E5641
11,12-Epoxy-(5Z,8Z,14Z)-eicosatrienoic acid
~100 μg/mL in ethanol, ≥95%
Synonym(s):
(±)11,12-EpETrE, 11,12-EET
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About This Item
Empirical Formula (Hill Notation):
C20H32O3
CAS Number:
Molecular Weight:
320.47
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25
Recommended Products
Quality Level
Assay
≥95%
concentration
~100 μg/mL in ethanol
lipid type
omega FAs
storage temp.
−20°C
SMILES string
CCCCC\C=C\CC1OC1C\C=C\C\C=C\CCCC(O)=O
InChI
1S/C20H32O3/c1-2-3-4-5-9-12-15-18-19(23-18)16-13-10-7-6-8-11-14-17-20(21)22/h6,8-10,12-13,18-19H,2-5,7,11,14-17H2,1H3,(H,21,22)/b8-6+,12-9+,13-10+
InChI key
DXOYQVHGIODESM-ATELOPIESA-N
Packaging
Packaged under argon
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 1
Flash Point(F)
48.2 °F - closed cup
Flash Point(C)
9 °C - closed cup
Regulatory Information
危险化学品
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Yong Zhou et al.
Shock (Augusta, Ga.), 47(5), 638-645 (2016-10-19)
Acute lung injury (ALI) is characterized by rapid alveolar injury, vascular leakage, lung inflammation, neutrophil accumulation, and induced cytokines production leading to lung edema. The mortality rate of patients suffering from ALI remains high. Epoxyeicosatrienoic acids (EETs) are cytochrome P450-dependent
L Yang et al.
British journal of clinical pharmacology, 80(1), 28-44 (2015-02-07)
There is increasing evidence suggesting that epoxyeicosatrienoic acids (EETs) play an important role in cardioprotective mechanisms. These include regulating vascular tone, modulating inflammatory responses, improving cardiomyocyte function and reducing ischaemic damage, resulting in attenuation of animal models of cardiovascular risk
Yindi Ding et al.
The Journal of pharmacology and experimental therapeutics, 350(1), 14-21 (2014-04-26)
Cytochrome P450-derived epoxides of arachidonic acid [i.e., the epoxyeicosatrienoic acids (EETs)] are important lipid signaling molecules involved in the regulation of vascular tone and angiogenesis. Because many actions of 11,12-cis-epoxyeicosatrienoic acid (EET) are dependent on the activation of protein kinase
Ahmad H Alammari et al.
Journal of pharmaceutical sciences, 109(7), 2321-2335 (2020-04-03)
Cytochrome P450 1B1 (CYP1B1) has been reported to have a major role in metabolizing arachidonic acid (AA) into cardiotoxic metabolites, mid-chain hydroxyeicosatetraenoic acids (HETEs). Recently, we have shown that fluconazole decreases the level of mid-chain HETEs in human liver microsomes.
Jun-xia Jiang et al.
PloS one, 10(6), e0128278-e0128278 (2015-06-04)
Cytochrome P-450 epoxygenase (EPOX)-derived epoxyeicosatrienoic acids (EETs), 5-lipoxygenase (5-LO), and leukotriene B4 (LTB4), the product of 5-LO, all play a pivotal role in the vascular inflammatory process. We have previously shown that EETs can alleviate oxidized low-density lipoprotein (ox-LDL)-induced endothelial
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