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
- Product Categories:
-
- Aromatics
- Inhibitors
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Mol File:
- 22608-11-3.mol
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)
DEMETHOXYCURCUMIN Usage And Synthesis
Chemical Properties
Yellow crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from turmeric rhizomes.
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.
in vivo
Demethoxycurcumin (3-30 mg/kg/day for 5 days or 20 days, i.p.) regulates the expression of inflammatory and apoptotic genes in the hippocampus and frontal cortex of rat models infused with Aβ + Ibotenic acid (HY-N2311) and helps to improve Alzheimer's disease[3].
Demethoxycurcumin (10 mg/kg/day for 28 days, p.o.) can enhance cognition and enhance choline acetyltransferase (ChAT) activity in mice induced by Scopolamine (HY-N0296) [4].
| Animal Model: | Male ICR mice (6 weeks old) weighing 30–35 g, memory impairment induced by Scopolamine[5] |
| Dosage: | 10 mg/kg/day for 28 days |
| Administration: | Oral gavage (p.o.) |
| Result: | Significantly improved scopolamine induced passive avoidance task learning disabilities and memory impairments in Morris Water Maze. The activity of choline acetyltransferase (ChAT) was significantly increased to 33.03%. |
IC 50
ChAT; iNOS
DEMETHOXYCURCUMINSupplier
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DEMETHOXYCURCUMIN(22608-11-3)Related Product Information
- Tetrahydrocurcumin
- 5"-MethoxyhexahydrocurcuMin
- BIS(4-HYDROXYCINNAMOYL)METHANE
- (3S,5S)-1,7-BIS(4-HYDROXY-3-METHOXYPHENYL)HEPTANE-3,5-DIOL
- DihydrocurcuMin
- ASC-J9
- HEXAHYDROCURCUMIN
- FLLL31
- lithospermic acid
- 13,14-Didehydromatridin-15-one
- Curcumin
- BIS(4-HYDROXYCINNAMOYL)METHANE
- DEMETHOXYCURCUMIN
- CURCUMIN, [3H]-
- CURCUMIN DIACETATE