Identification | Back 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 Properties | Back 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 |
Hazard Information | Back 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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