2-[(4-phenoxybenzenesulfonyl)methyl]thiirane

• ChemBase编号: 154519
• 分子式: C15H14O3S2
• 平均质量: 306.39986
• 单一同位素质量: 306.03843631
• SMILES: c1ccc(cc1)Oc1ccc(cc1)S(=O)(=O)CC1CS1
• Canonical SMILES: O=S(=O)(c1ccc(cc1)Oc1ccccc1)CC1SC1
• InChI: InChI=1S/C15H14O3S2/c16-20(17,11-14-10-19-14)15-8-6-13(7-9-15)18-12-4-2-1-3-5-12/h1-9,14H,10-11H2
• InChIKey: LSONWRHLFZYHIN-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(4-phenoxybenzenesulfonyl)methyl]thiirane
• IUPAC传统名: 2-[(4-phenoxybenzenesulfonyl)methyl]thiirane
• 别名: 2-[[(4-phenoxyphenyl)sulfonyl]methyl]-Thiirane; SB-3CT

登记号

• CAS号: 292605-14-2
• MDL号: MFCD09836266
• PubChem SID: 162248658
• PubChem CID: 9883002

理论计算性质

• Acid pKa: 18.956602
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 2.7467816
• LogD (pH = 7.4): 2.7467816
• Log P: 2.7467816
• 摩尔折射率: 80.8635 cm^3
• 极化性: 32.648422 Å^3
• 极化表面积: 43.37 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: >20 mg/mL
• 外观: white to off-white powder

安全信息

• 保存条件: desiccated
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36
• 安全公开号: 26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H319
• GHS警示性声明: P305 + P351 + P338
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C15H14O3S2

详细说明

Sigma Aldrich - S1326

Legal Information
Sold under license of U.S. Patent 6,703,415.
Biochem/physiol Actions
SB-3CT is a potent matrix metalloproteinase MMP-2 and MMP-9 inhibitor. Matrix metalloproteinases (MMPs) are involved in a number of activities including angiogenesis and embryogenesis. In particular, gelatinases A (MMP-2) and B (MMP-9), are thought to facilitate tumor metastasis. SB-3CT exhibits a covalent mechanism based behavior in inhibition of MMP-2 and MMP-9. This inhibitor appears to have similarity to TIMP-1 and TIMP-2 in the slow-binding component of inhibition. SB-3CT has been shown to directly bind to the zinc in the catalytic site of MMP-2. SB-3CT does not affect the activities of MMP-1 (Ki = 206 μM) MMP-3 (Ki = 15 μM), or MMP-7 (Ki = 96 μM).