13(s)-羟基-9z,11e-十八二烯酸

13(s)-羟基-9z,11e-十八二烯酸用途

(S) -科里奥利酸(13(S)-HODE,亚油酸的15-脂氧合酶(15-LOX)代谢产物,作为内源性配体激活PPARγ。(S) -科里奥利酸是一种重要的细胞内信号剂,在各种生物系统中参与细胞增殖和分化。(S) -科里奥利酸诱导线粒体功能障碍和气道上皮损伤[1][2][3]。

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13(s)-羟基-9z,11e-十八二烯酸名称

[ CAS 号 ]:
29623-28-7

[ 中文名 ]:
13(s)-羟基-9z,11e-十八二烯酸

[ 英文名 ]:
13S-hydroxyoctadecadienoic acid

[英文别名 ]:

(9Z,11E,13S)-13-hydroxyoctadeca-9,11-dienoic acid
13-Hydroxy-9c,11t-octadecadienoic acid
(9Z,11E,13S)-13-Hydroxy-9,11-octadecadienoic acid
13(S)-HYDROXYOCTADECA-9Z,11E-DIENOIC ACID
(13S,9Z,11E)-13-Hydroxy-9,11-octadecadienoic acid
13(S)-HODE

13(s)-羟基-9z,11e-十八二烯酸生物活性

[ 描述 ]:

[ 相关类别 ]:

研究领域 >> 癌症

信号通路 >> 细胞周期/DNA损伤 >> PPAR

研究领域 >> 炎症/免疫

[体外研究]

(S) -科里奥利酸(25μM)引起支气管上皮线粒体结构改变和损伤[2]。(S) -科里奥利酸(30nM；6小时；E-FABP-/-角质形成细胞)通过NF-κB活化诱导K1表达。(S) -科里奥利酸增加丝氨酸32处IκBα的磷酸化,从而诱导IκB降解,从而激活NF-κB。(S)-科里奥利酸还增加IkK激酶bat酪氨酸199的磷酸化,从而促进IκBα磷酸化和随后的NF-κB激活[3]。

[体内研究]

(S) -科里奥利酸(每只小鼠0-0.6 mg；每天一次,连续3天)可导致严重的气道功能障碍、气道中性粒细胞增多、线粒体功能障碍和上皮损伤[2]。动物模型：BALB/c小鼠(6-8周)[2]剂量：0-0.6 mg/只小鼠给药：每天经鼻一次,连续3天结果：BALB/c小鼠出现线粒体功能障碍特征,如线粒体膜电位降低,肺线粒体复合物IV活性降低,肺胞浆细胞色素c水平升高。

[参考文献]

[1]. Yuan H, et al. 15-Lipoxygenases and its metabolites 15(S)-HETE and 13(S)-HODE in the development of non-small cell lung cancer. Thorax. 2010;65(4):321-326.

[2]. Mabalirajan U, et al. Linoleic acid metabolite drives severe asthma by causing airway epithelial injury. Sci Rep. 2013;3:1349.

[3]. Ogawa E, et al. Epidermal FABP (FABP5) regulates keratinocyte differentiation by 13(S)-HODE-mediated activation of the NF-κB signaling pathway. J Invest Dermatol. 2011;131(3):604-612.

[4]. Yuan H, et al. 15-Lipoxygenases and its metabolites 15(S)-HETE and 13(S)-HODE in the development of non-small cell lung cancer. Thorax. 2010;65(4):321-326.

13(s)-羟基-9z,11e-十八二烯酸物理化学性质

[ 密度 ]:
1.0±0.1 g/cm3

[ 沸点 ]:
422.7±20.0 °C at 760 mmHg

[ 分子式 ]:
C₁₈H₃₂O₃

[ 分子量 ]:
296.445

[ 闪点 ]:
223.6±18.3 °C

[ 精确质量 ]:
296.235138

[ PSA ]:
57.53000

[ LogP ]:
5.32

[ 蒸汽压 ]:
0.0±2.3 mmHg at 25°C

[ 折射率 ]:
1.492

13(s)-羟基-9z,11e-十八二烯酸MSDS

详细MSDS(安全技术说明书)

13(s)-羟基-9z,11e-十八二烯酸安全信息

[ 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

[ 危害码 (欧洲) ]:
F: Flammable;

[ 风险声明 (欧洲) ]:
11

[ 危险品运输编码 ]:
UN 1170 3/PG 2

[ 海关编码 ]:
2918199090

13(s)-羟基-9z,11e-十八二烯酸上下游产品

13(s)-羟基-9z,11e-十八二烯酸上游产品

13(s)-羟基-9z,11e-十八二烯酸下游产品

13(s)-羟基-9z,11e-十八二烯酸海关

[ 海关编码 ]: 2918199090

[ 中文概述 ]:
HS: 2918199090. 其他含醇基但不含其他含氧基羧酸（包括其酸酐、酰卤化物、过氧化物和过氧酸及该税号的衍生物）. 增值税率:17.0%. 退税率:9.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
2918199090 other carboxylic acids with alcohol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

13(s)-羟基-9z,11e-十八二烯酸文献

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PLoS ONE 9(8) , e102776, (2014)

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Doxorubicin resistance in breast cancer is driven by light at night-induced disruption of the circadian melatonin signal.

J. Pineal Res. 59 , 60-9, (2015)

Chemotherapeutic resistance, particularly to doxorubicin (Dox), represents a major impediment to successfully treating breast cancer and is linked to elevated tumor metabolism and tumor over-expressio...

Implications of chemokines, chemokine receptors, and inflammatory lipids in atherosclerosis.

J. Leukoc. Biol. 95(4) , 575-85, (2014)

Chemokines are a diverse group of molecules with important implications for the development of solid tissues and normal function of the immune system. However, change of the conditions for such a comp...

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