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

• ChemBase编号: 2128
• 分子式: C9H11NO3
• 平均质量: 181.18854
• 单一同位素质量: 181.07389322
• SMILES: N[C@@H](Cc1cccc(O)c1)C(=O)O
• Canonical SMILES: OC(=O)[C@H](Cc1cccc(c1)O)N
• InChI: InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-2-1-3-7(11)4-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1
• InChIKey: JZKXXXDKRQWDET-QMMMGPOBSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-3-(3-hydroxyphenyl)propanoic acid
• IUPAC传统名: meta-tyrosine; 3-hydroxyphenylalanine
• 别名: L-m-酪氨酸; 3-Hydroxy-L-phenylalanine; 3-(m-Hydroxyphenyl)alanine; 3-Hydroxyphenylalanine; L-meta-Tyrosine; m-L-Tyrosine; L-m-Tyrosine; 3-(3-Hydroxyphenyl)-L-alanine; H-Phe(3-OH)-OH; L-m-Tyrosine; Meta-Tyrosine; 3-Hydroxyphenylalanine; (S)-2-Amino-3-(3-hydroxyphenyl)propanoic acid

登记号

• CAS号: 587-33-7
• MDL号: MFCD00063059
• PubChem SID: 46507251; 160965582; 46505633
• PubChem CID: 6950578

理论计算性质

JChem

• Acid pKa: 2.0020301
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -1.488467
• LogD (pH = 7.4): -1.4959543
• Log P: -1.4885992
• 摩尔折射率: 47.0972 cm^3
• 极化性: 18.512545 Å^3
• 极化表面积: 83.55 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -2.34
• LOG S: -1.55
• 溶解度: 5.13e+00 g/l

分子性质

理化性质

• 溶解度: Dilute Acid; DMSO
• 外观: Pale Beige Solid
• 熔点: 260-270°C; 267-270°C (dec)

安全信息

• 保存条件: Refrigerator, Under Inert Atmosphere
• TSCA收录: 否

产品相关信息

• 纯度: 97%; 97+%

详细说明

DrugBank - DB02387

Drug information: experimental

DrugBank - DB03552

Drug information: experimental

Toronto Research Chemicals - T910010

It is an unnatural amino acid ; shown application in the treatment of Parkinson’s disease, Alzheimer’s disease, artritis.

参考文献

• Hollunge, G., et al.: Acta Pharmacol. Toxicol., 34, 391 (1974)
• Fell, V., et al.: Biochem. Med., 22, 246 (1974)
• Isono, F., et al.: J. Antibiot., 42, 667 (1974)