(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{3-hydroxy-2-[(1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-5-[(2,2,3,3,4,4,5,5,5-2H9)pentyl]phenoxy}oxane-2-carboxylic acid

• ChemBase编号: 163578
• 分子式: C27H38O8
• 平均质量: 490.58582
• 单一同位素质量: 490.25666818
• SMILES: c1c(cc(c(c1O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)[C@H]1[C@@H](CCC(=C1)C)C(=C)C)O)CCCCC
• Canonical SMILES: CCCCCc1cc(O[C@@H]2O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)c(c(c1)O)[C@@H]1C=C(C)CC[C@H]1C(=C)C
• InChI: InChI=1S/C27H38O8/c1-5-6-7-8-16-12-19(28)21(18-11-15(4)9-10-17(18)14(2)3)20(13-16)34-27-24(31)22(29)23(30)25(35-27)26(32)33/h11-13,17-18,22-25,27-31H,2,5-10H2,1,3-4H3,(H,32,33)/t17-,18+,22-,23-,24+,25-,27+/m0/s1
• InChIKey: DTPDUSBNMCFKKQ-GVNQKLLVSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{3-hydroxy-2-[(1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-5-[(2,2,3,3,4,4,5,5,5-^2H₉)pentyl]phenoxy}oxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{3-hydroxy-2-[(1R,6R)-3-methyl-6-(prop-1-en-2-yl)cyclohex-2-en-1-yl]-5-[(2,2,3,3,4,4,5,5,5-^2H₉)pentyl]phenoxy}oxane-2-carboxylic acid
• 别名: (1R-trans)-3-Hydroxy-2-[3-methyl-6-(1-methylethenyl)-2-cyclohexen-1-yl]-5-(pentyl-d9)phenyl β-D-Glucopyranosiduronic Acid; Cannabidiol-d9 β-D-Glucuronide

登记号

• PubChem SID: 162257713
• PubChem CID: 71314489

理论计算性质

• Acid pKa: 3.2305968
• 质子受体: 8
• 质子供体: 5
• LogD (pH = 5.5): 2.1288369
• LogD (pH = 7.4): 0.9320743
• Log P: 4.3774076
• 摩尔折射率: 130.5427 cm^3
• 极化性: 51.368607 Å^3
• 极化表面积: 136.68 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - C175312

The major labelled urinary metabolite of Cannabidiol (C175300) in the dog.

参考文献

• Samara E., et al.: Xenobiotica, 20, 177 (1990)