ChemicalBook--->CAS DataBase List--->52328-97-9

52328-97-9

52328-97-9 Structure

52328-97-9 Structure
IdentificationBack Directory
[Name]

FLLL31
[CAS]

52328-97-9
[Synonyms]

FLLL31
Tetramethylcurcumin
FLLL31 >=98% (HPLC)
FLLL31;FLLL-31;FLLL 31
(E,E)-1,7-Bis(3,4-dimethoxyphenyl)-4,4-dimethyl-1,6-heptadiene-3,5-dione
(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)-
[Molecular Formula]

C25H28O6
[MDL Number]

MFCD19443859
[MOL File]

52328-97-9.mol
[Molecular Weight]

424.49
Chemical PropertiesBack Directory
[Boiling point ]

594.5±50.0 °C(Predicted)
[density ]

1.140±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: ≥10mg/mL
[form ]

powder
[color ]

yellow
[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/b13-9+,14-10+
[InChIKey]

VMMZAMVBGQWOHT-UTLPMFLDSA-N
[SMILES]

COc1ccc(\C=C\C(=O)C(C)(C)C(=O)\C=C\c2ccc(OC)c(OC)c2)cc1OC
Safety DataBack Directory
[Symbol(GHS) ]

Environment (GHS09)
GHS09
[Signal word ]

Warning
[Hazard statements ]

H410
[Precautionary statements ]

P273-P501
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Chronic 4
Hazard InformationBack Directory
[Uses]

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].
[Biological Activity]

Tetramethylcurcumin (FLLL31) is derived from curcumin and specifically inhibits phosphorylation of STAT3 by selectively binding to Janus kinase 2 and the STAT3 Src homology 2 domain. Tetramethylcurcumin has anti-inflammatory and anticancer effects.
[in vitro]

Tetramethylcurcumin (FLLL31; 2.5 and 5 μM; for 24 hours) downregulas STAT3 phosphorylation and DNA-binding activity in MDA-MB-231 breast and PANC-1 pancreatic cancer cells.
Tetramethylcurcumin inhibits cell viability , cell invasion. Tetramethylcurcumin is an 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.

[target]

STAT3

[IC 50]

STAT3
[storage]

Store at -20°C
[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. DOI:10.1158/0008-5472.CAN-09-2468
[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. DOI:10.1016/j.intimp.2014.04.020
Spectrum DetailBack Directory
[Spectrum Detail]

FLLL31(52328-97-9)1HNMR
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