic acid
	Other names 9,10-Epoxy-12Z-octadecenoic acid; 9(10)-EpOME,; 9R,10S-EpOME and 9S,10R-EpOME
Identifiers
CAS Number	16833-56-0 racemate;
3D model (JSmol)	9R,10S ((+)-coronaric acid): Interactive image; 9S,10R ((−)-coronaric acid): Interactive image;
ChEBI	CHEBI:86022 9R,10S; CHEBI:34494 racemate;
ChEMBL	ChEMBL1903868 racemate;
ChemSpider	4861048 racemate;
PubChem CID	5316080 9R,10S; 6246154 racemate;
UNII	7U94YS1WZ0 racemate ;
CompTox Dashboard (EPA)	DTXSID80274343 ;
	InChI InChI=1S/C18H32O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h7,10,16-17H,2-6,8-9,11-15H2,1H3,(H,19,20)/b10-7-/t16-,17+/m0/s1 Key: FBUKMFOXMZRGRB-SQGUUQMOSA-N; InChI=1S/C18H32O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h7,10,16-17H,2-6,8-9,11-15H2,1H3,(H,19,20)/b10-7- Key: FBUKMFOXMZRGRB-YFHOEESVSA-N;
	SMILES 9R,10S ((+)-coronaric acid): CCCCC\C=C/CC1[C@H](O1)CCCCCCCC(O)=O; 9S,10R ((−)-coronaric acid): CCCCC\C=C/CC1O[C@H]1CCCCCCCC(O)=O;
Properties
Chemical formula	C18H32O3
Molar mass	296.451 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Coronaric acid (leukotoxin or leukotoxin A) is a mono-unsaturated, epoxide derivative of the di-unsaturated fatty acid, linoleic acid (i.e. 9(Z),12(Z) octadecadienoic acid). It is a mixture of the two optically active isomers of 12(Z) 9,10-epoxy-octadecenoic acid. This mixture is also termed 9,10-epoxy-12Z-octadecenoic acid or 9(10)-EpOME (for Epoxy-Octadeca-MonoEnoic acid) and when formed by or studied in mammalians, leukotoxin.