Home Other Building Blocks DEMETHOXYCURCUMIN

DEMETHOXYCURCUMIN

CAS No.:
22608-11-3
Catalog Number:
AG00BCK3
Molecular Formula:
Molecular Weight:
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$91
- +
5mg
≥98%
1 week
United States
$169
- +
10mg
≥98%
1 week
United States
$214
- +
25mg
≥98%
1 week
United States
$439
- +
50mg
99%
1 week
United States
$790
- +
Product Description
Catalog Number:
AG00BCK3
Chemical Name:
DEMETHOXYCURCUMIN
CAS Number:
22608-11-3
MDL Number:
MFCD03427310
IUPAC Name:
(1E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
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+
InChI Key:
HJTVQHVGMGKONQ-LUZURFALSA-N
UNII:
W2F8059T80
NSC Number:
687841
Properties
Complexity:
502  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
2  
Exact Mass:
338.115g/mol
Formal Charge:
0
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
338.359g/mol
Monoisotopic Mass:
338.115g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
83.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.3  
Literature
Title Journal
Suppression effects of O-demethyldemethoxycurcumin on thapsigargin triggered on endoplasmic reticulum stress in SK-N-SH cells. Neurotoxicology 20150901
Curcuminoids distinctly exhibit antioxidant activities and regulate expression of scavenger receptors and heme oxygenase-1. Molecular nutrition & food research 20130901
The cellular uptake and cytotoxic effect of curcuminoids on breast cancer cells. Taiwanese journal of obstetrics & gynecology 20120901
Isolation and identification of phase 1 metabolites of curcuminoids in rats. Planta medica 20120801
Effects of curcuminoids on frequency of acute myocardial infarction after coronary artery bypass grafting. The American journal of cardiology 20120701
Demethoxycurcumin inhibits cell proliferation, migration and invasion in prostate cancer cells. Oncology reports 20120701
Curcuminoids-loaded liposomes in combination with arteether protects against Plasmodium berghei infection in mice. Experimental parasitology 20120701
Curcuminoid analogs inhibit nitric oxide production from LPS-activated microglial cells. Journal of natural medicines 20120401
Metabolic and pharmacokinetic studies of curcumin, demethoxycurcumin and bisdemethoxycurcumin in mice tumor after intragastric administration of nanoparticle formulations by liquid chromatography coupled with tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20110915
Comparative absorption of a standardized curcuminoid mixture and its lecithin formulation. Journal of natural products 20110425
Reactions of reactive oxygen species (ROS) with curcumin analogues: Structure-activity relationship. Free radical research 20110301
Bisdemethoxycurcumin protects endothelial cells against t-BHP-induced cell damage by regulating the phosphorylation level of ERK1/2 and Akt. International journal of molecular medicine 20110201
Hypomethylation effects of curcumin, demethoxycurcumin and bisdemethoxycurcumin on WIF-1 promoter in non-small cell lung cancer cell lines. Molecular medicine reports 20110101
The inhibitory effects of different curcuminoids on β-amyloid protein, β-amyloid precursor protein and β-site amyloid precursor protein cleaving enzyme 1 in swAPP HEK293 cells. Neuroscience letters 20101119
Isoxazole analogs of curcuminoids with highly potent multidrug-resistant antimycobacterial activity. European journal of medicinal chemistry 20101001
Anti-inflammatory mechanisms of compounds from Curcuma mangga rhizomes using RAW264.7 macrophage cells. Natural product communications 20101001
Curcuminoids enhance memory in an amyloid-infused rat model of Alzheimer's disease. Neuroscience 20100901
The inhibitory effect of turmeric curcuminoids on matrix metalloproteinase-3 secretion in human invasive breast carcinoma cells. Archives of pharmacal research 20100701
Curcuminoid analogs with potent activity against Trypanosoma and Leishmania species. European journal of medicinal chemistry 20100301
Demethoxycurcumin, a natural derivative of curcumin attenuates LPS-induced pro-inflammatory responses through down-regulation of intracellular ROS-related MAPK/NF-kappaB signaling pathways in N9 microglia induced by lipopolysaccharide. International immunopharmacology 20100301
Demethoxycurcumin suppresses migration and invasion of MDA-MB-231 human breast cancer cell line. European journal of pharmacology 20100210
Optimized turmeric extracts have potent anti-amyloidogenic effects. Current Alzheimer research 20091201
Metabolite analysis in Curcuma domestica using various GC-MS and LC-MS separation and detection techniques. Biomedical chromatography : BMC 20090901
Demethoxycurcumin induces Bcl-2 mediated G2/M arrest and apoptosis in human glioma U87 cells. Biochemical and biophysical research communications 20090710
Induction of antioxidant enzymes by curcumin and its analogues in human islets: implications in transplantation. Pancreas 20090501
A simple HPLC-fluorescence method for quantitation of curcuminoids and its application to turmeric products. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20090301
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
Direct analysis of curcumin in turmeric by DART-MS. Phytochemical analysis : PCA 20090101
