| Identification | Back Directory | [Name]
DEMETHOXYCURCUMIN | [CAS]
22608-11-3 | [Synonyms]
Demethoxycurcumin
Curcumin Desmethoxy
DEMETHOXYCURCUMIN(SH)
MonodeMethoxycurcuMin
Z/E-Desmethoxycurcumin
(2E)-DeMethoxy CurcuMin
(1E,6E)-Demethoxycurcumin
DEMETHOXYCURCUMIN USP/EP/BP
p-HydroxycinnaMoylferuloylMethane
Feruloyl-P-hydroxycinnnamoylmethane
DeMethoxyCurcuMin(DesMethoxycurcuMin)
Demethoxycurcumin, 98%, from Curcuma longa L.
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
1,6-Heptadiene-3,5-dione, 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-
(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
1,6-Heptadiene-3,5-dione, 1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-, (1E,6E)- | [Molecular Formula]
C20H18O5 | [MDL Number]
MFCD03427310 | [MOL File]
22608-11-3.mol | [Molecular Weight]
338.35 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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. | [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. | [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 | [storage]
Store at RT |
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