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Demethoxycurcumin

CAT: 0013-GTR19159853-01Size: 100 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19159853-01Size:100 mg
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Description
Demethoxycurcumin has antioxidant activity. Demethoxycurcumin has anti-inflammatory activity. Demethoxycurcumin has anti-proliferative activity. Demethoxycurcumin has anti-acanthamoebic effect. Demethoxycurcumin is a potential additive natural product in combination with chemotherapeutic agents in drug-resistant cancers. Demethoxycurcumin inhibits energy metabolic and oncogenic signaling pathways through AMPK activation in triple-negative breast cancer cells.
CAS Number
22608-11-3
Product Name Alternative
Monodemethoxycurcumin | Demethoxycurcumin
Purity
>98% (HPLC)
Solubility
DMSO : 100 mg/mL 295.55 mM; H2O : < 0.1 mg/mL
Smiles
COC1=C (C=CC (=C1) C=CC (=O) CC (=O) C=CC2=CC=C (C=C2) O) O
Molecular Formula
C20H18O5
Molecular Weight
338.35
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(1E,6E) -1- (4-Hydroxy-3-methoxyphenyl) -7- (4-hydroxyphenyl) hepta-1,6-diene-3,5-dione

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...
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