ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

• ChemBase编号: 133043
• 分子式: C22H36O2
• 平均质量: 332.52004
• 单一同位素质量: 332.27153039
• SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC
• Canonical SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OCC
• InChI: InChI=1S/C22H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24-4-2/h8-9,11-12,14-15,17-18H,3-7,10,13,16,19-21H2,1-2H3/b9-8-,12-11-,15-14-,18-17-
• InChIKey: SNXPWYFWAZVIAU-GKFVBPDJSA-N

名称和登记号

名称

• IUPAC标准名: ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
• IUPAC传统名: ethyl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
• 别名: (5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoic Acid Ethyl Ester; (all-Z)-5,8,11,14-Eicosatetraenoic Acid Ethyl Ester; Ethyl Arachidonate; 5,8,11,14-Eicosatetraenoic acid ethyl ester; Arachidonic acid ethyl ester; Ethyl arachidonate

登记号

• CAS号: 1808-26-0
• MDL号: MFCD00038340
• PubChem SID: 162227320; 24891398
• PubChem CID: 5367369

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 7.089873
• LogD (pH = 7.4): 7.089873
• Log P: 7.089873
• 摩尔折射率: 109.4717 cm^3
• 极化性: 41.105614 Å^3
• 极化表面积: 26.3 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: liquid

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98.5% (GC)

详细说明

Sigma Aldrich - A9135

Biochem/physiol Actions
Arachidonic acid (AA) is an unsaturated omega-6 fatty acid constituent of the phospholipids of cell membranes. Phospholipase A2 releases AA from the membrane phospholipids in response to inflammation. AA is subsequently metabolized to prostaglandins and thromboxanes by at least two cyclooxygenase (COX) isoforms, to leukotrienes and lipoxins by lipoxygenases, and to epoxyeicosatrienoic acids via p450-catalyzed metabolism. AA and its metabolites play important roles in a variety of biological processes, including signal transduction, contraction, chemotaxis, and cell proliferation, differentiation and apoptosis. AA has been demonstrated to bind to the α subunit of G protein and inhibit the activity of Ras GTPase-activating proteins (GAPs). Cellular uptake of AA is energy dependent and involves protein-facilitated transport across the plasma membrane.
包装
Sealed ampule.

Toronto Research Chemicals - E899400

Arachidonic acid (AA) is an unsaturated omega-6 fatty acid constituent of the phospholipids of cell membranes. Phospholipase A2 releases AA from the membrane phospholipids in response to inflammation.

参考文献

• Peterson, J., et al.: J. Pediatr., 152, 788 (2008)
• Pichini, S., et al.: J. Pharm. Biomed. Anal., 48, 927 (2008)