An internal standard for the quantification of 12(13)-DiHOME
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Unlabeled Version(s)
10009832(±)12(13)-DiHOME
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(±)12(13)-DiHOME-d4

Item No. 10009994

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(±)12,13-dihydroxy-9Z-octadecenoic-9,10,12,13-d4 acid
Synonyms
  • Isoleukotoxin diol-d4
Molecular Formula
C18H30D4O4
Formula Weight
318.5
Purity
≥99% deuterated forms (d1-d4)
Formulation
A 250 µg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 10 µg/ml
SMILES
CCCCC[C@](O)([2H])[C@@](O)([2H])C/C([2H])=C([2H])\CCCCCCCC(O)=O
InChi Code
InChI=1S/C18H34O4/c1-2-3-10-13-16(19)17(20)14-11-8-6-4-5-7-9-12-15-18(21)22/h8,11,16-17,19-20H,2-7,9-10,12-15H2,1H3,(H,21,22)/b11-8-/t16-,17-/m1/s1/i8D,11D,16D,17D
InChi Key
CQSLTKIXAJTQGA-MGLWUMJWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 µg

    $103

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    50 µg

    $194

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    100 µg

    $363

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    250 µg

    $801

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    Product Description

    (±)12(13)-DiHOME-d4 is intended for use as an internal standard for the quantification of 12(13)-DiHOME by GC- or LC-MS. 12(13)-DiHOME is the diol form of 12(13)-EpOME, a cytochrome P450-derived epoxide of linoleic acid also known as isoleukotoxin.1 It is formed from 12(13)-EpOME by soluble epoxide hydrolase (sEH) in neutrophils.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Greene, J.F., Williamson, K.C., Newman, J.W., et al. Metabolism of monoepoxides of methyl linoleate: Bioactivation and detoxification. Arch. Biochem. Biophys. 376(2), 420-432 (2000).

    2. Moghaddam, M.F., Grant, D.F., Cheek, J.M., et al. Bioactivation of leukotoxins to their toxic diols by epoxide hydrolase. Nat. Med. 3(5), 562-566 (1997).

    Product Citations

    Gouveia-Figueira, S., Karlsson, J., Deplano, A., et al. Characterisation of (R)-2-(2-fluorobiphenyl-4-yl)-N-(3-methylpyridin-2-yl)propanamide as a dual fatty acid amide hydrolase: Cyclooxygenase inhibitor. PLoS One 10(9), e0139212 (2015).