dihydroxy(2H5)propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate

• ChemBase编号: 160790
• 分子式: C23H38O4
• 平均质量: 378.54542
• 单一同位素质量: 378.2770097
• SMILES: C(OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)(CO)CO
• Canonical SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)OC(CO)CO
• InChI: InChI=1S/C23H38O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-23(26)27-22(20-24)21-25/h6-7,9-10,12-13,15-16,22,24-25H,2-5,8,11,14,17-21H2,1H3/b7-6-,10-9-,13-12-,16-15-
• InChIKey: RCRCTBLIHCHWDZ-DOFZRALJSA-N

名称和登记号

名称

• IUPAC标准名: dihydroxy(^2H₅)propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
• IUPAC传统名: dihydroxy(^2H₅)propan-2-yl (5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoate
• 别名: 5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenoic Acid 2-Hydroxy-1-(hydroxymethyl)ethyl-d5 Ester; (all-Z)-5,8,11,14-Eicosatetraenoic Acid 2-Hydroxy-1-(hydroxymethyl)ethyl-d5 Ester; 2-Monoarachidonoylglycerol-d5; 2-Arachidonyl Glycerol-d5

登记号

• CAS号: 1215168-37-8
• PubChem SID: 162254925
• PubChem CID: 52922087

理论计算性质

• Acid pKa: 14.278373
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 5.4126277
• LogD (pH = 7.4): 5.4126277
• Log P: 5.4126277
• 摩尔折射率: 116.9779 cm^3
• 极化性: 44.134323 Å^3
• 极化表面积: 66.76 Å^2
• 可自由旋转的化学键: 18
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - A765052

Labelled 2-Arachidonoylglycerol (A765050). It is a major endocannabinoid, which can inhibit synaptic transmission by presynaptic cannabinoid CB1 receptors. It plays an inhibitory role in the bombesin-induced activation of central adrenomedullary outflow i

参考文献

• Yokotani, K., et al.: Eur. J. Pharmacol., 512, 29 (2005)
• Jensen, R., et al.: Pharmacol. Rev., 60, 1 (2005)
• Lu, L., et al.: Eur. J. Pharmacol., 590, 177 (2005)