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123931-40-8

123931-40-8 Structure

123931-40-8 Structure
IdentificationBack Directory
[Name]

(±)11(12)-EET
[CAS]

123931-40-8
[Synonyms]

11,12-Epoxy-(5Z,8Z,14Z)-eicosatrienoic acid ~100 mug/mL in ethanol, >=95%
5,8-Decadienoic acid, 10-[(2S,3R)-3-(2Z)-2-octen-1-yl-2-oxiranyl]-, (5Z,8Z)-
[EINECS(EC#)]

200-578-6
[Molecular Formula]

C20H32O3
[MDL Number]

MFCD00132914
[MOL File]

123931-40-8.mol
[Molecular Weight]

320.47
Chemical PropertiesBack Directory
[Boiling point ]

461.8±33.0 °C(Predicted)
[density ]

0.983±0.06 g/cm3(Predicted)
[Fp ]

9℃
[storage temp. ]

-20°C
[solubility ]

DMF: 50 mg/ml; DMSO: 50 mg/ml; Ethanol: 50 mg/ml; PBS pH 7.2: 1 mg/ml
[form ]

Liquid
[pka]

4.75±0.10(Predicted)
[color ]

Colorless to light yellow
Safety DataBack Directory
[Hazard Codes ]

F
[Risk Statements ]

11
[Safety Statements ]

7-16
[RIDADR ]

UN1170 - class 3 - PG 2 - Ethanol, solution
[WGK Germany ]

1
Hazard InformationBack Directory
[Description]

(±)11(12)-EET is a fully racemic version of the R/S enantiomeric forms biosynthesized from arachidonic acid by cytochrome P450 enzymes. A higher proportion of 11(R),12(S)-EET is produced by the CYP450 isoforms CYP2C23 and CYP2C24 while CYP2B2 produces a higher proportion of 11(S),12(R)-EET. 11(12)-EET has been shown, along with 8(9)-EET , to play a role in the recovery of depleted calcium pools in cultured smooth muscle cells. It also inhibits basolateral 18-pS potassium channels in the renal cortical collecting duct when used at a concentration of 100 nM. 11(12)-EET (50 μg/kg per day) increases adhesion of isolated peripheral blood leukocytes in a chamber coated with P-selectin and ICAM-1 but does not affect choroidal neovascularization size following laser photocoagulation. It also has anti-inflammatory, angiogenic, and cardioprotective properties.
[Uses]

14(15)-Epoxy-5Z,8Z,11Z-eicosatrienoic Acid-D11 is a deuterium labelled 14(15)-Epoxy-5Z,8Z,11Z-eicosatrienoic Acid (E350670), which is a useful research chemical that acts as an endothelium-derived hyperpolarizing factor in bovine coronary arteries to mediate vascular effects of vasoactive hormones.
[storage]

Store at -20°C
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