| Identification | Back Directory | [Name]
17(S)-HpDoHE | [CAS]
123673-33-6 | [Synonyms]
17(S)-HpDHA
17(S)-HpDoHE
BNHQALRBDJVUQB-YTQNUIGOSA-N
17(S)-hydroperoxy-4(E),7(Z),10(Z),13(Z),15(Z),19(Z)-Docosahexaenoic acid
4,7,10,13,15,19-Docosahexaenoic acid, 17-hydroperoxy-, (4Z,7Z,10Z,13Z,15E,17S,19Z)- | [Molecular Formula]
C22H32O4 | [MDL Number]
MFCD18428009 | [MOL File]
123673-33-6.mol | [Molecular Weight]
360.49 |
| Chemical Properties | Back Directory | [Boiling point ]
531.121±50.00 °C(Press: 760.00 Torr)(predicted) | [density ]
1.023±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.8 mg/ml | [pka]
4.581±0.10(predicted) |
| Hazard Information | Back Directory | [Description]
17(S)-HpDHA is a mono-oxygenation product of docosahexaenoic acid in human whole blood, human leukocytes, human glial cells, and mouse brain. 17(S)-HpDHA is generally reduced to 17(S)-HDHA , a compound that serves as a precursor to 17(S)-resolvins. 17(S)-HDHA has been shown to inhibit TNF-α-induced interleukin-1β expression in human glioma cells and inhibit TNF-α-induced leukocyte trafficking to the murine air pouch. | [Uses]
17(S)-HpDHA is the main 15-Lipoxygenase (LOX) isoenzyme: h15-LOX-1 and h15-LOX-2 and docosahexaenoic acid (DHA). product. 17(S)-HpDHA negatively regulates epoxide synthesis via allosteric regulation. 17(S)-HpDHA also inhibits platelet aggregation with an EC50 of approximately 1 μM[1]. | [Definition]
ChEBI: (4Z,7Z,10Z,13Z,15E,17S,19Z)-17-hydroperoxydocosahexaenoic acid is a docosanoid that is (4Z,7Z,10Z,13Z,15E,19Z)-docosahexaenoic acid carrying a hydroperoxy substituent at position 17S. It has a role as a mouse metabolite. It is a docosanoid, a long-chain fatty acid and a hydroperoxy polyunsaturated fatty acid. 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,15E,17S,19Z)-17-hydroperoxydocosahexaenoate. | [storage]
Store at -20°C | [References]
[1] Tsai WC, et al. In Vitro Biosynthetic Pathway Investigations of Neuroprotectin D1 (NPD1) and Protectin DX (PDX) by Human 12-Lipoxygenase, 15-Lipoxygenase-1, and 15-Lipoxygenase-2. Biochemistry. 2021 Jun 8;60(22):1741-1754. DOI:10.1021/acs.biochem.0c00931 |
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