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105304-92-5

105304-92-5 Structure

105304-92-5 Structure
IdentificationBack Directory
[Name]

14(R),15(S)-EPOXY-(5Z,8Z,11Z)-EICOSATRIENOIC ACID
[CAS]

105304-92-5
[Synonyms]

14[R],15[S]-EET
14(R),15(S)-EPOXY-(5Z,8Z,11Z)-EICOSATRIENOIC ACID
14(R),15(S)-epoxy-(5Z,8Z,11Z)-*eicosatrienoic aci
[Molecular Formula]

C20H32O3
[MDL Number]

MFCD00151641
[MOL File]

105304-92-5.mol
[Molecular Weight]

320.47
Chemical PropertiesBack Directory
[storage temp. ]

−20°C
[solubility ]

Ethanol: Soluble
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H315-H319
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
[Hazard Codes ]

F,Xi
[Risk Statements ]

11-36/37/38
[Safety Statements ]

16-26-36
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

14S(15R)-EET is an endogenous epoxytrienoic acid derivative that mainly exists in rat organs. By studying its metabolic process, it was found that its stereoselective hydration and formation of chiral diols were significantly affected by epoxidase. Different 14,15-EET enantiomers showed different regions and stereochemistry of hydration reactions, among which 14(R),15(S)-EET showed specific hydration for C15. These findings reveal the important role of epoxidase in the metabolism of endogenous EETs, and the differences in enzyme affinity and reaction rate for individual EET enantiomers may lead to their stereoselective metabolism[1].
[Definition]

ChEBI: 14,15-Epoxy-5,8,11-eicosatrienoic acid is a long-chain fatty acid.
[References]

[1] Zeldin DC, et al. Metabolism of epoxyeicosatrienoic acids by cytosolic epoxide hydrolase: substrate structural determinants of asymmetric catalysis. Arch Biochem Biophys. 1995 Jan 10;316(1):443-51. DOI:10.1006/abbi.1995.1059
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