Natural derivatives of curcumin attenuate the Wnt/beta-catenin pathway through down-regulation of the transcriptional coactivator p300. Biochemical and biophysical research communications 20081226
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
Demethoxycurcumin and its semisynthetic analogues as antitubercular agents. Planta medica 20081201
Qualitative and quantitative analysis of four species of Curcuma rhizomes using twice development thin layer chromatography. Journal of pharmaceutical and biomedical analysis 20081104
[Study on stability of curcumine, demethoxycurcumin and bisdemethoxycurcumin]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20081101
[Fingerprint of Curcuma phaeocaulis by LC-MS]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20081001
Effect of pure curcumin, demethoxycurcumin, and bisdemethoxycurcumin on WT1 gene expression in leukemic cell lines. Cancer chemotherapy and pharmacology 20080901
Molecularly imprinted poly (methacrylamide-co-methacrylic acid) composite membranes for recognition of curcumin. Analytica chimica acta 20080512
Opposing effects of curcuminoids on serum stimulated and unstimulated angiogenic response. Journal of cellular physiology 20080401
Comparison of suppressive effects of demethoxycurcumin and bisdemethoxycurcumin on expressions of inflammatory mediators in vitro and in vivo. Archives of pharmacal research 20080401
[Study on effect of demethoxycurcumin in Curcuma long on stability of curcumin]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20080401
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
Isolation and identification of phase 1 metabolites of demethoxycurcumin in rats. Drug metabolism and disposition: the biological fate of chemicals 20070901
Curcumin, demethoxycurcumin, bisdemethoxycurcumin, tetrahydrocurcumin and turmerones differentially regulate anti-inflammatory and anti-proliferative responses through a ROS-independent mechanism. Carcinogenesis 20070801
Formulation and characterization of curcuminoids loaded solid lipid nanoparticles. International journal of pharmaceutics 20070607
Comparative study of copper(II)-curcumin complexes as superoxide dismutase mimics and free radical scavengers. European journal of medicinal chemistry 20070401
Curcuminoids, curcumin, and demethoxycurcumin reduce lead-induced memory deficits in male Wistar rats. Journal of agricultural and food chemistry 20070207
Comparative antioxidant activities of curcumin and its demethoxy and hydrogenated derivatives. Biological & pharmaceutical bulletin 20070101
Comparative effects of curcuminoids on endothelial heme oxygenase-1 expression: ortho-methoxy groups are essential to enhance heme oxygenase activity and protection. Experimental & molecular medicine 20060831
[Effect of three different curcumin pigmens on the prdiferation of vascular smooth muscle cells by ox-LDL and the expression of LDL-R]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060301
Curcuminoids purified from turmeric powder modulate the function of human multidrug resistance protein 1 (ABCC1). Cancer chemotherapy and pharmacology 20060201
Inhibition of multidrug resistance proteins MRP1 and MRP2 by a series of alpha,beta-unsaturated carbonyl compounds. Biochemical pharmacology 20050615
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
Detection and quantitation of curcumin in mouse lung cell cultures by matrix-assisted laser desorption ionization time of flight mass spectrometry. Analytical biochemistry 20050201
Antioxidative constituents of Etlingera elatior. Journal of natural products 20050201
Biochemical mechanism of modulation of human P-glycoprotein (ABCB1) by curcumin I, II, and III purified from Turmeric powder. Biochemical pharmacology 20041115
Modulation of human multidrug-resistance MDR-1 gene by natural curcuminoids. BMC cancer 20040101
Quantitative determination of curcuminoids in Curcuma rhizomes and rapid differentiation of Curcuma domestica Val. and Curcuma xanthorrhiza Roxb. by capillary electrophoresis. Phytochemical analysis : PCA 20040101
In vitro peroxynitrite scavenging activity of diarylheptanoids from Curcuma longa. Phytotherapy research : PTR 20030501
Microarray-based analysis of anti-angiogenic activity of demethoxycurcumin on human umbilical vein endothelial cells: crucial involvement of the down-regulation of matrix metalloproteinase. Japanese journal of cancer research : Gann 20021201
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
Curcuma longa extract supplementation reduces oxidative stress and attenuates aortic fatty streak development in rabbits. Arteriosclerosis, thrombosis, and vascular biology 20020701
Improved HPLC method for the determination of curcumin, demethoxycurcumin, and bisdemethoxycurcumin. Journal of agricultural and food chemistry 20020619
Diarylheptanoids with free radical scavenging and hepatoprotective activity in vitro from Curcuma longa. Planta medica 20011201
Curcuminoids from Curcuma longa L. (Zingiberaceae) that protect PC12 rat pheochromocytoma and normal human umbilical vein endothelial cells from betaA(1-42) insult. Neuroscience letters 20010427
Curcumin analogs with altered potencies against HIV-1 integrase as probes for biochemical mechanisms of drug action. Journal of medicinal chemistry 19970912
Properties