52328-97-9

52328-97-9 structure

Name: Tetramethylcurcumin
Chemical Name: (1E,6E)-1,7-bis(3,4-dimethoxyphenyl)-4,4-dimethylhepta-1,6-diene-3,5-dione
CAS Number: 52328-97-9
Molecular Formula: C₂₅H₂₈O₆
Molecular Weight: 424.486
Catalog: Signaling Pathways Apoptosis Apoptosis
Create Date: 2017-06-19 10:28:44
Modify Date: 2024-01-03 20:27:00
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].

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

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 >> STAT Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> JAK/STAT Signaling >> STAT Research 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.

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

Hazard Statements	H413
Hazard Codes	N
RIDADR	NONH for all modes of transport

160096-59-3

74-88-4

~78%

52328-97-9

Literature: THE OHIO STATE UNIVERSITY RESEARCH FOUNDATION; LI, Pui-Kai; LI, Chenglong; LIN, Jiayuh; FUCHS, James, R. Patent: WO2010/121007 A1, 2010 ; Location in patent: Page/Page column 5; 14-15 ;

123-54-6

52328-97-9

Literature: Bayomi, Said M.; El-Kashef, Hassan A.; El-Ashmawy, Mahmoud B.; Nasr, Magda N. A.; El-Sherbeny, Magda A.; Badria, Farid A.; Abou-Zeid, Laila A.; Ghaly, Mariam A.; Abdel-Aziz, Naglaa I. Medicinal Chemistry Research, 2013 , vol. 22, # 3 p. 1147 - 1162

3142-58-3

120-14-9

52328-97-9

Precursor 5
160096-59-3 74-88-4 123-54-6 3142-58-3
120-14-9
DownStream 0

2411707-93-0	1158522-08-7
940364-43-2	2293649-18-8
134104-43-1	131615-57-1
6906-52-1	930439-75-1
1018584-77-4	2384877-08-9