(2S)-3-[(2-carbamoylethyl)sulfanyl]-2-acetamidopropanoic acid

• ChemBase编号: 159188
• 分子式: C8H14N2O4S
• 平均质量: 234.27276
• 单一同位素质量: 234.06742794
• SMILES: C(=O)(CCSC[C@@H](NC(=O)C)C(=O)O)N
• Canonical SMILES: NC(=O)CCSC[C@H](C(=O)O)NC(=O)C
• InChI: InChI=1S/C8H14N2O4S/c1-5(11)10-6(8(13)14)4-15-3-2-7(9)12/h6H,2-4H2,1H3,(H2,9,12)(H,10,11)(H,13,14)/t6-/m1/s1
• InChIKey: GGBCHNJZQQEQRX-ZCFIWIBFSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-3-[(2-carbamoylethyl)sulfanyl]-2-acetamidopropanoic acid
• IUPAC传统名: (2S)-3-[(2-carbamoylethyl)sulfanyl]-2-acetamidopropanoic acid
• 别名: N-Acetyl-S-(3-amino-3-oxopropyl)-L-cysteine; AAMA; N-Acetyl-S-(carbamoylethyl)-L-cysteine

登记号

• CAS号: 81690-92-8
• PubChem SID: 162253323
• PubChem CID: 71312850

理论计算性质

• Acid pKa: 3.7885163
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -3.2333212
• LogD (pH = 7.4): -4.787649
• Log P: -1.5200281
• 摩尔折射率: 54.9738 cm^3
• 极化性: 21.623293 Å^3
• 极化表面积: 109.49 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - A171870

N-Acetyl-S-(carbamoylethyl)-L-cysteine is the urinary metabolite of Acrylamide (AA). Acrylamide is formed during the heating of food and is classified as a genotoxic carcinogen.

参考文献

• Besaratinia, A., et al.: Mutat. Res., 80, 31 (2005)
• Bjellaas, T., et al.: Xenobiotica, 35, 1003 (2005)
• Bjellaas, T., et al.: Food Chem. Toxicol., 45, 1020 (2005)
• Bjellaas, T., et al.: Toxicol. Sci., 98, 110 (2005)