(2R)-1-{[(3S,4R,5R)-2,3,4,5-tetrahydroxyoxan-2-yl]methyl}pyrrolidine-2-carboxylic acid

• ChemBase编号: 169469
• 分子式: C11H19NO7
• 平均质量: 277.27106
• 单一同位素质量: 277.11615195
• SMILES: [C@@H]1([C@H]([C@@H](C(OC1)(O)CN1[C@H](CCC1)C(=O)O)O)O)O
• Canonical SMILES: O[C@@H]1COC([C@H]([C@@H]1O)O)(O)CN1CCC[C@@H]1C(=O)O
• InChI: InChI=1S/C11H19NO7/c13-7-4-19-11(18,9(15)8(7)14)5-12-3-1-2-6(12)10(16)17/h6-9,13-15,18H,1-5H2,(H,16,17)/t6-,7-,8-,9+,11?/m1/s1
• InChIKey: WDZMFMTVJVHSKA-MUSVHDJZSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-1-{[(3S,4R,5R)-2,3,4,5-tetrahydroxyoxan-2-yl]methyl}pyrrolidine-2-carboxylic acid
• IUPAC传统名: (2R)-1-{[(3S,4R,5R)-2,3,4,5-tetrahydroxyoxan-2-yl]methyl}pyrrolidine-2-carboxylic acid
• 别名: 1-(1-Deoxy-D-fructos-1-yl)-L-proline; (S)-1-(2-Carboxy-1-pyrrolidinyl)-1-deoxy-D-fructose; 1-Deoxy-1-L-proline-D-fructose; 1-Deoxy-1-L-prolino-D-fructose; Fructose-proline (mixture of diastereomers)

登记号

• CAS号: 29118-61-4
• PubChem SID: 162263601
• PubChem CID: 71316983

理论计算性质

• Acid pKa: 2.8670459
• 质子受体: 8
• 质子供体: 5
• LogD (pH = 5.5): -4.5018945
• LogD (pH = 7.4): -5.0345583
• Log P: -4.490902
• 摩尔折射率: 61.4585 cm^3
• 极化性: 25.018394 Å^3
• 极化表面积: 130.69 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: Pale Yellow Solid
• 熔点: 48-50°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - F792565

An Amadori compound having the potential to alter cellular adhesion, inhibit cancer metastasis and induce apoptosis.

参考文献

• Horiuchi, T., et al.: Agric. Biol. Chem., 55, 333 (1991)
• Glinsky, G., et al.: Cancer Res., 56, 5319 (1991)