(5Z,8Z,11Z,14Z)-N-[2-chloro(2H4)ethyl]icosa-5,8,11,14-tetraenamide

• ChemBase编号: 160786
• 分子式: C22H36ClNO
• 平均质量: 365.98034
• 单一同位素质量: 365.24854246
• SMILES: C(=O)(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)NCCCl
• Canonical SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCCCl
• InChI: InChI=1S/C22H36ClNO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(25)24-21-20-23/h6-7,9-10,12-13,15-16H,2-5,8,11,14,17-21H2,1H3,(H,24,25)/b7-6-,10-9-,13-12-,16-15-
• InChIKey: SCJNCDSAIRBRIA-DOFZRALJSA-N

名称和登记号

名称

• IUPAC标准名: (5Z,8Z,11Z,14Z)-N-[2-chloro(^2H₄)ethyl]icosa-5,8,11,14-tetraenamide
• IUPAC传统名: (5Z,8Z,11Z,14Z)-N-[2-chloro(^2H₄)ethyl]icosa-5,8,11,14-tetraenamide
• 别名: (5Z,8Z,11Z,14Z)-N-(2-Chloroethyl-d4)-5,8,11,14-eicosatetraenamide; ACEA-d4; Arachidonyl-2-(chloroethyl-d4)amide

登记号

• PubChem SID: 162254921
• PubChem CID: 71313481

理论计算性质

• Acid pKa: 14.996904
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 6.6683936
• LogD (pH = 7.4): 6.668394
• Log P: 6.668394
• 摩尔折射率: 116.0162 cm^3
• 极化性: 43.323685 Å^3
• 极化表面积: 29.1 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false

详细说明

Toronto Research Chemicals - A765022

A labelled synthetic agonist of the cannabinoid receptor 1 (CB1R). ACEA is considered to be a selective cannabinoid agonist as it binds primarily to the CB1R and has low affinity to the cannabinoid receptor 2 (CB2R).

参考文献

• Luszczki, J.J. et al.: Prog. Neuro-Psychopharmacol. Biol. Psych., 34, 18 (1999)
• Hillard, C.J. et al.: J. Pharmacol. Exp. Therap., 289, 1427 (1999)