(2S)-2-acetamido-3-[(1-hydroxybut-3-en-2-yl)sulfanyl]propanoic acid; (2S)-2-acetamido-3-[(2-hydroxybut-3-en-1-yl)sulfanyl]propanoic acid

• ChemBase编号: 159316
• 分子式: C18H30N2O8S2
• 平均质量: 466.5694
• 单一同位素质量: 466.14435793
• SMILES: C=CC(CSC[C@@H](NC(=O)C)C(=O)O)O.S(C[C@@H](NC(=O)C)C(=O)O)C(C=C)CO
• Canonical SMILES: OCC(SC[C@H](C(=O)O)NC(=O)C)C=C.C=CC(CSC[C@H](C(=O)O)NC(=O)C)O
• InChI: InChI=1S/2C9H15NO4S/c1-3-7(12)4-15-5-8(9(13)14)10-6(2)11;1-3-7(4-11)15-5-8(9(13)14)10-6(2)12/h3,7-8,12H,1,4-5H2,2H3,(H,10,11)(H,13,14);3,7-8,11H,1,4-5H2,2H3,(H,10,12)(H,13,14)/t2*7?,8-/m11/s1
• InChIKey: IEWINGYEAUEHJQ-CKACUNDDSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-acetamido-3-[(1-hydroxybut-3-en-2-yl)sulfanyl]propanoic acid; (2S)-2-acetamido-3-[(2-hydroxybut-3-en-1-yl)sulfanyl]propanoic acid
• IUPAC传统名: (2S)-2-acetamido-3-[(1-hydroxybut-3-en-2-yl)sulfanyl]propanoic acid; (2S)-2-acetamido-3-[(2-hydroxybut-3-en-1-yl)sulfanyl]propanoic acid
• 别名: MHBMA; (R,S)-N-Acetyl-S-[1-(hydroxymethyl)-2-propen-1-yl)-L-cysteine + (R,S)-N-Acetyl-S-(2-hydroxy-3-buten-1-yl)-L-cysteine (Approximately 1:1 Mixture)

登记号

• PubChem SID: 162253451
• PubChem CID: 71312919

理论计算性质

• Acid pKa: 3.9255295
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -2.064174
• LogD (pH = 7.4): -3.6832895
• Log P: -0.48307407
• 摩尔折射率: 57.6468 cm^3
• 极化性: 22.562737 Å^3
• 极化表面积: 86.63 Å^2
• 可自由旋转的化学键: 14
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: Thick Yellow Oil

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - A179005

A mixture of 2 metabolites of butadiene. The isomeric ratio has been determine to be approximately 1:1 based on proton nmr integration.

参考文献

• Barnsley, E.A., et al.: Biochem. J., 100, 362 (1966)