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(±)11(12)-EET

(±)11(12)-EET用途

(±)11(12)-EET是一种NLRP3炎症体抑制剂(±)11(12)-EET可用于抗炎、血管生成和心脏保护的研究[1][2][3][4][6]。

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(±)11(12)-EET名称

[ CAS 号 ]:
123931-40-8

[ 英文名 ]:
(11S,12R)-EET

[英文别名 ]:

(11S,12R)-EET

(±)11(12)-EET生物活性

[ 描述 ]:

(±)11(12)-EET是一种NLRP3炎症体抑制剂(±)11(12)-EET可用于抗炎、血管生成和心脏保护的研究[1][2][3][4][6]。

[ 相关类别 ]:

研究领域 >> 心血管疾病

信号通路 >> 免疫及炎症 >> NOD样受体(NLR)

研究领域 >> 炎症/免疫

[ 靶点 ]

NLRP3 inflammasome

[体外研究]

(±)11(12)-EET(5μM；10分钟；巨噬细胞)抑制NLRP3蛋白表达,显著降低细胞和上清液中前IL-1β的表达,并降低细胞内ROS[1]。Western Blot分析[1]细胞系：巨噬细胞浓度：5μM培养时间：10μM结果：抑制NLRP3蛋白表达。免疫荧光[1]细胞系：巨噬细胞浓度：5μM孵育时间：10μM结果：细胞内ROS减少。

[体内研究]

(±)11(12)-EET以50µg/kg的浓度增加了涂覆有P-选择素和ICAM-1的小室中分离的外周血白细胞的粘附[5]。

[参考文献]

[1]. Luo XQ, et al. Epoxyeicosatrienoic acids inhibit the activation of NLRP3 inflammasome in murine macrophages. J Cell Physiol. 2020;235(12):9910-9921.

[2]. Chacos N, et al. Novel epoxides formed during the liver cytochrome P-450 oxidation of arachidonic acid. Biochem Biophys Res Commun. 1982;104(3):916-922.

[3]. Oliw EH, et al. Oxygenation of arachidonic acid by hepatic monooxygenases. Isolation and metabolism of four epoxide intermediates. J Biol Chem. 1982;257(7):3771-3781.

[4]. Capdevila JH, et al. Cytochrome P450 and arachidonic acid bioactivation. Molecular and functional properties of the arachidonate monooxygenase. J Lipid Res. 2000;41(2):163-181.

[5]. Wang Z, et al. Arachidonic acid inhibits basolateral K channels in the cortical collecting duct via cytochrome P-450 epoxygenase-dependent metabolic pathways. Am J Physiol Renal Physiol. 2008;294(6):F1441-F1447.

[6]. Spector AA. Arachidonic acid cytochrome P450 epoxygenase pathway. J Lipid Res. 2009;50 Suppl(Suppl):S52-S56.

(±)11(12)-EET物理化学性质

[ 密度 ]:
1.0±0.1 g/cm3

[ 沸点 ]:
461.8±33.0 °C at 760 mmHg

[ 分子式 ]:
C₂₀H₃₂O₃

[ 分子量 ]:
320.466

[ 闪点 ]:
154.6±18.9 °C

[ 精确质量 ]:
320.235138

[ PSA ]:
49.83000

[ LogP ]:
6.30

[ 蒸汽压 ]:
0.0±2.4 mmHg at 25°C

[ 折射率 ]:
1.501

[ 储存条件 ]:
-20°C，密闭，干燥

(±)11(12)-EETMSDS

(±)11(12)-EET安全信息

[ 符号 ]:

GHS02, GHS07

[ 信号词 ]:
Danger

[ 危害声明 ]:
H225-H319

[ 警示性声明 ]:
P210-P280-P305 + P351 + P338-P337 + P313-P403 + P235

[ 危险品运输编码 ]:
UN1170 - class 3 - PG 2 - Ethanol, solution

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(±)11(12)-EET文献

Protective effects of n-6 fatty acids-enriched diet on intestinal ischaemia/reperfusion injury involve lipoxin A4 and its receptor.

Br. J. Pharmacol. 172(3) , 910-23, (2015)

Long-term intake of dietary fatty acids is known to predispose to chronic inflammation, but their effects on acute intestinal ischaemia/reperfusion (I/R) injury is unknown. The aim of this study was t...

Cyp2c44 epoxygenase in the collecting duct is essential for the high K+ intake-induced antihypertensive effect.

Am. J. Physiol. Renal Physiol. 307(4) , F453-60, (2014)

Cytochrome P-450, family 2, subfamily c, polypeptide 44 (Cyp2c44) epoxygenase metabolizes arachidonic acid (AA) to epoxyeicosatrienoic acids (EETs) in kidney and vascular tissues. In the present study...

UHPLC-MS/MS analysis of arachidonic acid and 10 of its major cytochrome P450 metabolites as free acids in rat livers: effects of hepatic ischemia.

J. Chromatogr. B. Analyt. Technol. Biomed. Life Sci. 964 , 153-63, (2014)

The cytochrome P450 metabolites of arachidonic acid (AA) are mostly present in tissues, such as the liver, as bound to phospholipids, with only a small fraction available as free acids. The purpose of...

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