(2S)-2-amino-6-hydroxyhexanoic acid

• ChemBase编号: 3091
• 分子式: C6H13NO3
• 平均质量: 147.17232
• 单一同位素质量: 147.08954328
• SMILES: N[C@@H](CCCCO)C(=O)O
• Canonical SMILES: OCCCC[C@@H](C(=O)O)N
• InChI: InChI=1S/C6H13NO3/c7-5(6(9)10)3-1-2-4-8/h5,8H,1-4,7H2,(H,9,10)/t5-/m0/s1
• InChIKey: OLUWXTFAPJJWPL-YFKPBYRVSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-6-hydroxyhexanoic acid
• IUPAC传统名: 6-hydroxy-L-norleucine
• 别名: 6-Hydroxy-L-Norleucine; 6-Hydroxy-L-norleucine; (+)-L-ε-Hydroxynorleucine; (S)-2-Amino-6-hydroxyhexanoic Acid; L-α-Amino-ε-hydroxy-n-caproic Acid; L-ε-Hydroxynorleucine; L-Hexahomoserine; NSC 206290; L-6-Hydroxy Norleucine

登记号

• CAS号: 6033-32-5
• PubChem SID: 46508093; 160966535
• PubChem CID: 97725

理论计算性质

JChem

• Acid pKa: 2.4582765
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -2.866048
• LogD (pH = 7.4): -2.8687441
• Log P: -2.8659077
• 摩尔折射率: 36.152 cm^3
• 极化性: 14.5027485 Å^3
• 极化表面积: 83.55 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -2.94
• LOG S: -0.16
• 溶解度: 1.01e+02 g/l

分子性质

理化性质

• 溶解度: Water
• 外观: Off-White Solid
• 熔点: 238-241°C

安全信息

• 保存条件: Refrigerator

详细说明

DrugBank - DB03412

Drug information: experimental

Toronto Research Chemicals - H948858

A key chiral intermediate used for synthesis of a vasopeptidase inhibitor.

参考文献

• Kaufman, S., et al.: J. Biol. Chem., 257, 14667 (1982)
• Hanson, R., et al.: Bioorg. Chem., 18, 116 (1982)
• Oshima, T., et al.: J. Bacteriol., 173, 3943 (1982)
• Oshima, T., et al.: Eur. J. Biochem., 222, 305 (1982)
• Robl, J., et al.: J. Med. Chem., 40, 157