A long-chain ω-3 PUFA
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Docosahexaenoic Acid (peroxide free)

Item No. 17932

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoic acid
CAS Number
6217-54-5
Synonyms
  • C22:6 n-3
  • C22:6(4Z,7Z,10Z,13Z,16Z,19Z)
  • Cervonic Acid
  • DHA
  • 4,7,10,13,16,19-Docosahexaenoic Acid
Molecular Formula
C22H32O2
Formula Weight
328.5
Purity
≥98%
Formulation (Request formulation change)
A solution in ethanol with 0.1% BHT
Solubility(Learn about Variance in Solubility)
Ethanol: Soluble: ≥ 10 mg/ml
SMILES
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(O)=O
InChi Code
InChI=1S/C22H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h3-4,6-7,9-10,12-13,15-16,18-19H,2,5,8,11,14,17,20-21H2,1H3,(H,23,24)/b4-3-,7-6-,10-9-,13-12-,16-15-,19-18-
InChi Key
MBMBGCFOFBJSGT-KUBAVDMBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    10 mg

    $28

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    50 mg

    $117

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    100 mg

    $180

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    250 mg

    $413

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    Product Description

    Docosahexaenoic acid (DHA) is a long-chain ω-3 polyunsaturated fatty acid (PUFA) found in fish and algal oils.1 It comprises approximately 40% of total brain PUFAs and is abundant in grey matter and retinal membranes.2 DHA typically represents 0.52-7.5% of human total plasma fatty acids. It is produced from α-linolenic acid (ALA; Item Nos. 90210 | 21910) via a series of desaturase- and elongase-catalyzed reactions, resulting in a docosapentaenoic acid (DPA; Item Nos. 90165 | 21907) intermediate, which is elongated, desaturated, and β-oxidized to produce DHA.3 DHA can be liberated from cellular membranes by phospholipase A2 (PLA2) and converted to numerous oxylipins, including specialized pro-resolving mediators (SPMs), which are produced by lipoxygenases and include D-series protectins and resolvins, as well as maresins, that regulate host defense and the resolution of inflammation.4 DHA has roles in several physiological and pathological processes, including neural development, cardiovascular diseases, obesity, and inflammation.3,5 DHA (peroxide free) contains the antioxidant BHT (Item No. 89910). BHT-free DHA (Item No. 90310) is also available.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kuratko, C.N., and Salem, N., Jr. Biomarkers of DHA status. Prostaglandins Leukot. Essent. Fatty Acids 81(2-3), 111-118 (2009).

    2. Lacombe, R.J.S., Chouinard-Watkins, R., and Bazinet, R.P. Brain docosahexaenoic acid uptake and metabolism. Mol. Aspects Med. 64, 109-134 (2018).

    3. Calder, P.C. Docosahexaenoic acid. Ann. Nutr. Metab. 69(Suppl 1), 7-21 (2016).

    4. Basil, B.C., and Levy, B.D. Specialized pro-resolving mediators: Endogenous regulators of infection and inflammation. Nat. Rev. Immunol. 16(1), 51-67 (2016).

    5. Arnoldussen, I.A.C., and Kiliaan, A.J. Impact of DHA on metabolic diseases from womb to tomb. Mar. Drugs 12(12), 6190-6212 (2014).