Home Other Building Blocks Bisdemethoxycurcumin

Bisdemethoxycurcumin

CAS No.:
33171-05-0
Catalog Number:
AG003BFG
Molecular Formula:
C19H16O4
Molecular Weight:
308.3279
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5mg
≥98%
1 week
United States
$119
- +
10mg
≥98%
1 week
United States
$176
- +
25mg
≥98%
1 week
United States
$229
- +
50mg
≥98%
1 week
United States
$369
- +
Product Description
Catalog Number:
AG003BFG
Chemical Name:
Bisdemethoxycurcumin
CAS Number:
33171-05-0
Molecular Formula:
C19H16O4
Molecular Weight:
308.3279
MDL Number:
MFCD03419284
IUPAC Name:
(1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
InChI:
InChI=1S/C19H16O4/c20-16-7-1-14(2-8-16)5-11-18(22)13-19(23)12-6-15-3-9-17(21)10-4-15/h1-12,20-21H,13H2/b11-5+,12-6+
InChI Key:
PREBVFJICNPEKM-YDWXAUTNSA-N
SMILES:
O=C(CC(=O)/C=C/c1ccc(cc1)O)/C=C/c1ccc(cc1)O
UNII:
2EFO1BP34R
NSC Number:
687839
Properties
Complexity:
408  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
2  
Exact Mass:
308.105g/mol
Formal Charge:
0
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
308.333g/mol
Monoisotopic Mass:
308.105g/mol
Rotatable Bond Count:
6  
Topological Polar Surface Area:
74.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.3  
Literature
Title Journal
Curcuminoids distinctly exhibit antioxidant activities and regulate expression of scavenger receptors and heme oxygenase-1. Molecular nutrition & food research 20130901
Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine. Bioorganic & medicinal chemistry 20121115
Curcumin is an inhibitor of calcium/calmodulin dependent protein kinase II. Bioorganic & medicinal chemistry 20121015
Evaluation in vitro of synthetic curcumins as agents promoting monocytic gene expression related to β-amyloid clearance. Chemical research in toxicology 20120113
Structural investigation into the inhibitory mechanisms of indomethacin and its analogues towards human glyoxalase I. Bioorganic & medicinal chemistry letters 20110715
Significant enhancement in radical-scavenging activity of curcuminoids conferred by acetoxy substituent at the central methylene carbon. Bioorganic & medicinal chemistry 20110615
Identification of curcumin derivatives as human glyoxalase I inhibitors: A combination of biological evaluation, molecular docking, 3D-QSAR and molecular dynamics simulation studies. Bioorganic & medicinal chemistry 20110201
Isoxazole analogs of curcuminoids with highly potent multidrug-resistant antimycobacterial activity. European journal of medicinal chemistry 20101001
An efficient and economical MTT assay for determining the antioxidant activity of plant natural product extracts and pure compounds. Journal of natural products 20100723
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species. European journal of medicinal chemistry 20100301
Optimized turmeric extracts have potent anti-amyloidogenic effects. Current Alzheimer research 20091201
Induction of antioxidant enzymes by curcumin and its analogues in human islets: implications in transplantation. Pancreas 20090501
Comparative antiulcer effect of bisdemethoxycurcumin and curcumin in a gastric ulcer model system. Phytomedicine : international journal of phytotherapy and phytopharmacology 20090401
Structure-activity relationship studies of curcumin analogues. Bioorganic & medicinal chemistry letters 20090401
Curcumin, demethoxycurcumin and bisdemethoxycurcumin differentially inhibit cancer cell invasion through the down-regulation of MMPs and uPA. The Journal of nutritional biochemistry 20090201
Inhibitory effect of curcuminoids on acetylcholinesterase activity and attenuation of scopolamine-induced amnesia may explain medicinal use of turmeric in Alzheimer's disease. Pharmacology, biochemistry, and behavior 20090201
Curcumin is a potent DNA hypomethylation agent. Bioorganic & medicinal chemistry letters 20090201
Comparison of inhibitory potency of three different curcuminoid pigments on nitric oxide and tumor necrosis factor production of rat primary microglia induced by lipopolysaccharide. Neuroscience letters 20081205
Effect of pure curcumin, demethoxycurcumin, and bisdemethoxycurcumin on WT1 gene expression in leukemic cell lines. Cancer chemotherapy and pharmacology 20080901
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 evaluation of curcumin analogues as potential thioredoxin reductase inhibitors. Bioorganic & medicinal chemistry 20080901
Comparison of suppressive effects of demethoxycurcumin and bisdemethoxycurcumin on expressions of inflammatory mediators in vitro and in vivo. Archives of pharmacal research 20080401
Immune defects in Alzheimer's disease: new medications development. BMC neuroscience 20080101
Regulation of heme oxygenase-1 expression by demethoxy curcuminoids through Nrf2 by a PI3-kinase/Akt-mediated pathway in mouse beta-cells. American journal of physiology. Endocrinology and metabolism 20070901
Curcuminoids purified from turmeric powder modulate the function of human multidrug resistance protein 1 (ABCC1). Cancer chemotherapy and pharmacology 20060201
Efficiency of foam fractionation for the enrichment of nonpolar compounds from aqueous extracts of plant materials. Journal of natural products 20050901
A labdane diterpene glucoside from the rhizomes of Curcuma mangga. Journal of natural products 20050701
Inhibition of multidrug resistance proteins MRP1 and MRP2 by a series of alpha,beta-unsaturated carbonyl compounds. Biochemical pharmacology 20050615
Design, synthesis, biological evaluation and molecular docking of curcumin analogues as antioxidant, cyclooxygenase inhibitory and anti-inflammatory agents. Bioorganic & medicinal chemistry letters 20050401
Curcuminoids and sesquiterpenoids in turmeric (Curcuma longa L.) suppress an increase in blood glucose level in type 2 diabetic KK-Ay mice. Journal of agricultural and food chemistry 20050223
Biochemical mechanism of modulation of human P-glycoprotein (ABCB1) by curcumin I, II, and III purified from Turmeric powder. Biochemical pharmacology 20041115
In vitro peroxynitrite scavenging activity of diarylheptanoids from Curcuma longa. Phytotherapy research : PTR 20030501
Studies on the role of some synthetic curcuminoid derivatives in the inhibition of tumour specific angiogenesis. Journal of experimental & clinical cancer research : CR 20030301
Discovery of natural products from Curcuma longa that protect cells from beta-amyloid insult: a drug discovery effort against Alzheimer's disease. Journal of natural products 20020901
CoMFA and CoMSIA 3D QSAR and docking studies on conformationally-restrained cinnamoyl HIV-1 integrase inhibitors: exploration of a binding mode at the active site. Journal of medicinal chemistry 20020214
Geometrically and conformationally restrained cinnamoyl compounds as inhibitors of HIV-1 integrase: synthesis, biological evaluation, and molecular modeling. Journal of medicinal chemistry 19981008
Curcumin analogs with altered potencies against HIV-1 integrase as probes for biochemical mechanisms of drug action. Journal of medicinal chemistry 19970912
Properties