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160096-59-3 | 1,6-Heptadiene-3,5-dione, 1,7-bis(3,4-dimethoxyphenyl)-, (1E,6E)-
CAS No: 160096-59-3 Catalog No: AG001RNL MDL No:
Product Description
Catalog Number:
AG001RNL
Chemical Name:
1,6-Heptadiene-3,5-dione, 1,7-bis(3,4-dimethoxyphenyl)-, (1E,6E)-
CAS Number:
160096-59-3
Molecular Formula:
C23H24O6
Molecular Weight:
396.4331
IUPAC Name:
(1E,6E)-1,7-bis(3,4-dimethoxyphenyl)hepta-1,6-diene-3,5-dione
InChI:
InChI=1S/C23H24O6/c1-26-20-11-7-16(13-22(20)28-3)5-9-18(24)15-19(25)10-6-17-8-12-21(27-2)23(14-17)29-4/h5-14H,15H2,1-4H3/b9-5+,10-6+
InChI Key:
HMJSBVCDPKODEX-NXZHAISVSA-N
SMILES:
COc1cc(/C=C/C(=O)CC(=O)/C=C/c2ccc(c(c2)OC)OC)ccc1OC
EC Number:
922-365-3
UNII:
D60XLY608D
Properties
Complexity:
534
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
2
Exact Mass:
396.157g/mol
Formal Charge:
0
Heavy Atom Count:
29
Hydrogen Bond Acceptor Count:
6
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
396.439g/mol
Monoisotopic Mass:
396.157g/mol
Rotatable Bond Count:
10
Topological Polar Surface Area:
71.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.9
Literature
| Title | Journal |
|---|---|
| Trapping of methylglyoxal by curcumin in cell-free systems and in human umbilical vein endothelial cells. | Journal of agricultural and food chemistry 20120822 |
| Dimethoxycurcumin-induced cell death in human breast carcinoma MCF7 cells: evidence for pro-oxidant activity, mitochondrial dysfunction, and apoptosis. | Archives of toxicology 20120401 |
| Dimethoxycurcumin, a metabolically stable analogue of curcumin, exhibits anti-inflammatory activities in murine and human lymphocytes. | Biochemical pharmacology 20110915 |
| Differential antioxidant/pro-oxidant activity of dimethoxycurcumin, a synthetic analogue of curcumin. | Free radical research 20110801 |
| Interaction of a curcumin analogue dimethoxycurcumin with DNA. | Chemical biology & drug design 20110401 |
| Reactions of reactive oxygen species (ROS) with curcumin analogues: Structure-activity relationship. | Free radical research 20110301 |
| Dimethoxycurcumin, a structural analogue of curcumin, induces apoptosis in human renal carcinoma caki cells through the production of reactive oxygen species, the release of cytochrome C, and the activation of caspase-3. | Korean journal of urology 20101201 |
| Isoxazole analogs of curcuminoids with highly potent multidrug-resistant antimycobacterial activity. | European journal of medicinal chemistry 20101001 |
| Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species. | European journal of medicinal chemistry 20100301 |
| A chemical screening approach reveals that indole fluorescence is quenched by pre-fibrillar but not fibrillar amyloid-beta. | Bioorganic & medicinal chemistry letters 20090901 |
| Synthesis and evaluation of electron-rich curcumin analogues. | Bioorganic & medicinal chemistry 20090101 |
| Dimethoxycurcumin, a Synthetic Curcumin Analogue, Induces Heme Oxygenase-1 Expression through Nrf2 Activation in RAW264.7 Macrophages. | Journal of clinical biochemistry and nutrition 20090101 |
| Dimethoxycurcumin, a synthetic curcumin analogue with higher metabolic stability, inhibits NO production, inducible NO synthase expression and NF-kappaB activation in RAW264.7 macrophages activated with LPS. | Molecular nutrition & food research 20080901 |
| Synthesis and exploration of novel curcumin analogues as anti-malarial agents. | Bioorganic & medicinal chemistry 20080315 |
| Molecular interactions between dimethoxycurcumin and Pamam dendrimer carriers. | International journal of pharmaceutics 20070718 |
| Metabolism and anticancer activity of the curcumin analogue, dimethoxycurcumin. | Clinical cancer research : an official journal of the American Association for Cancer Research 20070215 |
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