An internal standard for quantification of 9(10)-EpOME
Related Products
Unlabeled Version(s)
52400(±)9(10)-EpOME
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

(±)9(10)-EpOME-d4

Item No. 10009995

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
rel-(9R,10S)-epoxy-12Z-octadecenoic 9,10,12,13-d4 acid
Synonyms
  • (±)9,10-EODE-d4
  • Leukotoxin-d4
Molecular Formula
C18H28D4O3
Formula Weight
300.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
CCCCC/C([2H])=C([2H])\C[C@](O1)([2H])[C@]1([2H])CCCCCCCC(O)=O.CCCCC/C([2H])=C([2H])\C[C@@](O2)([2H])[C@@]2([2H])CCCCCCCC(O)=O
InChi Code
InChI=1S/2C18H32O3/c2*1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h2*7,10,16-17H,2-6,8-9,11-15H2,1H3,(H,19,20)/b2*10-7-/t2*16-,17+/m10/s1/i2*7D,10D,16D,17D
InChi Key
CQGSTFOWRAHVDF-VNXLISJQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    25 µg

    $123

    Add

    50 µg

    $231

    Add

    100 µg

    $435

    Add

    250 µg

    $962

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    (±)9,10-EpOME-d4 is intended for use as an internal standard for the quantification of (±)9(10)-EpOME (Item No. 52400) by GC- or LC-MS. (±)9(10)-EpOME is the 9,10-cis epoxide of linoleic acid (Item No. 90150), generated by neutrophils during the oxidative burst.1 It has been recovered from the lungs of hyperoxic rats and from humans with acute respiratory distress syndrome.2 Mitochondrial dysfunction is the main feature of (±)9(10)-EpOME cytotoxicity, which may be due to the diol metabolites as well as the parent epoxide.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    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(1), 424-430 (1986).

    2. 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(3), 1071-1078 (1986).

    3. Kosaka, K., Suzuki, K., Hayakawa, M., et al. Leukotoxin, a linoleate epoxide: Its implication in the late death of patients with extensive burns. Mol. Cell. Biochem. 139(2), 141-148 (1994).

    4. Moran, J.H., Weise, R., Schnellmann, R.G., et al. Cytotoxicity of linoleic acid diols to renal proximal tubular cells. Toxicol. Appl. Pharmacol. 146(1), 53-59 (1997).