3-[2-sulfanylidene-2,3-dihydro(1,3-15N2)-1H-imidazol-4-yl]-2-(trimethylazaniumyl)(2-13C)propanoate

• ChemBase编号: 168163
• 分子式: C9H15N3O2S
• 平均质量: 232.27877263
• 单一同位素质量: 232.08592236
• SMILES: [15nH]1cc([15nH]c1=S)C[13CH]([N+](C)(C)C)C(=O)[O-]
• Canonical SMILES: [O-]C(=O)[13CH]([N+](C)(C)C)Cc1c[15nH]c(=S)[15nH]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)/i7+1,10+1,11+1
• InChIKey: SSISHJJTAXXQAX-NBLDSOAPSA-N

名称和登记号

名称

• IUPAC标准名: 3-[2-sulfanylidene-2,3-dihydro(1,3-^1^5N₂)-1H-imidazol-4-yl]-2-(trimethylazaniumyl)(2-^1^3C)propanoate
• IUPAC传统名: 3-[2-sulfanylidene-1,3-dihydro(1,3-^1^5N₂)imidazol-4-yl]-2-(trimethylammonio)(2-^1^3C)propanoate
• 别名: α-Carboxy-2,3-dihydro-N,N,N-trimethyl-2-thioxo-1H-imidazole-4-ethanaminium-13C,15N2 Inner Salt; (+/-)-Ergothioneine-13C,15N2; DL-Ergothioneine-13C,15N2

登记号

• PubChem SID: 162262295
• PubChem CID: 71316408

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

详细说明

Toronto Research Chemicals - E600012

Labelled DL-Ergothionine. 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 potential or i

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)