2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5-pentylbenzene-1,3-diol

• ChemBase编号: 126379
• 分子式: C21H32O2
• 平均质量: 316.47758
• 单一同位素质量: 316.24023026
• SMILES: Oc1cc(cc(O)c1C/C=C(\C)/CCC=C(C)C)CCCCC
• Canonical SMILES: CCCCCc1cc(O)c(c(c1)O)C/C=C(/CCC=C(C)C)\C
• InChI: InChI=1S/C21H32O2/c1-5-6-7-11-18-14-20(22)19(21(23)15-18)13-12-17(4)10-8-9-16(2)3/h9,12,14-15,22-23H,5-8,10-11,13H2,1-4H3
• InChIKey: QXACEHWTBCFNSA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(2E)-3,7-dimethylocta-2,6-dien-1-yl]-5-pentylbenzene-1,3-diol; 2-(3,7-dimethylocta-2,6-dien-1-yl)-5-pentylbenzene-1,3-diol
• IUPAC传统名: cannabigerol; 2-(3,7-dimethylocta-2,6-dien-1-yl)-5-pentylbenzene-1,3-diol
• 别名: 2-[(2E)-3,7-Dimethyl-2,6-octadien-1-yl]-5-pentyl-1,3-benzenediol; (E)-2-(3,7-Dimethyl-2,6-octadienyl)-5-pentyl-1,3-benzenediol; 2-[(2E)-3,7-Dimethyl-2,6-octadienyl]-5-pentyl-1,3-benzenediol; (E)-2-(3,7-Dimethyl-2,6-octadienyl)-5-pentylresorcinol; Cannabigerol; Cannabigerol

登记号

• CAS号: 25654-31-3
• PubChem SID: 162220713
• PubChem CID: 5315659
• CHEMBL: 497318
• Chemspider ID: 4474921
• 维基百科标题: Cannabigerol

理论计算性质

• Acid pKa: 9.16394
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 7.045999
• LogD (pH = 7.4): 7.0387187
• Log P: 7.0460925
• 摩尔折射率: 101.5104 cm^3
• 极化性: 38.643547 Å^3
• 极化表面积: 40.46 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: Powder

详细说明

Toronto Research Chemicals - C175370

Cannabigerol is a partial agonist of CB2 and CB1 receptors (Ki values are 337 and 440 nM respectively). Cannabigerol also exhibits α2-adrenoceptor agonist activity (EC50 = 0.2 nM in mouse brain membranes).

参考文献

• Watanabe, K., et al.: Biol. Pharm. Bull., 18, 1138 (1995)
• Iverson, L., et al.: Brain, 126, 1252 (1995)
• Hayakawa, K., et al.: Brain Res., 1188, 157 (1995)
• Wright, K., et al.: Br. J. Pharmacol., 153, 263 (1995)