An oxidation product of DHA
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22-HDHA

Item No. 19321

Technical Information
Formal Name
22-hydroxy-4Z,7Z,10Z,13Z,16Z,19Z-docosahexaenoic acid
CAS Number
90780-46-4
Synonyms
  • 22-hydroxy Docosahexaenoic Acid
  • 22-OH DHA
Molecular Formula
C22H32O3
Formula Weight
Purity
≥95%
A 100 µg/ml solution in methyl acetate
0.1 M Na2CO3: 2 mg/mlDMF: MiscibleDMSO: MiscibleEthanol: MisciblePBS (pH 7.2): 0.8 mg/ml
SMILES
OCC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCC(O)=O
InChi Code
InChI=1S/C22H32O3/c23-21-19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22(24)25/h2-5,8-11,14-17,23H,1,6-7,12-13,18-21H2,(H,24,25)/b4-2-,5-3-,10-8-,11-9-,16-14-,17-15-
InChi Key
DTRUULZFBQUZPD-OAKYPOHLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    22-HDHA is an oxidation product of docosahexaenoic acid (DHA; Item No. 90310).1 In vitro, it is formed upon incubation of rat liver microsomes with DHA and NADPH and also by the human cytochrome P450 (CYP) isoform CYP4F3B in BTI-TN-5B1-4 microsomes.1,2 Serum levels of 22-HDHA increase following dietary DHA supplementation in humans.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. VanRollins, M., Baker, R.C., Sprecher, H., et alOxidation of docosahexaenoic acid by rat liver microsomes. The Journal of Biological Chemisty 259(9), 5776-5783 (1984).

    2. Harmon, S.D., Fang, X., Kaduce, T.L., et alOxygenation of ω-3 fatty acids by human cytochrome P450 4F3B: Effect on 20-hydroxyeicosatetraenoic acid production. Prostaglandins Leukot. Essent. Fatty Acids 75(3), 169-177 (2006).

    3. Fischer, R., Konkel, A., Mehling, H., et alDietary omega-3 fatty acids modulate the eicosanoid profile in man primarily via the CYP-epoxygenase pathway. J. Lipid Res. 55(6), 1150-1164 (2014).