1,7-bis(3,4-dimethoxyphenyl)-4,4-dimethylhepta-1,6-diene-3,5-dione

• ChemBase编号: 154751
• 分子式: C25H28O6
• 平均质量: 424.48622
• 单一同位素质量: 424.18858862
• SMILES: CC(C(=O)/C=C/c1cc(c(cc1)OC)OC)(C(=O)/C=C/c1cc(c(cc1)OC)OC)C
• Canonical SMILES: COc1cc(/C=C/C(=O)C(C(=O)/C=C/c2ccc(c(c2)OC)OC)(C)C)ccc1OC
• InChI: InChI=1S/C25H28O6/c1-25(2,23(26)13-9-17-7-11-19(28-3)21(15-17)30-5)24(27)14-10-18-8-12-20(29-4)22(16-18)31-6/h7-16H,1-6H3
• InChIKey: VMMZAMVBGQWOHT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,7-bis(3,4-dimethoxyphenyl)-4,4-dimethylhepta-1,6-diene-3,5-dione
• IUPAC传统名: 1,7-bis(3,4-dimethoxyphenyl)-4,4-dimethylhepta-1,6-diene-3,5-dione
• 别名: (E,E)-1,7-Bis(3,4-dimethoxyphenyl)-4,4-dimethyl-1,6-heptadiene-3,5-dione; Tetramethylcurcumin; FLLL31

登记号

• CAS号: 52328-97-9
• MDL号: MFCD19443859
• PubChem SID: 162248889
• PubChem CID: 11487078

理论计算性质

• 质子受体: 6
• 质子供体: 0
• LogD (pH = 5.5): 5.515313
• LogD (pH = 7.4): 5.515313
• Log P: 5.515313
• 摩尔折射率: 121.8507 cm^3
• 极化性: 46.374866 Å^3
• 极化表面积: 71.06 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: ≥10 mg/mL
• 外观: yellow powder

安全信息

• 德国WGK号: 3
• GHS危险声明: H413
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C25H28O6

详细说明

Sigma Aldrich - F9057

Biochem/physiol Actions
FLLL31 selectively binds to Janus kinase 2 and the STAT3 Src homology-2 (SH2) domain, effective inhibitors of STAT3 phosphorylation. STAT3 plays a critical role in early embryogenesis, but is largely dispensable in normal adult cells and tissues. On the other hand the JAK2/STAT3 signaling pathway is persistently activated in great number of human solid and blood cancers. Such activation is commonly associated with a worse prognosis. FLLL31 is a curcumin derivative locked in diketone-tautomeric form, which supposedly improves binding to SH2 domain. The compound inhibits JAK2 kinase activity and prevents STAT3 phosphorylation. FLLK31 is a potent and selective inhibitor of the STAT3 signaling pathway.