(±)9,10-DiHOME
Item № 53400
CAS № 263399-34-4
Purity ≥98%
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SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL $0.00
25 µg $25.00 $0.00
50 µg $48.00 $0.00
100 µg $90.00 $0.00
500 µg $400.00 $0.00

Pricing updated 2015-09-04. Prices are subject to change without notice.

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Description
Synonyms
  • Leukotoxin diol

Leukotoxin is the 9(10) epoxide of linoleic acid, generated by neutrophils during the oxidative burst.1,2,3 This unstable compound is rapidly degraded by epoxide hydrolases to form the diol, 9,10-DiHOME.4 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.5

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Technical Information
Formal Name (±)9(10)-​dihydroxy-​12Z-​octadecenoic acid
CAS Number 263399-34-4
Synonyms
  • Leukotoxin diol
Molecular Formula C18H34O4
Formula Weight 314.5
Purity ≥98%
Formulation A solution in methyl acetate
SMILES O[C@@H]​(C/C=C\CCCCC)​[C@@H]​(O)​CCCCCCCC(O)​=O
InChI Code ​1S/C18H34O4/c1-2-3-4-5-7-10-13-16(19)​17(20)​14-11-8-6-9-12-15-18(21)​22/h7,10,16-17,19-20H,2-6,8-9,11-15H2,1H3,(H,21,22)​/b10-7-/t16-,17-/m0/s1
InChI Key XEBKSQSGNGRGDW-CJWPDFJNSA-N

WARNING - This product is not for human or veterinary use.

Shipping & Storage
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
Stability 1 year
Product Downloads & Resources
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Download Product Insert 73 Kb PDF

Download Safety Data Sheet (SDS) 29 Kb PDF

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Additional Information

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References & Background Reading
Product Description 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).

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