(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({17-methyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-yl}oxy)oxane-2-carboxylic acid

• ChemBase编号: 166733
• 分子式: C23H31NO7
• 平均质量: 433.49474
• 单一同位素质量: 433.21005234
• SMILES: c1(cc2c(cc1)CC1C3C2(CCCC3)CCN1C)O[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)C(=O)O)O)O)O
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](Oc2ccc3c(c2)C24CCCCC4C(C3)N(CC2)C)O[C@H]([C@H]1O)C(=O)O
• InChI: InChI=1S/C23H31NO7/c1-24-9-8-23-7-3-2-4-14(23)16(24)10-12-5-6-13(11-15(12)23)30-22-19(27)17(25)18(26)20(31-22)21(28)29/h5-6,11,14,16-20,22,25-27H,2-4,7-10H2,1H3,(H,28,29)/t14?,16?,17-,18-,19+,20-,22+,23?/m0/s1
• InChIKey: YQAUTKINOXBFCA-IGGZQXCCSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({17-methyl-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-trien-4-yl}oxy)oxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-({17-methyl-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-trien-4-yl}oxy)oxane-2-carboxylic acid
• 别名: (9α,13α,14α)-17-Methylmorphinan-3-yl β-D-Glucopyranosiduronic Acid; Dextrorphan 3-Glucuronide; Dextrorphan Glucuronide; Dextrorphan O-β-D-Glucuronide

登记号

• CAS号: 19153-87-8
• PubChem SID: 162260866
• PubChem CID: 71315860

理论计算性质

• Acid pKa: 2.850454
• 质子受体: 8
• 质子供体: 4
• LogD (pH = 5.5): -1.331574
• LogD (pH = 7.4): -1.3321391
• Log P: -1.3310599
• 摩尔折射率: 110.0927 cm^3
• 极化性: 43.911404 Å^3
• 极化表面积: 119.69 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Hot Methanol; Water
• 外观: White Solid
• 熔点: >220°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - D299500

A metabolite of Dextrorphan.

参考文献

• Gonzalez, F., et al.: Nature, 331, 442 (1988)
• Meyer, U., et al.: Pharmacol. Ther., 46, 297 (1988)
• Rogers, J., et al.: Am. J. Med., 113, 746 (1988)
• Huang, W., et al.: Drug Metab. Dispos., 32, 1434 (1988)