An internal standard for the quantification of HPA
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Unlabeled Version(s)
10670Heneicosapentaenoic Acid
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Heneicosapentaenoic Acid-d6

Item No. 10570

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6Z,9Z,12Z,15Z,18Z-heneicosapentaenoic-3,3,4,4,5,5-d6 acid
Synonyms
  • FA 21:5-d6
  • HPA-d6
Molecular Formula
C21H26D6O2
Formula Weight
322.5
Purity
≥99% deuterated forms (d1-d6)
Formulation
A 100 µg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 100 mg/mlDMSO: 100 mg/mlEthanol: 100 mg/mlPBS (pH 7.2): < 100 µg/ml
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CC([2H])([2H])C([2H])([2H])C([2H])([2H])C(O)=O
InChi Code
InChI=1S/C23H36O2.2H/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-23(2,3)21-18-19-22(24)25;;/h5-6,8-9,11-12,14-15,17,20H,4,7,10,13,16,18-19,21H2,1-3H3,(H,24,25);;/b6-5-,9-8-,12-11-,15-14-,20-17-;;/i18D2,21D2;2*1+1
InChi Key
OJXAGUOFCRISAQ-IIAYTJQLSA-N
Side Chain Carbon Sum
21:5
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

    $90

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    50 µg

    $168

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    100 µg

    $315

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    Product Description

    Heneicosapentaenoic acid-d6 (HPA-d6) is intended for use as an internal standard for the quantification of HPA by GC- or LC-MS. HPA is a ω-3 fatty acid present in trace amounts in the green alga B. pennata Lamouroux and in fish oils. Its chemical composition is similar to eicosapentaenoic acid (EPA) except elongated with one carbon on the carboxyl end, placing the first double bond in the Δ6 position.1 HPA can be used to study the significance of the position of the double bonds in n-3 fatty acids. It incorporates into phospholipids and into triacylglycerol in vivo with the same efficiency as EPA and docosahexaenoic acid (DHA) and exhibits strong inhibition of arachidonic acid synthesis from linoleic acid.1 HPA is a poor substrate for PGH synthase and for 5-LO but retains the ability to rapidly inactivate PGH synthase.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Larsen, L.N., Hovik, K., Bremer, J., et al. Heneicosapentaenoate (21:5n-3): Its incorporation into lipids and its effects on arachidonic acid and eicosanoid synthesis. Lipids 32(7), 707-714 (1997).