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DEMETHOXYCURCUMIN

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DEMETHOXYCURCUMIN Basic information

Product Name:
DEMETHOXYCURCUMIN
Synonyms:
  • Feruloyl-P-hydroxycinnnamoylmethane
  • MonodeMethoxycurcuMin
  • (1E,6E)-1-(4-Hydroxyphenyl)-7-(4-hydroxy-3-Methoxyphenyl)-1,6-heptadiene-3,5-d
  • (E,E)-1-(4-Hydroxy-3-Methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione
  • 1-(4-Hydroxy-3-Methoxyphenyl)-7-(p-hydroxyphenyl)-1,6-heptadiene-3,5-dione
  • DeMethoxyCurcuMin(DesMethoxycurcuMin)
  • p-HydroxycinnaMoylferuloylMethane
  • Demethoxycurcumin
CAS:
22608-11-3
MF:
C20H18O5
MW:
338.35
Product Categories:
  • Aromatics
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
22608-11-3.mol
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DEMETHOXYCURCUMIN Chemical Properties

Melting point:
166~170℃
Boiling point:
571.4±50.0 °C(Predicted)
Density 
1.282±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: ≥10mg/mL
form 
powder
pka
8.31±0.46(Predicted)
color 
orange
LogP
3.113 (est)
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Safety Information

Hazard Codes 
N
Risk Statements 
50
Safety Statements 
61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
2
HS Code 
29145090
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DEMETHOXYCURCUMIN Usage And Synthesis

Uses

The demethoxy derivative of Curcumin (C838500) that regulates anti-inflammatory and anti-proliferative responses through a ROS-independent mechanism. It attenuates the Wnt/β-catenin pathway through do wn-regulation of the transcriptional coactivator p300.

Uses

Demethoxycurcumin (DMC) is a natural demethoxy derivative of curcumin. More stable than curcumin in physiological media, DMC suppresses proliferation in cancer cells at 50-100 μM. It down-regulates the transcriptional coactivator p300, suppressing the Wnt/β-catenin pathway, and inhibits lipopolysaccharide induction of iNOS.

Definition

ChEBI: Demethoxycurcumin is a beta-diketone that is curcumin in which one of the methoxy groups is replaced by hydrogen. It is found in Curcuma zedoaria and Etlingera elatior. It has a role as a metabolite, an antineoplastic agent and an anti-inflammatory agent. It is a polyphenol, a beta-diketone, an enone and a diarylheptanoid.

General Description

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biochem/physiol Actions

Demethoxycurcumin (DMC) is a derivative or curcumin, and represents one of the major active components of curcumin products isolated from Curcumae sp. DMC inhibits LPS-induced nitric oxide (NO) production, and expression of iNOS and COX2 in RAW264.7 cells by blocking NF-kB activation. DMC also inhibits NF-kB dependent iNOS, TNFα and IL-1β expression in LPS-treated rat microglial cells. DMC suppresses expression of MMPs and ICAM-1 in MDA-MB-231 human breast cancer cells by inhibition of NF-kB.

DEMETHOXYCURCUMINSupplier

J & K SCIENTIFIC LTD.
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