methyl (2S,3S,4S,5R,6S)-6-{4-[(Z)-2-(3,5-dihydroxyphenyl)ethenyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase编号: 177425
• 分子式: C21H22O9
• 平均质量: 418.39398
• 单一同位素质量: 418.12638228
• SMILES: Oc1cc(cc(c1)/C=C\c1ccc(cc1)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)OC)O
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccc(cc2)/C=C\c2cc(O)cc(c2)O)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H22O9/c1-28-20(27)19-17(25)16(24)18(26)21(30-19)29-15-6-4-11(5-7-15)2-3-12-8-13(22)10-14(23)9-12/h2-10,16-19,21-26H,1H3/b3-2-/t16-,17-,18+,19-,21+/m0/s1
• InChIKey: LYNQOAHDKLDWKU-DLEPXKDTSA-N

名称和登记号

名称

• IUPAC标准名: methyl (2S,3S,4S,5R,6S)-6-{4-[(Z)-2-(3,5-dihydroxyphenyl)ethenyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC传统名: methyl (2S,3S,4S,5R,6S)-6-{4-[(Z)-2-(3,5-dihydroxyphenyl)ethenyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylate
• 别名: 3-Hydroxy-5-[(1Z)-2-(4-hydroxyphenyl)ethenyl]phenyl β-D-Glucopyranosiduronic Acid Methyl Ester; cis Resveratrol 4'-O-β-D-Glucuronide Methyl Ester

登记号

• PubChem SID: 164233335
• PubChem CID: 71752012

理论计算性质

• Acid pKa: 9.15693
• 质子受体: 8
• 质子供体: 5
• LogD (pH = 5.5): 1.6003963
• LogD (pH = 7.4): 1.5929986
• Log P: 1.6004914
• 摩尔折射率: 104.2364 cm^3
• 极化性: 40.984673 Å^3
• 极化表面积: 145.91 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - R150065

Intermediate in the preparation of cis Resveratrol metabolite.