2-amino-3-(4-amino-3-hydroxyphenyl)propanoic acid

• ChemBase编号: 160535
• 分子式: C9H12N2O3
• 平均质量: 196.20318
• 单一同位素质量: 196.08479225
• SMILES: c1c(c(cc(c1)CC(N)C(=O)O)O)N
• Canonical SMILES: OC(=O)C(Cc1ccc(c(c1)O)N)N
• InChI: InChI=1S/C9H12N2O3/c10-6-2-1-5(4-8(6)12)3-7(11)9(13)14/h1-2,4,7,12H,3,10-11H2,(H,13,14)
• InChIKey: XHWPXBNFKWLGJH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-amino-3-(4-amino-3-hydroxyphenyl)propanoic acid
• IUPAC传统名: 2-amino-3-(4-amino-3-hydroxyphenyl)propanoic acid
• 别名: 4-Amino-3-hydroxyphenylalanine Dihydrochloride; rac 4-Amino-m-tyrosine Dihydrochloride

登记号

• CAS号: 21819-90-9
• PubChem SID: 162254670
• PubChem CID: 23253805

理论计算性质

• Acid pKa: 1.2413372
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -2.470696
• LogD (pH = 7.4): -2.3240879
• Log P: -2.3252165
• 摩尔折射率: 51.7976 cm^3
• 极化性: 19.671629 Å^3
• 极化表面积: 109.57 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - A632020

4-Amino-m-tyrosine is a degradation product of Pheomelanin, a compound found in hair and skin in humans.

参考文献

• Patil, D. et al.: J. Org. Chem., 49, 997 (1984)
• Fattorusso, E. et al.: Gazz. Chem. Ital., 98, 1443 (1984)