An epoxy fatty acid
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cis-9,10-Epoxyoctadecanoic Acid

Item No. 36442

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3S)-rel-3-octyl-2-oxiraneoctanoic acid
CAS Number
24560-98-3
Synonyms
  • cis-EODA
  • cis-9,10-Epoxystearic Acid
Molecular Formula
C18H34O3
Formula Weight
298.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 14 mg/mlEthanol: 16 mg/mlPBS (pH 7.2): 0.3 mg/ml
SMILES
OC(CCCCCCC[C@H]1[C@H](O1)CCCCCCCC)=O
InChi Code
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)/t16-,17+/m1/s1
InChi Key
IMYZYCNQZDBZBQ-SJORKVTESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    10 mg

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    50 mg

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    Product Description

    cis-9,10-Epoxyoctadecanoic acid is an epoxy fatty acid. It is an oxidation product of oleic acid formed by the cytochrome P450 (CYP) isoforms CYP2C and CYP3A.1 It has been found in the fungus P. carinii isolated from the lungs of rats in a model of P. carinii-induced pneumonia.2 cis-9,10-Epoxyoctadecanoic acid has also been found in human plasma, and plasma levels are decreased in patients with impaired liver function.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Thum, T., Batkai, S., Malinski, P.G., et al. Measurement and diagnostic use of hepatic cytochrome P450 metabolism of oleic acid in liver disease. Liver Int. 30(8), 1181-1188 (2010).

    2. Kaneshiro, E.S., Ellis, J.E., Guo, Z., et al. Characterizations of neutral lipid fatty acids and cis-9,10-epoxy octadecanoic acid in Pneumocystis carinii carinii. Infect. Immun. 64, 4105-4114 (1996).