(2S,3S,4S,5R,6S)-6-[3-(2-carboxyethyl)-5-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase编号: 167863
• 分子式: C15H18O10
• 平均质量: 358.29742
• 单一同位素质量: 358.08999678
• SMILES: c1(cc(cc(c1)CCC(=O)O)O)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
• Canonical SMILES: OC(=O)CCc1cc(cc(c1)O)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C15H18O10/c16-7-3-6(1-2-9(17)18)4-8(5-7)24-15-12(21)10(19)11(20)13(25-15)14(22)23/h3-5,10-13,15-16,19-21H,1-2H2,(H,17,18)(H,22,23)/t10-,11-,12+,13-,15+/m0/s1
• InChIKey: IITQLVPAMWYCDQ-DKBOKBLXSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-6-[3-(2-carboxyethyl)-5-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-6-[3-(2-carboxyethyl)-5-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: 3-(3,5-Dihydroxyphenyl)-1-propanoic Acid β-D-Glucuronide; DHPPA β-D-Glucuronide; 3,5-Dihydroxyphenylpropanoic Acid 3-O-β-D-Glucuronide

登记号

• PubChem SID: 162261996
• PubChem CID: 71316266

理论计算性质

• Acid pKa: 3.0007532
• 质子受体: 10
• 质子供体: 6
• LogD (pH = 5.5): -4.762767
• LogD (pH = 7.4): -7.3144836
• Log P: -0.49936143
• 摩尔折射率: 77.9402 cm^3
• 极化性: 31.415129 Å^3
• 极化表面积: 173.98 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Off-White to Pale Yellow Solid
• 熔点: >114°C (dec.)

安全信息

• 保存条件: Hygroscopic, Refrigerator, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - D454370

3,5-Dihydroxyphenylpropanoic Acid 3-O-β-D-Glucuronide is a metabolite of alkylresorcinol in plasma, used as biomarkers of whole-grain intake.

参考文献

• Linko, A., et al.: Anal. Biochem., 308, 307 (2002)
• Ross, A., et al.: J. Agric. Food Chem., 51, 4111 (2002)
• Linko-Parvinen, A., et al.: J. Nutr., 137, 1137 (2002)