DEMETHOXYCURCUMIN

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
EINECS:
Product Categories:Aromatics;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:22608-11-3.mol
DEMETHOXYCURCUMIN Structure
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
pka8.31±0.46(Predicted)
color orange
LogP3.113 (est)
Safety Information
Hazard Codes N
Risk Statements 50
Safety Statements 61
RIDADR UN 3077 9 / PGIII
WGK Germany 2
HS Code 29145090
MSDS Information
DEMETHOXYCURCUMIN Usage And Synthesis
UsesThe 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.
UsesDemethoxycurcumin (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.
DefinitionChEBI: 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 DescriptionThis 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 ActionsDemethoxycurcumin (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.
DEMETHOXYCURCUMIN Preparation Products And Raw materials
Tetrahydrocurcumin DihydrocurcuMin (3S,5S)-1,7-BIS(4-HYDROXY-3-METHOXYPHENYL)HEPTANE-3,5-DIOL 5"-MethoxyhexahydrocurcuMin FLLL31 HEXAHYDROCURCUMIN ASC-J9 13,14-Didehydromatridin-15-one lithospermic acid BIS(4-HYDROXYCINNAMOYL)METHANE CURCUMIN, [3H]- DEMETHOXYCURCUMIN CURCUMIN DIACETATE Curcumin BIS(4-HYDROXYCINNAMOYL)METHANE

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