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123673-33-6

123673-33-6 Structure

123673-33-6 Structure
IdentificationBack 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 PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.8 mg/ml
Hazard InformationBack 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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