1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one

• ChemBase编号: 132708
• 分子式: C10H14N2O5S
• 平均质量: 274.29356
• 单一同位素质量: 274.06234256
• SMILES: Cc1cn(c(=S)[nH]c1=O)[C@@H]1[C@H]([C@H]([C@@H](O1)CO)O)O
• Canonical SMILES: OC[C@@H]1O[C@@H]([C@H]([C@H]1O)O)n1cc(C)c(=O)[nH]c1=S
• InChI: InChI=1S/C10H14N2O5S/c1-4-2-12(10(18)11-8(4)16)9-7(15)6(14)5(3-13)17-9/h2,5-7,9,13-15H,3H2,1H3,(H,11,16,18)/t5-,6-,7-,9-/m0/s1
• InChIKey: SNNBPMAXGYBMHM-AZRUVXNYSA-N

名称和登记号

名称

• IUPAC标准名: 1-[(2S,3S,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one
• IUPAC传统名: 5-methyl-2-thiouridine
• 别名: m5s2U; 5-Methyl-2-thiouridine

登记号

• CAS号: 32738-09-3
• EC号: 251-185-1
• MDL号: MFCD00006556
• PubChem SID: 24897212; 162226985
• PubChem CID: 16219692

理论计算性质

• Acid pKa: 7.964252
• 质子受体: 5
• 质子供体: 4
• LogD (pH = 5.5): -1.1312938
• LogD (pH = 7.4): -1.2332135
• Log P: -1.129822
• 摩尔折射率: 64.9136 cm^3
• 极化性: 25.918385 Å^3
• 极化表面积: 102.26 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

安全信息

• 德国WGK号: 3
• 保存温度: -20°C

详细说明

Sigma Aldrich - M8012

Application
5-Methyl-2-thiouridine (m5s2U) is a modified base found in the tRNA of certain extreme thermophiles. 5-Methyl-2-thiouridine may be used to study the physical chemical properties that confer high stability to tRNA and other nucleic acid structures.