(±)11(12)-EET
(±)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
(±)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
(±)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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