(2S,3S,4S,5R,6S)-6-(5-carboxy-2-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 167772
• 分子式: C13H14O10
• 平均质量: 330.24426
• 单一同位素质量: 330.05869665
• SMILES: c1c(c(cc(c1)C(=O)O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O)O
• Canonical SMILES: O[C@@H]1[C@H](O)[C@@H](O[C@H]([C@H]1O)C(=O)O)Oc1cc(ccc1O)C(=O)O
• InChI: InChI=1S/C13H14O10/c14-5-2-1-4(11(18)19)3-6(5)22-13-9(17)7(15)8(16)10(23-13)12(20)21/h1-3,7-10,13-17H,(H,18,19)(H,20,21)/t7-,8-,9+,10-,13+/m0/s1
• InChIKey: CXNFDJSOAJNKSU-CDHFTJPESA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-6-(5-carboxy-2-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-6-(5-carboxy-2-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: 5-Carboxy-2-hydroxyphenyl β-D-Glucopyranosiduronic Acid; 3,4-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide

登记号

• CAS号: 953037-17-7
• PubChem SID: 162261905
• PubChem CID: 71316220

理论计算性质

• Acid pKa: 2.749706
• 质子受体: 10
• 质子供体: 6
• LogD (pH = 5.5): -4.9625707
• LogD (pH = 7.4): -7.4908104
• Log P: -0.92409545
• 摩尔折射率: 69.2878 cm^3
• 极化性: 27.788319 Å^3
• 极化表面积: 173.98 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: Off-White to Pale Beige Solid
• 熔点: >165°C (dec.)

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - D451685

3,4-Dihydroxybenzoic Acid 3-O-β-D-Glucuronide is a metabolite of Protocatechuic aldehyde, a major bioactive phenolic acid in the roots of Salvia miltiorrhiza.

参考文献

• Rao, S., et al.: J. Biotechnol., 76, 137 (2000)
• Zhang, Y., et al.: Drug Metab. Dispos., 32, 752 (2000)
• Pan, J., et al.: J. Pharm. Biomed. Anal., 42, 565 (2000)