| Identification | Back Directory | [Name]
17(R)-HDOHE | [CAS]
155976-53-7 | [Synonyms]
17(R)-HDHA
17(R)-HDOHE
17(R)-HDoHE Exclusive
SWTYBBUBEPPYCX-NGHKTGSUSA-N
17(R)-HYDROXY DOCOSAHEXAENOIC ACID
17R-HYDROXY-4Z,7Z,10Z,13Z,15E,17R,19Z-DOCOSAHEXAENOIC ACID
17(R)-hydroxy-4(Z),7(Z),10(Z),13(Z),15(E),19(Z)-docosahexaenoic acid
4,7,10,13,15,19-Docosahexaenoic acid, 17-hydroxy-, (4Z,7Z,10Z,13Z,15E,17R,19Z)- | [Molecular Formula]
C22H32O3 | [MDL Number]
MFCD08062145 | [MOL File]
155976-53-7.mol | [Molecular Weight]
344.49 |
| Chemical Properties | Back Directory | [Boiling point ]
505.1±50.0 °C(Predicted) | [density ]
0.995±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMF: Miscible; DMSO: Miscible; Ethanol: Miscible; PBS (pH 7.2): 0.8 mg/ml | [pka]
4.58±0.10(Predicted) |
| Hazard Information | Back Directory | [Description]
Resolvins are a group of polyhydroxylated metabolites of docosahexaenoic acid (DHA) found in the inflammatory exudates of aspirin-treated experimental animals. 17(R)-HDHA is the primary oxygenation product of DHA when exposed to aspirin-inhibited cyclooxygenase-2. 17(R)-HDHA serves as a precursor to resolvins and has intrinsic biological activity, such as the inhibition of TNFα-induced IL-1β expression in human glioma cells. | [Uses]
17(R)-HDHA (17(R)-HDoHE) is a pro-resolving mediator (SPM). 17(R)-HDHA enhances the differentiation of B cells toward the CD27(+)CD38(+) antibody-secreting cell phenotype, thereby strongly increasing IgM and IgG production by activated B cells. 17(R)-HDHA does not affect cell proliferation and is non-toxic to cells[1]. | [Definition]
ChEBI: 17(R)-HDoHE is a polyunsaturated fatty acid that is (4Z,7Z,10Z,13Z,15E,19Z)-docosa-4,7,10,13,15,19-hexaenoic acid carrying a hydroxy substituent at the 17R-position. It has a role as a human xenobiotic metabolite and a mouse metabolite. It is a conjugate acid of a 17(R)-HDoHE(1-). It is an enantiomer of a 17(S)-HDoHE. | [References]
[1] Ramon S, et al. Specialized proresolving mediators enhance human B cell differentiation to antibody-secreting cells. J Immunol. 2012 Jul 15;189(2):1036-42. DOI:10.4049/jimmunol.1103483 |
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