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Coronaric acid information


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
Identifiers
CAS Number
  • 16833-56-0 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:34494
ChEMBL
  • ChEMBL1903868
ChemSpider
  • 4861048
PubChem CID
  • 6246154
UNII
  • 7U94YS1WZ0 checkY
CompTox Dashboard (EPA)
  • DTXSID80274343 Edit this at Wikidata
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-
    Key: FBUKMFOXMZRGRB-YFHOEESVSA-N
SMILES
  • CCCCC/C=C\CC1C(O1)CCCCCCCC(=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-saturated 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[1] and when formed by or studied in mammalians, leukotoxin.

  1. ^ "Coronaric acid".

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Coronaric acid

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C18H32O3

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C18H32O3 may refer to: Coronaric acid, or isoleukotoxin 9-Hydroxyoctadecadienoic acid 13-Hydroxyoctadecadienoic acid (13-HODE) Vernolic acid (leukotoxin) This...

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Epoxide hydrolase

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sEH also metabolizes the epoxides of linoleic acid viz., Vernolic acid (leukotoxins) and Coronaric acids (isoleukotoxins) to their corresponding diols...

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CYP2C9

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toxic products, vernolic acid (also termed leukotoxin) and coronaric acid (also termed isoleukotoxin); these linoleic acid epoxides cause multiple organ...

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humans (see epoxygenase subsection on linoleic acid). coronaric acid, C9-C10 epoxide of linoleic acid. National Center for Biotechnology Information....

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Epoxygenase

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acid optical isomers; this set of optical isomers is also termed coronaric acid, linoleic acid 9,10-oxide, and isoleukotoxin These linoleic acid-derived...

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CYP2C8

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(also termed coronaric acid, linoleic acid 12,13-oxide, or isoleukotoxin); 3) docosahexaenoic acid to various epoxydocosapentaenoic acids (also termed...

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