Basic information Safety Supplier Related

(±)11(12)-EET

Basic information Safety Supplier Related

(±)11(12)-EET Basic information

Product Name:
(±)11(12)-EET
Synonyms:
  • 5,8-Decadienoic acid, 10-[(2S,3R)-3-(2Z)-2-octen-1-yl-2-oxiranyl]-, (5Z,8Z)-
  • 11,12-Epoxy-(5Z,8Z,14Z)-eicosatrienoic acid ~100 mug/mL in ethanol, >=95%
CAS:
123931-40-8
MF:
C20H32O3
MW:
320.47
EINECS:
200-578-6
Mol File:
123931-40-8.mol
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(±)11(12)-EET Chemical Properties

Boiling point:
461.8±33.0 °C(Predicted)
Density 
0.983±0.06 g/cm3(Predicted)
Flash point:
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
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Safety Information

Hazard Codes 
F
Risk Statements 
11
Safety Statements 
7-16
RIDADR 
UN1170 - class 3 - PG 2 - Ethanol, solution
WGK Germany 
1
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(±)11(12)-EET Usage And Synthesis

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.

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