A 21:5 ω-3 fatty acid
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Labeled Version(s)
10570Heneicosapentaenoic Acid-d6
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Heneicosapentaenoic Acid

Item No. 10670

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6Z,9Z,12Z,15Z,18Z-heneicosapentaenoic acid
CAS Number
24257-10-1
Synonyms
  • FA 21:5
  • HPA
Molecular Formula
C21H32O2
Formula Weight
316.5
Purity
≥95%
Formulation
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
0.15M Tris-HCl pH 8.5: >1 mg/mlDMF: >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\CCCCC(O)=O
InChi Code
InChI=1S/C21H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21(22)23/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-20H2,1H3,(H,22,23)/b4-3-,7-6-,10-9-,13-12-,16-15-
InChi Key
OQOCQFSPEWCSDO-JLNKQSITSA-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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    1 mg

    $75

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    5 mg

    $338

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    10 mg

    $600

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    25 mg

    $1,219

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    Product Description

    Heneicosapentaenoic Acid (HPA) is a 21:5 ω-3 fatty acid present in trace amounts in the green alga B. pennata 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 ω-3 fatty acids. It incorporates into phospholipids and into triacylglycerol in vivo with the same efficiency as EPA and docosahexaenoic acid and exhibits strong inhibition of arachidonic acid synthesis from linoleic acid.1 HPA is a poor substrate for prostaglandin H synthase (PGHS) (cyclooxygenase) and for 5-lipoxygenase but retains the ability to rapidly inactivate PGHS.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).

    Product Citations

    Zhang, L.J., Salekeen, R., Soto-Palma, C., et al. Article polyunsaturated lipid senolytics exploit a ferroptotic vulnerability in senescent cells. Cell Press Blue 1(1), 100004 (2026).