1-{4-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl}ethan-1-one

• ChemBase编号: 154765
• 分子式: C9H14N2O5
• 平均质量: 230.21786
• 单一同位素质量: 230.09027156
• SMILES: CC(=O)c1[nH]cc(n1)[C@H]([C@@H]([C@@H](CO)O)O)O
• Canonical SMILES: CC(=O)c1nc(c[nH]1)[C@H]([C@@H]([C@@H](CO)O)O)O
• InChI: InChI=1S/C9H14N2O5/c1-4(13)9-10-2-5(11-9)7(15)8(16)6(14)3-12/h2,6-8,12,14-16H,3H2,1H3,(H,10,11)/t6-,7-,8-/m1/s1
• InChIKey: CQSIXFHVGKMLGQ-BWZBUEFSSA-N

名称和登记号

名称

• IUPAC标准名: 1-{4-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl}ethan-1-one
• IUPAC传统名: 1-{4-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl}ethanone
• 别名: 2-Acetyl-4-tetrahydroxybutyl Imidazole; 1-[5-[(1R,2S,3R)-1,2,3,4-tetrahydroxybutyl]-1H-imidazol-2-yl]-ethanone; 2-ATHBI; THI

登记号

• CAS号: 94944-70-4
• MDL号: MFCD08752516
• PubChem SID: 162248903
• PubChem CID: 108037

理论计算性质

• Acid pKa: 9.354813
• 质子受体: 6
• 质子供体: 5
• LogD (pH = 5.5): -2.6370192
• LogD (pH = 7.4): -2.639367
• Log P: -2.6347253
• 摩尔折射率: 53.1491 cm^3
• 极化性: 20.92566 Å^3
• 极化表面积: 126.67 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >5 mg/mL
• 外观: off-white to light brown powder

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 保存温度: 2-8°C

产品相关信息

• Empirical Formula (Hill Notation): C9H14N2O5

详细说明

Sigma Aldrich - T6330

Biochem/physiol Actions
THI is an inhibitor of sphingosine-1-phosphate lyase and acts as an immunosuppressant. Sphingosine-1-phosphate (S1P) lyase catalyzes the irreversible decomposition of S1P to hexadecanaldehyde and phosphoethanolamine. Reducing S1P lyase activity results in therapeutic levels of immunosuppression without the non-lymphoid lesions that result from synthetic S1P receptor agonists.