(2S)-2-amino-3-[hydroxy(nitroso)amino]propanoic acid

• ChemBase编号: 159612
• 分子式: C3H7N3O4
• 平均质量: 149.10538
• 单一同位素质量: 149.04365572
• SMILES: ON(C[C@H](N)C(=O)O)N=O
• Canonical SMILES: O=NN(C[C@@H](C(=O)O)N)O
• InChI: InChI=1S/C3H7N3O4/c4-2(3(7)8)1-6(10)5-9/h2,10H,1,4H2,(H,7,8)/t2-/m0/s1
• InChIKey: MLFKVJCWGUZWNV-REOHCLBHSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-3-[hydroxy(nitroso)amino]propanoic acid
• IUPAC传统名: alanosine
• 别名: 3-(Hydroxynitrosoamino)-L-alanine; L-2-Amino-3-(N-nitroso)hydroxylaminopropionic Acid; Alanosine; NSC 153353; NSC 529469; SDX 102; L-Alanosine

登记号

• CAS号: 5854-93-3
• PubChem SID: 162253747
• PubChem CID: 22128

理论计算性质

• Acid pKa: 1.4996141
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): -3.557692
• LogD (pH = 7.4): -3.5788004
• Log P: -3.5575805
• 摩尔折射率: 30.6981 cm^3
• 极化性: 11.728468 Å^3
• 极化表面积: 116.22 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 1N HCl; 1N NaOH
• 外观: Off-White Solid
• 熔点: 190°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - A510810

Antibiotic substance from the fermentation of Streptomyces alanosinicus. The first natural product found to have a N-nitrosohydroxylamino group on an aliphatic chain. An experimental insect reproduction inhibitor.

参考文献

• Murthy, et al.: Nature, 211 1198 (1966)
• Thiemann, B., et al.: J. Antibiot., 19A, 155 (1966)
• Gale, et al.: Biochem, Pharmacol., 17, 363 (1966)
• Kenaga, E.E., et al.: J. Econ. Entomol., 62, 1006 (1966)
• Matsumoto, S., et al.: Agric. Biol. Chem., 48, 827 (