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Merck
CN

H7768

12 (S)-羟基-(5Z,8Z,10E,14Z)-二十碳四烯酸

~100 μg/mL in ethanol, ≥95% (HPLC)

别名:

( S )-12-HETE

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关于此项目

经验公式(希尔记法):
C20H32O3
化学文摘社编号:
分子量:
320.47
UNSPSC Code:
12352106
NACRES:
NA.77
PubChem Substance ID:
EC Number:
200-578-6
Beilstein/REAXYS Number:
2656104
MDL number:
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产品名称

12 (S)-羟基-(5Z,8Z,10E,14Z)-二十碳四烯酸, ~100 μg/mL in ethanol, ≥95% (HPLC)

InChI key

ZNHVWPKMFKADKW-LQWMCKPYSA-N

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

SMILES string

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

assay

≥95% (HPLC)

form

liquid

concentration

~100 μg/mL in ethanol

shipped in

dry ice

storage temp.

−20°C

Quality Level

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Biochem/physiol Actions

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。

Packaging

在氩气下包装。

pictograms

FlameExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2

存储类别

3 - Flammable liquids

wgk

WGK 1

flash_point_f

55.4 °F

flash_point_c

13 °C

法规信息

危险化学品
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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
K Viola et al.
British journal of cancer, 108(3), 564-569 (2012-10-25)
Many cancers spread through lymphatic routes, and mechanistic insights of tumour intravasation into the lymphatic vasculature and targets for intervention are limited. The major emphasis of research focuses currently on the molecular biology of tumour cells, while still little is
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
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

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