(2S)-3-(2-sulfanylidene-2,3-dihydro-1H-imidazol-4-yl)-2-[tris(2H3)methylazaniumyl]propanoate

• ChemBase编号: 168162
• 分子式: C9H15N3O2S
• 平均质量: 229.2993
• 单一同位素质量: 229.08849774
• SMILES: [nH]1cc([nH]c1=S)C[C@H]([N+](C)(C)C)C(=O)[O-]
• Canonical SMILES: [O-]C(=O)[C@@H]([N+](C)(C)C)Cc1c[nH]c(=S)[nH]1
• InChI: InChI=1S/C9H15N3O2S/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)/t7-/m0/s1
• InChIKey: SSISHJJTAXXQAX-ZETCQYMHSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-3-(2-sulfanylidene-2,3-dihydro-1H-imidazol-4-yl)-2-[tris(^2H₃)methylazaniumyl]propanoate
• IUPAC传统名: (2S)-3-(2-sulfanylidene-1,3-dihydroimidazol-4-yl)-2-[tris(^2H₃)methylammonio]propanoate
• 别名: (αS)-α-Carboxy-2,3-dihydro-N,N,N-tri(methyl-d3)-2-thioxo-1H-imidazole-4-ethanaminium Inner Salt; 2-Mercaptohistidine Betaine-d9; NSC 7175-d9; 2-Mercapto-N,N-dimethylhistidine Methyl Ester Betaine-d9; 2-Mercapto-histidine-d9; Sympectothion-d9; Thiasine-d9; Thioneine-d9; Thiotane-d9; L-(+)-Ergothioneine-d9

登记号

• PubChem SID: 162262294
• PubChem CID: 71316406

理论计算性质

• Acid pKa: 2.4892666
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): -3.2563658
• LogD (pH = 7.4): -3.2570417
• Log P: -4.0265336
• 摩尔折射率: 84.8711 cm^3
• 极化性: 23.927666 Å^3
• 极化表面积: 64.19 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: Methanol; Water
• 外观: White Solid
• 熔点: >230°C (dec.)

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

Toronto Research Chemicals - E600003

Labelled L-Ergothionine (E600000). It is a natural molecule isolated from the rye ergot fungus and later identified in rat erythrocytes and liver and in numerous other animal tissues. Its antioxidizing properties may afford the compound therapeutic poten

参考文献

• Nakamura, T., et al.: Biol. Pharm. Bull., 31, 1580 (2008)
• Yang, J., et al.: Food Chem., 114, 898 (2008)
• Grigat, S., et al.: Drug Metab. Disposition, 37, 330 (2008)