| Identification | Back Directory | [Name]
22-HDHA | [CAS]
90780-46-4 | [Synonyms]
22-HDHA
22HDHA,22 HDHA
22-hydroxy-4(Z),7(Z),10(Z),13(Z),16(Z),19(Z)-docosahexaenoic acid | [Molecular Formula]
C22H32O3 | [MOL File]
90780-46-4.mol | [Molecular Weight]
344.49 |
| Chemical Properties | Back Directory | [storage temp. ]
Store at -20°C | [solubility ]
0.1 M Na2CO3: 2 mg/ml; DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.8 mg/ml |
| Hazard Information | Back Directory | [Description]
22-HDHA is an oxidation product of docosahexaenoic acid (DHA; ).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 | [Definition]
ChEBI: (4Z,7Z,10Z,13Z,16Z,19Z)-22-hydroxydocosahexaenoic acid is a HDoHE obtained by hydroxylation at position 2 of all-cis-docosa-4,7,10,13,16,19-hexaenoic acid. It is a hydroxydocosahexaenoic acid and a homoallylic alcohol. It is functionally related to an all-cis-docosa-4,7,10,13,16,19-hexaenoic acid. It is a conjugate acid of a (4Z,7Z,10Z,13Z,16Z,19Z)-22-hydroxydocosahexaenoate. | [References]
1. VanRollins, M., Baker, R.C., Sprecher, H., et al. Oxidation of docosahexaenoic acid by rat liver microsomes J. Biol. Chem. 259(9),5776-5783(1984).
2. Harmon, S.D., Fang, X., Kaduce, T.L., et al. Oxygenation 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 al. Dietary omega-3 fatty acids modulate the eicosanoid profile in man primarily via the CYP-epoxygenase pathway J. Lipid Res. 55(6),1150-1164(2014). |
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