Home>>Lipids>>(5Z,11Z,15R)-15-Hydroxyeicosa-5,11-dien-13-ynoic Acid

(5Z,11Z,15R)-15-Hydroxyeicosa-5,11-dien-13-ynoic Acid Sale

(Synonyms: HETE Analog 1, Hydroxyeicosatetraenoic Acid Analog 1) 目录号 : GC40444

A stable isomer of 15(S)-HETE

(5Z,11Z,15R)-15-Hydroxyeicosa-5,11-dien-13-ynoic Acid Chemical Structure

Cas No.:339534-01-9

规格 价格 库存 购买数量
250μg
¥668.00
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500μg
¥1,268.00
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1mg
¥2,399.00
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5mg
¥10,690.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

(5Z,11Z,15R)-15-Hydroxyeicosa-5,11-dien-13-ynoic acid is a stable isomer of 15(S)-HETE , a major arachidonic acid metabolite from the 15-lipoxygenase pathway. (5Z,11Z,15R)-15-Hydroxyeicosa-5,11-dien-13-ynoic acid elicits concentration-dependent contraction of isolated pulmonary arteries from rabbits and inhibits the proliferation and migration of hormone-independent prostate carcinoma PC-3 cells.

Chemical Properties

Cas No. 339534-01-9 SDF
别名 HETE Analog 1, Hydroxyeicosatetraenoic Acid Analog 1
Canonical SMILES CCCCC[C@@H](O)C#C/C=C\CCCC/C=C\CCCC(O)=O
分子式 C20H32O3 分子量 320.5
溶解度 DMF: 20 mg/ml,DMSO: 20 mg/ml,Ethanol: Miscible,Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 3.1201 mL 15.6006 mL 31.2012 mL
5 mM 0.624 mL 3.1201 mL 6.2402 mL
10 mM 0.312 mL 1.5601 mL 3.1201 mL
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Research Update

(5Z,11Z,15R)-15-Hydroxyeicosa-5,11-dien-13-ynoic Acid: A stable isomer of 15(S)-HETE that retains key vasoconstrictive and antiproliferative activity

Prostaglandins Other Lipid Mediat 2016 Mar;123:33-9.PMID:27117058DOI:PMC4893888

15(S)-Hydroxyeicosa-(5Z,8Z,11Z,13E)-tetraenoic acid (15(S)-HETE) is a metabolite of arachidonic acid that elicits a number of biological effects including vasoconstriction and angiogenesis. (5Z,11Z,15R)-15-Hydroxyeicosa-5,11-dien-13-ynoic Acid (HETE analog 1) is a synthetic isomer of 15(S)-HETE that is much more stable to autoxidation. Using isometric recording of isolated pulmonary arteries from male and female rabbits, HETE analog 1 and 15(S)-HETE were found to elicit concentration-dependent contractions that were slightly greater in females compared to males. The maximal response in females was greater with 15(S)-HETE. HETE analog 1 and 15(S)-HETE increased [(3)H]-thymidine incorporation in vascular smooth muscle cells cultured from male rabbit pulmonary arteries; both the maximal response and potency were greater with 15(S)-HETE. In contrast, HETE analog 1 produced a concentration-dependent inhibition in proliferation and migration of human hormone-independent prostate carcinoma PC-3 cells. The protocol for synthesis of HETE analog 1 is reported. The stability of this substance and its similar biological profile to 15(S)-HETE support future studies in eicosanoid research.