An internal standard for the quantification of 17-HDHA ethyl ester
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17(S)-HDHA-d5 ethyl ester

Item No. 30577

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
17(S)-hydroxy-4Z,7Z,10Z,13Z,15E,19Z-docosahexaenoic-21,21,22,22,22,22-d5, ethyl ester
Synonyms
  • 17(S)-hydroxy DHA-d5 ethyl ester
  • 17(S)-hydroxy Docosahexaenoic Acid-d5 ethyl ester
  • 17(S)-HDoHE-d5 ethyl ester
Molecular Formula
C24H31D5O3
Formula Weight
377.6
Purity
≥99% deuterated forms (d1-d5)
Formulation
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolublePBS (pH 7.2): 0.8 mg/ml
λmax
237 nm
SMILES
O[C@H](/C=C/C=C\C/C=C\C/C=C\C/C=C\CCC(OCC)=O)C/C=C\C([2H])([2H])C([2H])([2H])[2H]
InChi Code
InChI=1S/C24H36O3/c1-3-5-17-20-23(25)21-18-15-13-11-9-7-6-8-10-12-14-16-19-22-24(26)27-4-2/h5,7-10,13-18,21,23,25H,3-4,6,11-12,19-20,22H2,1-2H3/b9-7-,10-8-,15-13-,16-14-,17-5-,21-18+/t23-/m0/s1/i1D3,3D2
InChi Key
KWSMUTLULOLQCF-GNOIIXOUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $224

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    50 µg

    $314

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    Product Description

    17(S)-HDHA-d5 ethyl ester is intended for use as an internal standard for the quantification of 17-HDHA ethyl ester by GC- or LC-MS. 17(S)-HDHA ethyl ester is an esterified form of the hydroxy fatty acid and docosahexaenoic acid (DHA; Item Nos. 90310 | 17950) 15-lipoxygenase (15-LO) metabolite 17(S)-HDHA (Item No. 10009799). (±)17-HDHA is an autoxidation product of DHA, and 17(R)-HDHA is formed by aspirin-acetylated COX-2-mediated oxidation of DHA.1,2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. VanRollins, M., and Murphy, R.C. Autooxidation of docosahexaenoic acid: Analysis of ten isomers of hydroxydocosahexaenoate. J. Lipid Res. 25(5), 507-517 (1984).

    2. Reynaud, D., Thickitt, C.P., and Pace-Asciak, C.R. Facile preparation and structural determination of monohydroxy derivatives of docosahexaenoic acid (HDoHE) by α-tocopherol-directed autoxidation. Anal. Biochem. 214(1), 165-170 (1993).

    3. Homann, J., Lehmann, C., Kahnt, A.S., et al. Chiral chromatography-tandem mass spectrometry applied to the determination of pro-resolving lipid mediators. J. Chromatogr. A 1360, 150-163 (2014).