CAS 52328-97-9|Tetramethylcurcumin
| Common Name | Tetramethylcurcumin | ||
|---|---|---|---|
| CAS Number | 52328-97-9 | Molecular Weight | 424.486 |
| Density | 1.1±0.1 g/cm3 | Boiling Point | 594.5±50.0 °C at 760 mmHg |
| Molecular Formula | C25H28O6 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 255.1±30.2 °C |
Names
| Name | (1E,6E)-1,7-bis(3,4-dimethoxyphenyl)-4,4-dimethylhepta-1,6-diene-3,5-dione |
|---|---|
| Synonym | More Synonyms |
Tetramethylcurcumin BiologicalActivity
| Description | Tetramethylcurcumin (FLLL31), derived from curcumin, specifically suppresses the phosphorylation of STAT3 by binding selectively to Janus kinase 2 and the STAT3 Src homology-2 domain. Tetramethylcurcumin exhibits anti-inflammatory and anti-cancer effects[1][2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Stem Cell/Wnt >>STATSignaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerSignaling Pathways >>JAK/STAT Signaling >>STATResearch Areas >>Inflammation/Immunology |
| Target | STAT3 |
| In Vitro | Tetramethylcurcumin (FLLL31; 2.5 and 5 µM; for 24 hours) downregulats STAT3 phosphorylation and DNA-binding activity in MDA-MB-231 breast and PANC-1 pancreatic cancer cells[1]. Tetramethylcurcumin inhibits cell viability, cell invasion. Tetramethylcurcumin is a effective inhibitor of STAT3 phosphorylation, DNA-binding activity, and transactivation in vitro, leading to the impediment of multiple oncogenic processes and the induction of apoptosis in pancreatic and breast cancer cell lines[1]. |
| References | [1]. Lin L, et al. Novel STAT3 phosphorylation inhibitors exhibit potent growth-suppressive activity in pancreatic and breast cancer cells. Cancer Res. 2010 Mar 15;70(6):2445-54. [2]. Yuan S, et al. FLLL31, a derivative of curcumin, attenuates airway inflammation in a multi-allergen challenged mouse model. Int Immunopharmacol. 2014 Jul;21(1):128-36. |
Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
|---|---|
| Boiling Point | 594.5±50.0 °C at 760 mmHg |
| Molecular Formula | C25H28O6 |
| Molecular Weight | 424.486 |
| Flash Point | 255.1±30.2 °C |
| Exact Mass | 424.188599 |
| PSA | 71.06000 |
| LogP | 4.81 |
| Vapour Pressure | 0.0±1.7 mmHg at 25°C |
| Index of Refraction | 1.575 |
| InChIKey | VMMZAMVBGQWOHT-UTLPMFLDSA-N |
| SMILES | COc1ccc(C=CC(=O)C(C)(C)C(=O)C=Cc2ccc(OC)c(OC)c2)cc1OC |
Safety Information
| Hazard Statements | H413 |
|---|---|
| Hazard Codes | N |
| RIDADR | NONH for all modes of transport |
Articles3
More Articles| Interleukin-17 Stimulates STAT3-Mediated Endothelial Cell Activation for Neutrophil Recruitment. Cell Physiol. Biochem. 36 , 2340-56, (2015) Interleukin-17 (IL-17) is a major pro-inflammatory cytokine that initiates and maintains inflammation. However, the molecular mechanisms as to how IL-17 influences endothelial cells to promote neutrop... | |
| Modulation of cell metabolic pathways and oxidative stress signaling contribute to acquired melphalan resistance in multiple myeloma cells. PLoS ONE 10(3) , e0119857, (2015) Alkylating agents are widely used chemotherapeutics in the treatment of many cancers, including leukemia, lymphoma, multiple myeloma, sarcoma, lung, breast and ovarian cancer. Melphalan is the most co... | |
| Effect of LIF-withdrawal on acetylcholine synthesis in the embryonic stem cell line CGR8 is not mediated by STAT3, PI3Ks or cAMP/PKA pathways. Int. Immunopharmacol. 29 , 115-8, (2015) Acetylcholine (ACh) acts as a local cellular signaling molecule and is widely expressed in nature, including mammalian cells and embryonic stem cells. The murine embryonic stem cell line CGR8 synthesi... |
Synonyms
| FLLL31 |
| (E,E)-1,7-Bis(3,4-dimethoxyphenyl)-4,4-dimethyl-1,6-heptadiene-3,5-dione |
| Tetramethylcurcumin |
| (1E,6E)-1,7-Bis(3,4-dimethoxyphenyl)-4,4-dimethyl-1,6-heptadiene-3,5-dione |
| 1,6-Heptadiene-3,5-dione, 1,7-bis(3,4-dimethoxyphenyl)-4,4-dimethyl-, (1E,6E)- |
