(4E)-6-[4-hydroxy-6-(2H3)methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl]-4-methylhex-4-enoic acid

• ChemBase编号: 174871
• 分子式: C17H20O6
• 平均质量: 320.3371
• 单一同位素质量: 320.12598836
• SMILES: c1(c(c(c2c(c1O)C(=O)OC2)C)OC)C/C=C(/CCC(=O)O)\C
• Canonical SMILES: COc1c(C/C=C(/CCC(=O)O)\C)c(O)c2c(c1C)COC2=O
• InChI: InChI=1S/C17H20O6/c1-9(5-7-13(18)19)4-6-11-15(20)14-12(8-23-17(14)21)10(2)16(11)22-3/h4,20H,5-8H2,1-3H3,(H,18,19)/b9-4+
• InChIKey: HPNSFSBZBAHARI-RUDMXATFSA-N

名称和登记号

名称

• IUPAC标准名: (4E)-6-[4-hydroxy-6-(^2H₃)methoxy-7-methyl-3-oxo-1,3-dihydro-2-benzofuran-5-yl]-4-methylhex-4-enoic acid
• IUPAC传统名: (4E)-6-[4-hydroxy-6-(^2H₃)methoxy-7-methyl-3-oxo-1H-2-benzofuran-5-yl]-4-methylhex-4-enoic acid
• 别名: (4E)-6-(1,3-Dihydro-4-hydroxy-6-methoxy-d3-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic Acid; Mycophenolic Acid-d3

登记号

• PubChem SID: 164230781
• PubChem CID: 45039976

理论计算性质

• Acid pKa: 3.574788
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 1.6079037
• LogD (pH = 7.4): 0.17404361
• Log P: 3.5275974
• 摩尔折射率: 85.2334 cm^3
• 极化性: 32.12502 Å^3
• 极化表面积: 93.06 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Ethanol; Methanol
• 外观: White to Off-White Solid
• 熔点: 132-134°C

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - M831502

Labelled Mycophenolic Acid, an antibiotic produced by Penicillium brevi-compactum, P. Stoloniferum and related spp. A selective inhibitor of lymphocyte proliferation by blocking inosine monophosphate dehydrogenase, an enzyme involved in the de novo synth

参考文献

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• Nimmesgern, E., et al.: J. Biol. Chem., 271, 19421 (1995)
• Gummert, J.F., et al.: J. Pharmacol. Exp. Ther., 291, 1100 (1995)