Merck
CN

H7768

Sigma-Aldrich

12 (S)-羟基-(5Z,8Z,10E,14Z)-二十碳四烯酸

~100 μg/mL in ethanol, ≥95% (HPLC)

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别名:
( S )-12-HETE
经验公式(希尔记法):
C20H32O3
CAS号:
分子量:
320.47
Beilstein:
2656104
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.77

质量水平

检测方案

≥95% (HPLC)

形式

liquid

浓度

~100 μg/mL in ethanol

运输

dry ice

储存温度

−20°C

SMILES字符串

CCCCC\C=C/C[C@H](O)\C=C\C=C/C\C=C/CCCC(O)=O

InChI

1S/C20H32O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17,19,21H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+/t19-/m0/s1

InChI key

ZNHVWPKMFKADKW-LQWMCKPYSA-N

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生化/生理作用

12 (S)-HETE 是一种生物活性脂质,参与肿瘤细胞系和动物模型中的血管生成、生长和转移作用。花生四烯酸 12-脂氧合酶 (12-LOX) 将花生四烯酸转化为 12 (S)-(HETE)。在各种癌症(包括前列腺癌)中,12-LOX 的表达或活性发生了改变。
花生四烯酸的促转移代谢物通过在许多肿瘤细胞系中表达的 12-脂氧合酶途径。它产生于冠状动脉微血管,是这些微血管舒张和超极化的强效诱导剂。它激活冠状微血管平滑肌大电导 Ca 2 + 激活的 K + 电流。

包装

在氩气下包装。

象形图

FlameExclamation mark

警示用语:

Danger

危险声明

危险分类

Eye Irrit. 2 - Flam. Liq. 2

储存分类代码

3 - Flammable liquids

WGK

WGK 1

闪点(°F)

55.4 °F

闪点(°C)

13 °C

法规信息

危险化学品

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Alicja Pakiet et al.
Lipids in health and disease, 18(1), 29-29 (2019-01-28)
Altered metabolism of lipids is currently considered a hallmark characteristic of many malignancies, including colorectal cancer (CRC). Lipids are a large group of metabolites that differ in terms of their fatty acid composition. This review summarizes recent evidence, documenting many
Bei Wang et al.
Signal transduction and targeted therapy, 6(1), 94-94 (2021-02-28)
The arachidonic acid (AA) pathway plays a key role in cardiovascular biology, carcinogenesis, and many inflammatory diseases, such as asthma, arthritis, etc. Esterified AA on the inner surface of the cell membrane is hydrolyzed to its free form by phospholipase
Yuke Li et al.
Free radical biology & medicine, 134, 239-247 (2019-01-20)
This study was designed to investigate the neuroprotective effects of baicalein and the effect of the cortical 12/15-lipoxygenase (12/15-LOX) pathway on diabetic cognitive dysfunction. Our results showed that spatial learning and memory ability, as well as cortex neurons, were significantly
Yan Qu et al.
Cancer management and research, 11, 8303-8313 (2019-10-02)
To clarify the effect of 12-lipoxygenase/12-hydroxyeicosatetraeonic acid (12-LOX/12-HETE) on progress of esophageal squamous cell carcinoma (ESCC) and the possible mechanism. We performed cell experiments including chemical treatment, transfection, Western blotting and transwell assay to investigate the function of 12-LOX/12-HETE. Slices
Xiaofang Wang et al.
Journal of diabetes investigation, 10(3), 639-649 (2018-09-27)
Diabetes is an important risk factor for atherosclerotic disease. The initiating factor of atherosclerosis is local endothelial cell injury. The arachidonic acid metabolite, 12(S)-hydroxyeicosatetraenoic acid (12[S]-HETE), might be involved in this process. In recent years, some studies have discussed the

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