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Demethoxycurcumin (Standard)

CAT: 0804-HY-N0006R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0006R-01Size:5 mg
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Description
Demethoxycurcumin (Standard) is the analytical standard of Demethoxycurcumin. This product is intended for research and analytical applications. Demethoxycurcumin is one of the main active ingredients of curcumin, which has anti-inflammatory, antioxidant, antibacterial, anti-cancer and neuroprotective effects. Demethoxycurcumin is orally active. Demethoxycurcumin can be used in inflammation, cancer and Alzheimer's disease research[1][2][3][4][5].
CAS Number
22608-11-3
Product Name Alternative
Curcumin II (Standard) ; Desmethoxycurcumin (Standard) ; Monodemethoxycurcumin (Standard)
UNSPSC
12352005
Hazard Statement
H400
Target
Apoptosis; Bacterial; Cholinesterase (ChE) ; NO Synthase; Reference Standards
Type
Reference Standards
Related Pathways
Anti-infection; Apoptosis; Immunology/Inflammation; Neuronal Signaling; Others
Field of Research
Cancer; Infection; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/demethoxycurcumin-standard.html
Purity
98.83
Smiles
O=C(CC(/C=C/C1=CC=C(O)C=C1)=O)/C=C/C2=CC=C(O)C(OC)=C2
Molecular Formula
C20H18O5
Molecular Weight
338.36
Precautions
H400
References & Citations
[1]Somchit M, et al. Demethoxycurcumin from Curcuma longa rhizome suppresses iNOS induction in an in vitro inflamed human intestinal mucosa model. Asian Pac J Cancer Prev. 2014;15 (4) :1807-10.|[2]Ko YC, et al. Demethoxycurcumin Alters Gene Expression Associated with DNA Damage, Cell Cycle and Apoptosis in Human Lung Cancer NCI-H460 Cells In Vitro. In Vivo. 2015 01-02;29 (1) :83-94.|[3]Ahmed T, et al. A comparative study of curcuminoids to measure their effect on inflammatory and apoptotic gene expression in an Aβ plus ibotenic acid-infused rat model of Alzheimer's disease. Brain Res. 2011 Jul 11;1400:1-18. |[4]Lim DW, et al. Enhanced Cognitive Effects of Demethoxycurcumin, a Natural Derivative of Curcumin on Scopolamine-Induced Memory Impairment in Mice. Molecules. 2016 Aug 5;21 (8) :1022. |[5]Luo J, et al. Demethoxycurcumin: A potential antimicrobial agent: Exposure by microcalorimetry and modified broth microdilution method[J]. Journal of Thermal Analysis and Calorimetry, 2014, 115: 2331-2338.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, sealed storage, away from light and moisture
Scientific Category
Reference Standards

Chemical Information

Demethoxycurcumin

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, an enone, a beta-diketone and a diarylheptanoid.

CAS Number22608-11-3
PubChem CID5469424
IUPAC Name(1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
Molecular FormulaC20H18O5
Molecular Weight338.4
XLogP3.3
Topological Polar Surface Area83.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Heavy Atom Count25
Formal Charge0
Complexity502
SMILES
COC1=C(C=CC(=C1)/C=C/C(=O)CC(=O)/C=C/C2=CC=C(C=C2)O)O
InChI
InChI=1S/C20H18O5/c1-25-20-12-15(6-11-19(20)24)5-10-18(23)13-17(22)9-4-14-2-7-16(21)8-3-14/h2-12,21,24H,13H2,1H3/b9-4+,10-5+
InChIKey
HJTVQHVGMGKONQ-LUZURFALSA-N
Chemical Structure
2D Structure
2D structure of Demethoxycurcumin
CAS: 22608-11-3
CID: 5469424
Formula: C20H18O5
MW: 338.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight338.4
XLogP33.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count7
Exact Mass338.11542367
Monoisotopic Mass338.11542367
Topological Polar Surface Area83.8 Ų
Heavy Atom Count25
Formal Charge0
Complexity502
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
FD20982-01Demethoxycurcumin
A14545-25Demethoxycurcumin 25mg
A14545-5Demethoxycurcumin 5mg
371357Demethoxycurcumin discontinued
A14545-50Demethoxycurcumin 50mg
A14545-10Demethoxycurcumin 10mg

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