160096-59-3

Basic information

• Product Name: VERATRYLCURCUMINOID
• Synonyms: VERATRYLCURCUMINOID;Dimethoxycurcumin;(1E,4Z,6E)-1,7-bis(3,4-dimethoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one;Dimethoxycurcumin(DiMC);Dimethoxycurcumin(DMC)
• CAS NO: 160096-59-3
• Molecular Formula: C₂₃H₂₄O₆
• Molecular Weight: 396.43306
• Mol File: 160096-59-3.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 587.007°C at 760 mmHg
• Flash Point: 254.399°C
• Appearance: /
• Density: 1.169g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: VERATRYLCURCUMINOID(CAS DataBase Reference)
• NIST Chemistry Reference: VERATRYLCURCUMINOID(160096-59-3)
• EPA Substance Registry System: VERATRYLCURCUMINOID(160096-59-3)

Safety Data

• Hazardous Substances Data: 160096-59-3(Hazardous Substances Data)

Usage

Description

Dimethoxycurcumin is a derivative of curcumin that has anti-inflammatory and antioxidant activities. It inhibits mitogen-induced proliferation of CD4+ T cells, CD8+ T cells, and B cells, as well as secretion of IL-2, IL-4, IL-6, and IFN-γ induced by concanavalin A in isolated human lymphocytes when used at concentrations ranging from 1 to 10 μM. Dimethoxycurcumin (1-10 μM) inhibits LPS-induced nitric oxide (NO) production and expression of inducible nitric oxide synthase (iNOS) in RAW 264.7 cells. It inhibits hemolysis of isolated human red blood cells (RBCs) induced by AAPH when used at a concentration of 10 μM.

Uses

dimethoxy Curcumin is an analog of curcumin more effective at suppressing HCT116 tumor cells than the parent compound.

InChI:InChI=1/C23H24O6/c1-26-20-11-7-16(13-22(20)28-3)5-9-18(24)15-19(25)10-6-17-8-12-21(27-2)23(14-17)29-4/h5-14H,15H2,1-4H3/b9-5+,10-6+

Upstream product

• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 111-30-8 Glutaraldehyde 
• 123-54-6 acetylacetone 
• 15001-27-1 O-methyldehydrozingerone 
• 39856-08-1 (E)-3,4-dimethoxycinnamic chloride 
• 458-37-7 curcumin 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 52328-97-9 (1E,6E)-1,7-bis(3,4-dimethoxyphenyl)-4,4-dimethylhepta-1,6-diene-3,5-dione 
• 1226895-15-3 FLLL₃₂ 
• 1118765-36-8 (2E,6E)-ethyl-7-(3,4-dimethoxyphenyl)-4-((E)-3-(3,4-dimethoxyphenyl)acryloyl)-5-oxohepta-2,6-dienoate 
• 478919-25-4 (E,E)-3,5-bis(3,4-dimethoxystyryl)-1H-pyrazole 

Relevant articles and documents

Curcumin-Cu(II) Ensemble-Based Fluorescence "turn-On" Mode Sensing the Plant Defensive Hormone Salicylic Acid in Situ and in Vivo

Salicylic acid (SA), a crucial, plant-derived signal molecule, is capable of launching global transcriptional reprogramming to assist plants in obtaining the systemic acquired resistance (SAR) mechanism. Thus, the accurate detection of SA will not only si

A dimethoxy curcumin polymer micelle and its preparation method and medical use

The invention relates to a dimethoxycurcumin polymer micelle and a preparation method, an injection or oral administration system for the polymer micelle, and medical application of the polymer micelle. The drug-loaded micelle employs an amphiphilic segmented copolymer as a carrier material and forms a typical core-shell structure in an aqueous solution through self-assembly; and the structure has uniform particle size distribution,solubility and thermodynamic stability of dimethoxycurcumin in an aqueous medium are substantially improved, leakage, degradation and metabolism of dimethoxycurcumin in the body are effectively reduced, and long circulation and tumor tissue passive targeting are realized, so drug effect and security are improved. According to specific needs of clinical indications, freeze-dried powder or preparations of other dosage forms can be prepared from the drug-loaded micelle provided by the invention for injection or oral administration of the micelle; and the micelle is used for resisting tumors, oxidation, inflammation, bacteria and aging, realizing immunoloregulation, reducing blood fat, resisting atherosclerosis and senile dementia, etc., and is especially applicable to combination with tumor radiotherapeutics and chemotherapeutics to exert sensitivity-enhancing, efficiency-improving and toxicity-attenuating effects.

Synthesis and evaluation of curcumin derivatives toward an inhibitor of beta-site amyloid precursor protein cleaving enzyme 1

To research a new non-peptidyl inhibitor of beta-site amyloid precursor protein cleaving enzyme 1, we focused on the curcumin framework, two phenolic groups combined with an sp2 carbon spacer for low-molecular and high lipophilicity. The structure-activity relationship study of curcumin derivatives is described. Our results indicate that phenolic hydroxy groups and an alkenyl spacer are important structural factors for the inhibition of beta-site amyloid precursor protein cleaving enzyme 1 and, furthermore, non-competitive inhibition of enzyme activity is anticipated from an inhibitory kinetics experiment and docking simulation.