icosa-8,11,14-trien-5-ynoic acid

• ChemBase编号: 104053
• 分子式: C20H30O2
• 平均质量: 302.451
• 单一同位素质量: 302.2245802
• SMILES: CCCCC/C=C/C/C=C/C/C=C/CC#CCCCC(=O)O
• Canonical SMILES: CCCCC/C=C/C/C=C/C/C=C/CC#CCCCC(=O)O
• InChI: 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/h6-7,9-10,12-13H,2-5,8,11,14,17-19H2,1H3,(H,21,22)
• InChIKey: GIOQWSLKUVKKAO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: icosa-8,11,14-trien-5-ynoic acid
• IUPAC传统名: icosa-8,11,14-trien-5-ynoic acid
• 别名: 5,6-dehydro AA; cis-8,11,14-Eicosatrien-5-ynoic acid; 5,6-Dehydroarachidonic acid; 5,6-DEHYDROARACHIDONIC ACID

登记号

• CAS号: 58688-54-3
• MDL号: MFCD00065715
• PubChem SID: 24893642; 162091575
• PubChem CID: 5353350

理论计算性质

• Acid pKa: 4.483154
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 5.4783974
• LogD (pH = 7.4): 3.7112458
• Log P: 6.533799
• 摩尔折射率: 98.1988 cm^3
• 极化性: 36.279404 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 14
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: ethanol solution
• 闪点: 17 °C; 62 °F

安全信息

• 保存条件: -20°C
• 欧盟危险性物质标志: 易燃性(Flammable) (F)
• 联合国危险货物编号: 1170
• 德国WGK号: 1
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 11-16
• 安全公开号: 16
• RID/ADR: UN 1170 3/PG 2
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98%; 95%
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C20H30O2

详细说明

MP Biomedicals - 02154279

Purity: 95% Solution in ethanol. Selective, irreversible inhibitor of 5-lipoxygenase.

Sigma Aldrich - D2154

Biochem/physiol Actions
Inhibits 5-lipoxygenase of guinea pig leukocytes with an IC50 of 10 μM. In extracts of rat basophilic leukemia cells preincubated with 5,6-dehydro AA, the Ki for the conversion of arachidonic acid to 5-HPETE is 15 μM.
General description
An analog of arachidonic acid in which the 5,6 double bond has been replaced with an acetylene group.