Demethoxycurcumin
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Demethoxycurcumin
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CAS No:
22608-11-3
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Formula:
C20H18O5
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Chemical Name:
Demethoxycurcumin
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Synonyms:
1,6-Heptadiene-3,5-dione,1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-,(1E,6E)-;1,6-Heptadiene-3,5-dione,1-(4-hydroxy-3-methoxyphenyl)-7-(p-hydroxyphenyl)-;1,6-Heptadiene-3,5-dione,1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-,(E,E)-;(1E,6E)-1-(4-Hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)-1,6-heptadiene-3,5-dione;Demethoxycurcumin;Curcumin II;Monodemethoxycurcumin;Desmethoxycurcumin;(1E,6E)-1-(4-Hydroxyphenyl)-7-(4-hydroxy-3-methoxyphenyl)-1,6-heptadiene-3,5-dione;(1E,6E)-1-(4-Hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione;33171-16-3;85801-93-0;91884-87-6;1281950-91-1
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CAS No:
Description
Demethoxycurcumin(Curcumin II) is a major active curcuminoid; possess anti-inflammatory properties; also exert cytotoxic effects in human cancer cells via induction of apoptosis.IC50 value: Target:in vitro: DMC significantly decreased NO secretion by 35-41% in our inflamed cell model. Decrease in NO production by DMC was concomitant with down-regulation of iNOS at mRNA and protein levels compared to proinflammatory cytokine cocktail and LPS-treated controls. Mechanism of action of DMC ma
Solid
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.
Characteristics
83.8
3.15
orange
1.3±0.1 g/cm3
168 °C
571.4±50.0 °C at 760 mmHg
205.5±23.6 °C
1.660
DMSO: ≥10mg/mL
2-8°C
1.17E-13mmHg at 25°C
Safety Information
UN 3077 9 / PGIII
2
50
61
N
P273
H400
|Warning|H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|P273, P391, and P501|Aggregated GHS information provided by 39 companies from 1 notifications to the ECHA C&L Inventory.
Drug Information
Demethoxycurcumin has known human metabolites that include Demethoxycurcumin O-glucuronide.
4-hydroxycinnamoyl(feroyl)methane
Demethoxycurcumin Use and Manufacturing
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.
Computed Properties
Molecular Weight:338.4
XLogP3:3.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:338.11542367
Monoisotopic Mass:338.11542367
Topological Polar Surface Area:83.8
Heavy Atom Count:25
Complexity:502
Defined Bond Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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