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E4765

Sigma-Aldrich

trans-9,10-Epoxystearic acid

~99% (capillary GC)

Synonym(s):

trans-9,10-Epoxyoctadecanoic acid

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About This Item

Empirical Formula (Hill Notation):
C18H34O3
CAS Number:
2443-39-2
Molecular Weight:
298.46
EC Number:
219-477-3
MDL number:
MFCD00133868
UNSPSC Code:
12352211
PubChem Substance ID:
24894580

Assay

~99% (capillary GC)

form

solid

functional group

carboxylic acid
epoxy

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCCCCCC1OC1CCCCCCCC(O)=O

InChI

1S/C18H34O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h16-17H,2-15H2,1H3,(H,19,20)

InChI key

IMYZYCNQZDBZBQ-UHFFFAOYSA-N

Packaging

Sealed ampule

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
081H8464

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Lipid metabolism of Pneumocystis: toward the definition of new molecular targets.
E S Kaneshiro
FEMS immunology and medical microbiology, 22(1-2), 135-143 (1998-10-29)
Valérie Le Quéré et al.
Journal of lipid research, 45(8), 1446-1458 (2004-05-18)
CYP4F isoforms are involved in the oxidation of important cellular mediators such as leukotriene B4 (LTB4) and prostaglandins. The proinflammatory agent LTB4 and cytotoxic leukotoxins have been associated with several inflammatory diseases. We present evidence that the hydroxylation of Z
R Sharma et al.
Journal of biochemical toxicology, 6(2), 147-153 (1991-01-01)
The possible role of glutathione S-transferases (GST) in detoxification of fatty acid epoxides generated during lipid peroxidation has been evaluated. Present studies showed that cytosolic human glutathione S-transferases belonging to alpha, mu, and pi classes isolated from human liver and
F Pinot et al.
The Biochemical journal, 342 ( Pt 1), 27-32 (1999-08-05)
The major C(18) cutin monomers are 18-hydroxy-9,10-epoxystearic and 9,10,18-trihydroxystearic acids. These compounds are also known messengers in plant-pathogen interactions. We have previously shown that their common precursor 9,10-epoxystearic acid was formed by the epoxidation of oleic acid in Vicia sativa
B Borhan et al.
Analytical biochemistry, 231(1), 188-200 (1995-10-10)
Two rapid assays for the soluble epoxide hydrolase (sEH) are described. First, a sensitive radiometric assay based on thin-layer chromatography of [(14)C]-cis-9,10-epoxystearic acid and its corresponding diol ((14)C]-9,10-dihydroxystearic acid) is described. The cis fatty acid oxide exhibits higher specific activity
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