5-[(2-hydroxynaphthalen-1-yl)methyl]-6-phenyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one

• ChemBase编号: 153970
• 分子式: C21H16N2O2S
• 平均质量: 360.42894
• 单一同位素质量: 360.09324876
• SMILES: c1ccc(cc1)c1c(c(=O)[nH]c(=S)[nH]1)Cc1c2ccccc2ccc1O
• Canonical SMILES: S=c1[nH]c(=O)c(c([nH]1)c1ccccc1)Cc1c(O)ccc2c1cccc2
• InChI: InChI=1S/C21H16N2O2S/c24-18-11-10-13-6-4-5-9-15(13)16(18)12-17-19(14-7-2-1-3-8-14)22-21(26)23-20(17)25/h1-11,24H,12H2,(H2,22,23,25,26)
• InChIKey: RVNSQVIUFZVNAU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-[(2-hydroxynaphthalen-1-yl)methyl]-6-phenyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one
• IUPAC传统名: 5-[(2-hydroxynaphthalen-1-yl)methyl]-6-phenyl-2-sulfanylidene-1,3-dihydropyrimidin-4-one
• 别名: 5-(2-Hydroxynaphthalen-1-ylmethyl)-6-phenyl-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one; 5-[(2-hydroxy-1-naphthyl)methyl]-2-mercapto-6-phenyl-4(3H)-Pyrimidinone; NSC-1125476; Tetrahydro-5-[(2-hydroxy-1-naphthalenyl)methyl]-6-phenyl-2-thioxo-4(1H)-Pyrimidinone; Cambinol

登记号

• CAS号: 14513-15-6
• MDL号: MFCD09057543
• PubChem SID: 162248109
• PubChem CID: 3246390

理论计算性质

• Acid pKa: 7.962518
• 质子受体: 2
• 质子供体: 3
• LogD (pH = 5.5): 3.9908392
• LogD (pH = 7.4): 3.8868742
• Log P: 3.9923177
• 摩尔折射率: 107.1275 cm^3
• 极化性: 42.181488 Å^3
• 极化表面积: 61.36 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥10 mg/mL
• 外观: white 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-H319
• GHS警示性声明: P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: room temp

产品相关信息

• 纯度: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C21H16N2O2S

详细说明

Sigma Aldrich - C0494

Biochem/physiol Actions
Cambinol is a Sirtuin (Human Silent Information Regulator) Type 1/2 Inhibitor. Sirtuins are structurally and mechanistically unrelated to HDACs Class 1 & 2 deacetylases but share many protein targets. HDAC is a large complex enzyme family involved in epigenetic-control of gene expression. Sirt2 has an IC50 equal to 59 μM.