(2R,3S)-2-amino-3-(phosphonooxy)butanoic acid

• ChemBase编号: 2216
• 分子式: C4H10NO6P
• 平均质量: 199.099061
• 单一同位素质量: 199.02457368
• SMILES: C[C@H](OP(=O)(O)O)[C@@H](N)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]([C@@H](OP(=O)(O)O)C)N
• InChI: InChI=1S/C4H10NO6P/c1-2(3(5)4(6)7)11-12(8,9)10/h2-3H,5H2,1H3,(H,6,7)(H2,8,9,10)/t2-,3+/m0/s1
• InChIKey: USRGIUJOYOXOQJ-STHAYSLISA-N

名称和登记号

名称

• IUPAC标准名: (2R,3S)-2-amino-3-(phosphonooxy)butanoic acid
• IUPAC传统名: phosphonothreonine
• 别名: D-Threonine Dihydrogen Phosphate(ester); D-O-Phosphothreonine; D-O-Phospho Threonine; Phosphonothreonine

登记号

• CAS号: 96193-69-0
• PubChem SID: 46506053; 160965669
• PubChem CID: 10976469

理论计算性质

JChem

• Acid pKa: 1.2107285
• 质子受体: 6
• 质子供体: 4
• LogD (pH = 5.5): -5.609686
• LogD (pH = 7.4): -6.9265065
• Log P: -2.7024999
• 摩尔折射率: 37.3327 cm^3
• 极化性: 15.472433 Å^3
• 极化表面积: 130.08 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -1.86
• LOG S: -0.93
• 溶解度: 2.35e+01 g/l

详细说明

DrugBank - DB02482

• Drug Groups: experimental
• Description: The phosphoric acid ester of threonine. Used as an identifier in the analysis of peptides, proteins, and enzymes. [PubChem]

Toronto Research Chemicals - P364500

The D enantiomer of Threonine derivative. Phosphothreonine phosphatase stereoselectivity.

参考文献

• Scollar, M.P., et al.: Biotechnol. Bioengineering, 27, 247 (1985)