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

• ChemBase编号: 167567
• 分子式: C16H20O10
• 平均质量: 372.324
• 单一同位素质量: 372.10564684
• SMILES: c1c(c(cc(c1)CCC(=O)O)OC)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
• Canonical SMILES: COc1cc(CCC(=O)O)ccc1O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C16H20O10/c1-24-9-6-7(3-5-10(17)18)2-4-8(9)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2,4,6,11-14,16,19-21H,3,5H2,1H3,(H,17,18)(H,22,23)/t11-,12-,13+,14-,16+/m0/s1
• InChIKey: KYERCTIKYSSKPA-JHZZJYKESA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-6-[4-(2-carboxyethyl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-6-[4-(2-carboxyethyl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• 别名: 4-(2-Carboxyethyl)-2-methoxyphenyl β-D-Glucopyranosiduronic Acid Lithium; Dihydroferulic Acid 4-O-Glucuronide Lithium; Dihydro Ferulic Acid 4-O-β-D-Glucuronide Dilithium Salt

登记号

• PubChem SID: 162261700
• PubChem CID: 190069

理论计算性质

• Acid pKa: 3.0453503
• 质子受体: 10
• 质子供体: 5
• LogD (pH = 5.5): -4.446634
• LogD (pH = 7.4): -7.098687
• Log P: -0.35346738
• 摩尔折射率: 82.4225 cm^3
• 极化性: 33.289215 Å^3
• 极化表面积: 162.98 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: >91°C (dec.)

安全信息

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

详细说明

Toronto Research Chemicals - D448910

A metabolite profiling of hydroxycinnamate derivative in plasma and urine after the ingestion of coffee by humans: identification of biomarkers of coffee consumption.

参考文献

• Buchanan, C., et al.: J. Sci. Food Agric., 71, 459 (1996)
• Andreasen, M., et al.: J. Agric. Food Chem., 49, 5679 (1996)
• Poquet, L., et al.: Drug Metab. Dispos., 36, 190 (1996)