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109430-11-7

109430-11-7 Structure

109430-11-7 Structure
IdentificationBack Directory
[Name]

11(R)-HEPE
[CAS]

109430-11-7
[Synonyms]

11(R)-HEPE
IDEHSDHMEMMYIR-DJWFCICMSA-N
11R-Hydroxy-5Z,8Z,12E,14Z,17Z-eicosadienoic acid
11R-HYDROXY-5Z,8Z,12E,14Z,17Z-EICOSAPENTAENOIC ACID
5,8,12,14,17-Eicosapentaenoic acid, 11-hydroxy-, (5Z,8Z,11R,12E,14Z,17Z)-
[Molecular Formula]

C20H30O3
[MDL Number]

MFCD00216117
[MOL File]

109430-11-7.mol
[Molecular Weight]

318.45
Chemical PropertiesBack Directory
[Boiling point ]

488.0±45.0 °C(Predicted)
[density ]

0.997±0.06 g/cm3(Predicted)
[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
[pka]

4.75±0.10(Predicted)
[InChIKey]

IDEHSDHMEMMYIR-DJWFCICMSA-N
[SMILES]

C(O)(=O)CCC/C=C\C/C=C\C[C@@H](O)/C=C/C=C\C/C=C\CC
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)
GHS02
[Signal word ]

Danger
Hazard InformationBack Directory
[Description]

11(R)-HEPE is produced by the oxidation of EPA by 11(R)-LO. This enzymatic activity and the resulting 11(R)-hydroxy acid have been isolated from the sea urchin S. purpuratus.
[Uses]

11(R)-HEPE is a monohydroxy fatty acid derived from EPA (eicosapentaenoic acid)[1].
[Definition]

ChEBI: 11(R)-HEPE is an 11-HEPE that consists of (5Z,8Z,12E,14Z,17Z)-icosapentaenoic acid in which the hydroxy group is located at the 11R-position. It has a role as a human xenobiotic metabolite, an anti-inflammatory agent and an algal metabolite. It is a conjugate acid of an 11(R)-HEPE(1-).
[References]

[1] Di Marzo V, et al. Polyunsaturated-fatty-acid oxidation in Hydra: regioselectivity, substrate-dependent enantioselectivity and possible biological role. Biochem J. 1994 Jun 1;300 ( Pt 2)(Pt 2):501-7. DOI:10.1042/bj3000501
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