(+/-)9,10-DiHOME CAS: 263399-34-4
MF: C18H34O4
MW: 314.5
An epoxide of linoleic acid.

(±)9,10-DiHOME (CAS 263399-34-4)

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Application: (±)9,10-DiHOME is an epoxide of linoleic acid
CAS Number: 263399-34-4
Purity: >98%
Molecular Weight: 314.5
Molecular Formula: C18H34O4
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Leukotoxin is the 9(10) epoxide of linoleic acid, created by neutrophils during the oxidative burst. This unstable compound is rapidly degraded by epoxide hydrolases to form the diol, 9,10-DiHOME. Mitochondrial dysfunction, vasodilation, and apoptosis are features of leukotoxin toxicity. In renal proximal tubular cells, the diol hydrolysis products of leukotoxin, such as 9,10-DiHOME, have been directly implicated as the cytotoxic agent responsible for cell death.


References

1 Hayakawa, M., Sugiyama, S., Takamura, T., et al. Neutrophils biosynthesize leukotoxin, 9,10-epoxy-12-octadecenoate. Biochem Biophys Res Commun 137 424-430 (1986). 2 Ishizaki, T., Takahashi, H., Ozawa, T., et al. Leukotoxin, 9,10-epoxy-12-octadecenoate causes pulmonary vasodilation in rats. J Am Physiol Soc 1040 L123-L128 (1995). 3 Ozawa, T., Hayakawa, M., Takamura, T., et al. Biosynthesis of leukotoxin, 9,10-epoxy-12 octadecenoate, by leukocytes in lung lavages of rat after exposure to hyperoxia. Biochem Biophys Res Commun 134 1071-1078 (1986). 4 Greene, J.F., Williamson, K.C., Newman, J.W., et al. Metabolism of monoepoxides of methyl linoleate: Bioactivation and detoxification. Arch Biochem Biophys 376 420-432 (2000). 5 Moran, J.H., Weise, R., Schnellmann, R.G., et al. Cytotoxicity of linoleic acid diols to renal proximal tubular cells. Toxicol Appl Pharmacol 146 53-59 (1997).

Formulation :
A solution in methyl acetate
Physical State :
Liquid
Solubility :
Soluble in ethanol (~20 mg/ml), DMSO (~20 mg/ml), DMF (~20 mg/ml), and PBS (pH 7.2) (~0.01 mg/ml).
Storage :
Store at -20° C
Boiling Point :
57° C
Refractive Index :
n20D 1.49 (Predicted)
pK Values :
pKa: 4.62 (Predicted), pKb: -3.1 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
MDL Number :
MFCD03412017

Download SDS (MSDS)

Certificate of Analysis

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