1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione

• ChemBase编号: 126911
• 分子式: C20H18O5
• 平均质量: 338.35392
• 单一同位素质量: 338.11542368
• SMILES: COc1cc(ccc1O)/C=C/C(=O)CC(=O)/C=C/c1ccc(cc1)O
• Canonical SMILES: COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(cc2)O)ccc1O
• InChI: InChI=1S/C20H18O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-12,21,24H,13H2,1H3
• InChIKey: HJTVQHVGMGKONQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione; (1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
• IUPAC传统名: 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione; (1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
• 别名: Curcumin II; Desmethoxycurcumin; Monodemethoxycurcumin; Desmethoxycurcumin; (E,E)-1-(4-Hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione; Demethoxycurcumin; 1-(4-Hydroxy-3-methoxyphenyl)-7-(p-hydroxyphenyl)-1,6-heptadiene-3,5-dione; (1E,6E)-1-(4-Hydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione; Demethoxy Curcumin

登记号

• CAS号: 22608-11-3
• MDL号: MFCD03427310
• PubChem SID: 162221237
• PubChem CID: 5469424
• Chemspider ID: 39463964
• 维基百科标题: Desmethoxycurcumin

理论计算性质

• Acid pKa: 8.837232
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 4.281997
• LogD (pH = 7.4): 4.2665524
• Log P: 4.282196
• 摩尔折射率: 97.3474 cm^3
• 极化性: 36.34574 Å^3
• 极化表面积: 83.83 Å^2
• 可自由旋转的化学键: 7
• 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: orange powder

安全信息

• 保存条件: protect from light
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N)
• 德国WGK号: 2
• 危险公开号: 50
• 安全公开号: 61
• GHS危险品标识: GHS09
• GHS警示词: Warning
• GHS危险声明: H400
• GHS警示性声明: P273
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95.0% (HPLC); ≥98% (HPLC)
• 级别: analytical standard
• 有效期: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C20H18O5

详细说明

Toronto Research Chemicals - D230815

The demethoxy derivative of Curcumin (C838500) that regulates anti-inflammatory and anti-proliferative responses through a ROS-independent mechanism. It attenuates the Wnt/β-catenin pathway through down-regulation of the transcriptional coactivator p300.

参考文献

• Ryu, M.J. et al.: Biochem. Biophys. Res. Comm., 377, 1304 (2008)
• Sandur, S.K. et al.: Carcinogenesis, 28, 1765 (2008)
• Huang, T. et al.: J. Agric. Food. Chem., 58, 10639 (2008)