3-(2,4-dichlorophenyl)-7-hydroxy-4H-chromen-4-one

• ChemBase编号: 154354
• 分子式: C15H8Cl2O3
• 平均质量: 307.12822
• 单一同位素质量: 305.98504948
• SMILES: c1cc2c(cc1O)occ(c2=O)c1ccc(cc1Cl)Cl
• Canonical SMILES: Clc1ccc(c(c1)Cl)c1coc2c(c1=O)ccc(c2)O
• InChI: InChI=1S/C15H8Cl2O3/c16-8-1-3-10(13(17)5-8)12-7-20-14-6-9(18)2-4-11(14)15(12)19/h1-7,18H
• InChIKey: QMSGNLMBWFRALO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-(2,4-dichlorophenyl)-7-hydroxy-4H-chromen-4-one
• IUPAC传统名: 3-(2,4-dichlorophenyl)-7-hydroxychromen-4-one
• 别名: 3-(2,4-Dichlorophenyl)-7-hydroxy-4H-chromen-4-one; DCHC

登记号

• CAS号: 302953-06-6
• MDL号: MFCD01848896
• PubChem SID: 162248493
• PubChem CID: 5397220

理论计算性质

• Acid pKa: 6.4748917
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 4.198676
• LogD (pH = 7.4): 3.292925
• Log P: 4.2420926
• 摩尔折射率: 77.3307 cm^3
• 极化性: 29.663162 Å^3
• 极化表面积: 46.53 Å^2
• 可自由旋转的化学键: 1
• 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: yellow solid

安全信息

• 欧盟危险性物质标志: 有毒(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): 3
• 危险公开号: 25
• 安全公开号: 45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C15H8Cl2O3

详细说明

Sigma Aldrich - D5569

Biochem/physiol Actions
DCHC is a SIRT1 activator. It increases peroxisome proliferator-activated receptor gamma co-activator 1α (PGC1α) expression, resulting in mitochondrial biogenesis. DCHC activates SIRT1 at low micromolar concentrations (5-10 μM) and increases SIRT1 activity at 100 μM. It is different from 5,7,4′-T in that it induces the activation of recombinant SIRT1, but does not increase SIRT1 expression.