(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoyl]oxy}oxane-2-carboxylic acid

• ChemBase编号: 174876
• 分子式: C23H28O12
• 平均质量: 496.46122
• 单一同位素质量: 496.15807634
• SMILES: c1(c(c(c(c2c1COC2=O)O)C/C=C(/CCC(=O)O[C@@H]1O[C@H]([C@@H](O)[C@@H]([C@@H]1O)O)C(=O)O)\C)OC)C
• Canonical SMILES: COc1c(C/C=C(/CCC(=O)O[C@@H]2O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]2O)O)O)\C)c(O)c2c(c1C)COC2=O
• InChI: InChI=1S/C23H28O12/c1-9(4-6-11-15(25)14-12(8-33-22(14)31)10(2)19(11)32-3)5-7-13(24)34-23-18(28)16(26)17(27)20(35-23)21(29)30/h4,16-18,20,23,25-28H,5-8H2,1-3H3,(H,29,30)/b9-4+/t16-,17-,18+,20-,23+/m0/s1
• InChIKey: QBMSTEZXAMABFF-UEARNRKISA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl)-4-methylhex-4-enoyl]oxy}oxane-2-carboxylic acid
• IUPAC传统名: (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[(4E)-6-(4-hydroxy-6-methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl)-4-methylhex-4-enoyl]oxy}oxane-2-carboxylic acid
• 别名: 1-[(4E)-6-(1,3-Dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-1-oxo-4-hexenoate] β-D-Glucopyranuronic Acid; Mycophenolic Acid Acyl-β-D-glucuronide

登记号

• CAS号: 99043-04-6
• PubChem SID: 164230786
• PubChem CID: 10028772

理论计算性质

• Acid pKa: 3.2614963
• 质子受体: 10
• 质子供体: 5
• LogD (pH = 5.5): -0.6395502
• LogD (pH = 7.4): -1.8560599
• Log P: 1.579804
• 摩尔折射率: 117.532 cm^3
• 极化性: 46.024822 Å^3
• 极化表面积: 189.28 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: White to Pale Yellow Solid
• 熔点: 90-93°C

安全信息

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

详细说明

Toronto Research Chemicals - M831525

A metabolite of Mycophenolic Acid.

参考文献

• Shipkova, M., et al.: Therap. Drug Monit., 24, 390 (2002)
• Picard, N., et al.: Drug Metab. Dispos., 33, 139 (2002)