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关于此项目
线性分子式:
CH3(CH2CH=CH)5(CH2)3CO2H
化学文摘社编号:
分子量:
302.45
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
Beilstein/REAXYS Number:
1714433
产品名称
顺式-5,8,11,14,17-二十碳五烯酸, ≥99%
biological source
fish oil
Quality Level
assay
≥99%
form
liquid
refractive index
n20/D 1.4977 (lit.)
mp
−54-−53 °C (lit.)
solubility
methanol: 50 mg/mL, clear, colorless
density
0.943 g/mL at 25 °C (lit.)
storage temp.
−20°C
SMILES string
CC/C=C\C/C=C\C/C=C\C/C=C\C/C=C\CCCC(O)=O
InChI
1S/C20H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h3-4,6-7,9-10,12-13,15-16H,2,5,8,11,14,17-19H2,1H3,(H,21,22)/b4-3-,7-6-,10-9-,13-12-,16-15-
InChI key
JAZBEHYOTPTENJ-JLNKQSITSA-N
Gene Information
human ... ALOX5(240)
mouse ... ALOX5(11689), Pparg(19016)
rat ... ALOX5(25290)
General description
二十碳五烯酸是通过亚麻酸合成的多不饱和脂肪酸(PUFA)。它分布于细胞膜的磷脂双分子层、大脑突触膜和视网膜中。它主要来源于鱼油、海草、浮游植物和亚麻荠。作为ω-3脂肪酸,它具有顺反构象。
Application
顺式-5,8,11,14,17-二十碳五烯酸已用于:
- 检测其对肝细胞脂肪变性的药理作用
- 作为拉曼光谱法的分析标准品表征人乳腺癌样本
- 小鼠胚胎成纤维细胞的脂质过氧化分析和细胞活性检测中的细胞预处理
Biochem/physiol Actions
二十碳五烯酸(EPA)是健康生活的必需脂肪酸,并且可缓解肥胖症。它可通过调节极低密度脂蛋白(VLDL)水平来降低甘油三酯水平。
5-脂氧合酶抑制剂;减少凝血噁烷 A2 生成。
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存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
200.1 °F - closed cup
flash_point_c
93.4 °C - closed cup
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
商品
Discover Bioactive Small Molecules for Lipid Signaling Research
Effect of eicosapentaenoic acid and docosahexaenoic acid on myogenesis and mitochondrial biosynthesis during murine skeletal muscle cell differentiation
Hsueh TY, et al.
Frontiers in nutrition, 5, 15-15 (2018)
Omega-3 fatty acids eicosapentaenoic acid and docosahexaenoic acid and their mechanisms of action on apolipoprotein B-containing lipoproteins in humans: a review
Oscarsson J and Hurt-Camejo E
Lipids in Health and Disease, 16(1), 149-149 (2017)
A Comprehensive Review of Chemistry, Sources and Bioavailability of Omega-3 Fatty Acids
Cholewski M, et al.
Nutrients, 10(11), 1662-1662 (2018)
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| E2011-10MG | 04061833602386 |
| E2011-50MG | 04061833602409 |
| E2011-100MG | 04061838063663 |
| E2011-25MG | 04061833602393 |