12(S)-HETE
- CAS编号: 54397-83-0
- 分子式: C20H32O3
- 分子量: 320.47
- Beilstein号: 2656104
- PubChem编号: 5283155
规格或纯度 | ~100μg/mL in ethanol,98% |
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英文名称 | 12(S)-HETE |
别名 | 12(S)-羟基-(5Z,8Z,10E,14Z)-二十碳四烯酸甲醇 |
英文别名 | 12(S)-HETE|54397-83-0|12S-HETE|CHEBI:34146|(5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid|12-Hydroxyeicosatetraenoic acid|12(S)-Hydroxyeicosatetraenoic acid|WG8M7C9ALT|12-Hete|12-Hete, (S)-|12(S)-Hydroxy-(5Z,8Z,10E,14Z)-eicosatetraenoic aci |
生化机理 | 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 Ca2+ 激活的 K+ 电流。 |
储存温度 | 避光,-20°C储存,充氩 |
运输条件 | 超低温冰袋运输 |
产品介绍 |
12(S)-HETE是在血小板和巨噬细胞中的12-脂氧合酶途径中合成的花生四烯酸代谢产物。研究表明12(S)-HETE是平滑肌细胞和白细胞迁移的有效刺激剂。另外,这种代谢物可诱导可逆性内皮细胞收缩,从而允许肿瘤细胞进入内皮下基质,而该基质未被12(R)-HETE激活。此外,研究表明该分子的潜在用途可能是将嗜酸性粒细胞优先吸引到与血小板活化有关的组织反应中。 12(S)-HETE is an arachidonic acid metabolite synthesized in the 12-lipoxygenase pathway in platelets and macrophages. Studies suggest that 12(S)-HETE is a potent stimulator of smooth muscle cell and leukocyte migration. In addition, this metabolite can induce reversible endothelial cell retraction allowing tumor cell access to the subendothelial matrix, which is not activated by 12(R)-HETE . Furthermore, studies show that a potential use of this molecule could be in preferentially attracting eosinophils to tissue reactions associated with platelet activation. |
pKa值 | pKa: 4.75 |
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IUPAC Name | (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid |
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INCHI | 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 |
Canonical SMILES | CCCCCC=CCC(C=CC=CCC=CCCCC(=O)O)O |
WGK Germany | 1 |
关联CAS | 54397-83-0 |
PubChem CID | 5283155 |
MeSH Entry Terms | 12 S Hydroxyeicosatetraenoic Acid;12-HETE;12-Hydroxy-5,8,10,14-eicosatetraenoic Acid;12-R-HETE;12-S-HETE;12-S-Hydroxyeicosatetraenoic Acid;Acid, 12-S-Hydroxyeicosatetraenoic |
分子量 | 320.47 |
Beilstein号 | 2656104 |
溶解性 | Soluble in DMSO, ethanol (1 mg/ml), DMF, PBS (pH 7.2) (~0.8 mg/ml), and 0.1M Na2CO3 (2 mg/ml). |
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密度 | 0.8 g/mL |
敏感性 | 对空气;光线敏感 |
折光率 | n20D1.51 |
沸点 | 78° C |
WGK Germany | 1 |
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Ligand ID | 5508 |
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名称 | 12S-[3H]HETE |
类别 | Synthetic organic |
学名 | (5Z,8Z,10E,12S,14Z)-12-hydroxyicosa-5,8,10,14-tetraenoic acid |
生物活性评价 |
The sulfonamide class of antibacterial compounds are primarily bacteriostatic agents and have a broad spectrum of activity against both Gram-positive and Gram-negative species of bacteria (reviewed in |
评价 | Sulfadimidine (sulfamethazine) is a sulfonamide antibacterial compound. This class of compounds are competitive inhibitors of bacterial dihydropteroate synthase (DHPS), an enzyme in the pathway which generates the folic acid that is essential for bacterial growth. |