(2S)-2-amino-6-(3-hydroxy-2-methyl-4-oxo-1,4-dihydropyridin-1-yl)hexanoic acid

• ChemBase编号: 172521
• 分子式: C12H18N2O4
• 平均质量: 254.28232
• 单一同位素质量: 254.12665707
• SMILES: c1(c(c(=O)ccn1CCCC[C@H](N)C(=O)O)O)C
• Canonical SMILES: OC(=O)[C@H](CCCCn1ccc(=O)c(c1C)O)N
• InChI: InChI=1S/C12H18N2O4/c1-8-11(16)10(15)5-7-14(8)6-3-2-4-9(13)12(17)18/h5,7,9,16H,2-4,6,13H2,1H3,(H,17,18)/t9-/m0/s1
• InChIKey: XREGTYIADDPJMA-VIFPVBQESA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-6-(3-hydroxy-2-methyl-4-oxo-1,4-dihydropyridin-1-yl)hexanoic acid
• IUPAC传统名: (2S)-2-amino-6-(3-hydroxy-2-methyl-4-oxopyridin-1-yl)hexanoic acid
• 别名: (αS)-α-Amino-3-hydroxy-2-methyl-4-oxo-1(4H)-pyridinehexanoic Acid; (S)-α-amino-3-hydroxy-2-methyl-4-oxo-1(4H)-pyridinehexanoic Acid; Maltosine

登记号

• CAS号: 121502-04-3
• PubChem SID: 164228431
• PubChem CID: 71749894

理论计算性质

• Acid pKa: 2.400021
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): -1.7352178
• LogD (pH = 7.4): -1.7397418
• Log P: -1.735153
• 摩尔折射率: 68.5883 cm^3
• 极化性: 25.54529 Å^3
• 极化表面积: 103.86 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 - M161500

Maltosine is a product of the Maillard reaction with a pyridone structure. In glycation reactions, the side chains of protein-bound nucleophilic amino acids such as lysine and arginine are post-translationally modified to a variety of derivatives also kno

参考文献

• Ahmed, M., et al.: J. Biol. Chem., 261, 4889 (1986)
• Ahmed, N., et al.: Diabetes Obes. Metab., 9, 233 (1986)
• Hellwig, M., et al.: ChemBioChem, 12, 1270 (1986)