An internal standard for the quantification of 17(S)-HDHA
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Unlabeled Version(s)
1000979917(S)-HDHA
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17(S)-HDHA-d5

Item No. 29797

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-d5 acid
CAS Number
2738376-87-7
Synonyms
  • 17(S)-hydroxy DHA-d5
  • 17(S)-hydroxy Docosahexaenoic Acid-d5
  • 17(S)-HDoHE-d5
Molecular Formula
C22H27D5O3
Formula Weight
349.5
Purity
≥99% deuterated forms (d1-d5)
Formulation
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: miscibleDMSO: miscibleEthanol: misciblePBS (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(O)=O)C/C=C\C([2H])([2H])C([2H])([2H])[2H]
InChi Code
InChI=1S/C22H32O3/c1-2-3-15-18-21(23)19-16-13-11-9-7-5-4-6-8-10-12-14-17-20-22(24)25/h3,5-8,11-16,19,21,23H,2,4,9-10,17-18,20H2,1H3,(H,24,25)/b7-5-,8-6-,13-11-,14-12-,15-3-,19-16+/t21-/m0/s1/i1D3,2D2
InChi Key
SWTYBBUBEPPYCX-AKDROTNYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    25 µg

    $215

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    50 µg

    $280

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    100 µg

    $387

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    Product Description

    17(S)-HDHA-d5 is intended for use as an internal standard for the quantification of 17(S)-HDHA by GC- or LC-MS. (±)17-HDHA is formed via autooxidation of docosahexaenoic acid (DHA; Item Nos. 90310 | 17950).1 17(S)-HDHA is formed from DHA by 15-lipoxygenase (15-LO) and is a precursor in the formation of 17(S)-resolvin D1 (Item No. 10012554).2 17(R)-HDHA is formed by aspirin-acetylated COX-2-mediated oxidation of DHA and is a precursor in the formation 17(R)-resolvin D1 (Item No. 13060).

    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. Sun, Y.P., Oh, S.F., Uddin, J., et al. Resolvin D1 and its aspirin-triggered 17R epimer stereochemical assignments, anti-inflammatory properties, and enzymatic inactivation. The Journal of Biological Chemisty 282(13), 9323-9334 (2007).

    Product Citations

    Mainka, M., George, S., Angioni, C., et al. On the biosynthesis of specialized pro-resolving mediators in human neutrophils and the influence of cell integrit. Biochim. Biophys. Acta Mol. Cell Biol. Lipids 1867(3), 159093 (2022).