N-{4-methyl-5-oxo-4H,5H-[1,2]dithiolo[4,3-b]pyrrol-6-yl}propanamide

• ChemBase编号: 154387
• 分子式: C9H10N2O2S2
• 平均质量: 242.3179
• 单一同位素质量: 242.01836957
• SMILES: CCC(=O)Nc1c2sscc2n(c1=O)C
• Canonical SMILES: CCC(=O)Nc1c(=O)n(c2c1ssc2)C
• InChI: InChI=1S/C9H10N2O2S2/c1-3-6(12)10-7-8-5(4-14-15-8)11(2)9(7)13/h4H,3H2,1-2H3,(H,10,12)
• InChIKey: UGZYFXMSMFMTSM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-{4-methyl-5-oxo-4H,5H-[1,2]dithiolo[4,3-b]pyrrol-6-yl}propanamide
• IUPAC传统名: aureothricin
• 别名: Aureothricin; Farcinicin; N-(4,5-Dihydro-4-methyl-5-oxo-1,2-dithiolo[4,3-B]Pyrrol-6-yl); Propiopyvothine; Thiolutin

登记号

• CAS号: 87-11-6
• MDL号: MFCD07370147
• PubChem SID: 162248526
• PubChem CID: 68460

理论计算性质

• Acid pKa: 12.470644
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 0.1730492
• LogD (pH = 7.4): 0.17304596
• Log P: 0.17304923
• 摩尔折射率: 64.9734 cm^3
• 极化性: 24.010756 Å^3
• 极化表面积: 49.41 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: soluble5 mg/mL

安全信息

• RTECS编号: JP1355000
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 28
• 安全公开号: 45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300
• GHS警示性声明: P264-P301 + P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• 保存温度: -20°C

产品相关信息

• 纯度: ≥95% (HPLC)
• 生物来源: from Streptomyces luteosporeus
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C8H8N2O2S2

详细说明

Sigma Aldrich - T3450

Biochem/physiol Actions
Sulfur-containing antibiotic, which is a potent inhibitor of bacterial and yeast RNA polymerases. It was found to inhibit in vitro RNA synthesis directed by all three yeast RNA polymerases (I, II, and III). Thiolutin is also an inhibitor of mannan and glucan formation in Saccharomyces cerevisiae and used for the analysis of mRNA stability. Studies have shown that thiolutin inhibits adhesion of human umbilical vein endothelial cells (HUVECs) to vitronectin and thus suppresses tumor cell-induced angiogenesis in vivo.