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2'-Hydroxychalcone

CAS No.:
1214-47-7
Catalog Number:
AG0033CQ
Molecular Formula:
C15H12O2
Molecular Weight:
224.2546
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5g
95%
In Stock USA
United States
$40
- +
25g
95%
In Stock USA
United States
$75
- +
100g
95%
In Stock USA
United States
$193
- +
250g
95%
In Stock USA
United States
$339
- +
Product Description
Catalog Number:
AG0033CQ
Chemical Name:
2'-Hydroxychalcone
CAS Number:
1214-47-7
Molecular Formula:
C15H12O2
Molecular Weight:
224.2546
MDL Number:
MFCD00016441
IUPAC Name:
(E)-1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one
InChI:
InChI=1S/C15H12O2/c16-14-9-5-4-8-13(14)15(17)11-10-12-6-2-1-3-7-12/h1-11,16H/b11-10+
InChI Key:
AETKQQBRKSELEL-ZHACJKMWSA-N
SMILES:
O=C(c1ccccc1O)/C=C/c1ccccc1
UNII:
VY06DZ94OC
Properties
Complexity:
277  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1  
Exact Mass:
224.084g/mol
Formal Charge:
0
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
224.259g/mol
Monoisotopic Mass:
224.084g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
37.3A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.9  
Literature
Title Journal
Design, synthesis and exploring the quantitative structure-activity relationship of some antioxidant flavonoid analogues. Bioorganic & medicinal chemistry letters 20141101
Small molecule activators of the Nrf2-HO-1 antioxidant axis modulate heme metabolism and inflammation in BV2 microglia cells. Pharmacological research 20131001
2-Hydroxychalcone and xanthohumol inhibit invasion of triple negative breast cancer cells. Chemico-biological interactions 20130525
Efficient NIR-light emission from solid-state complexes of boron difluoride with 2'-hydroxychalcone derivatives. Chemistry (Weinheim an der Bergstrasse, Germany) 20121001
Synthesis and anti Methicillin resistant Staphylococcus aureus activity of substituted chalcones alone and in combination with non-beta-lactam antibiotics. Bioorganic & medicinal chemistry letters 20120715
Synthesis of chalcone derivatives as potential anti-diabetic agents. Bioorganic & medicinal chemistry letters 20120615
Investigation of chalcones and benzochalcones as inhibitors of breast cancer resistance protein. Bioorganic & medicinal chemistry 20120101
Solid-phase synthesis of 2'-hydroxychalcones. Effects on cell growth inhibition, cell cycle and apoptosis of human tumor cell lines. Bioorganic & medicinal chemistry 20120101
[Synthesis of structural fragments of natural flavonoids and flavolignans from 2'-hydroxychalcones]. Bioorganicheskaia khimiia 20120101
Massive screening yields novel and selective Trypanosoma cruzi triosephosphate isomerase dimer-interface-irreversible inhibitors with anti-trypanosomal activity. European journal of medicinal chemistry 20101201
Fluorinated 2'-hydroxychalcones as garcinol analogs with enhanced antioxidant and anticancer activities. Bioorganic & medicinal chemistry letters 20101001
Synthesis of stilbene-fused 2'-hydroxychalcones and flavanones. Bioorganic chemistry 20100801
Identification of chalcones as in vivo liver monofunctional phase II enzymes inducers. Bioorganic & medicinal chemistry 20100715
Silver nanoparticle-catalyzed Diels-Alder cycloadditions of 2'-hydroxychalcones. Journal of the American Chemical Society 20100602
Structure-activity relationship studies of chalcone leading to 3-hydroxy-4,3',4',5'-tetramethoxychalcone and its analogues as potent nuclear factor kappaB inhibitors and their anticancer activities. Journal of medicinal chemistry 20091126
Inhibitory activity of prostaglandin E2 production by the synthetic 2'-hydroxychalcone analogues: Synthesis and SAR study. Bioorganic & medicinal chemistry letters 20090315
High-performance liquid chromatography separation of enantiomers of flavanone and 2'-hydroxychalcone under reversed-phase conditions. Journal of chromatography. A 20080509
Synthetic chalcones, flavanones, and flavones as antitumoral agents: biological evaluation and structure-activity relationships. Bioorganic & medicinal chemistry 20070515
Chalcone inhibits the activation of NF-kappaB and STAT3 in endothelial cells via endogenous electrophile. Life sciences 20070320
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Heme oxygenase-1 mediates the anti-inflammatory actions of 2'-hydroxychalcone in RAW 264.7 murine macrophages. American journal of physiology. Cell physiology 20060401
Synthesis and PPAR-gamma ligand-binding activity of the new series of 2'-hydroxychalcone and thiazolidinedione derivatives. Chemical & pharmaceutical bulletin 20060301
Microwave-assisted reaction of 2'-hydroxychalcones with hydrazides to synthesize flavanone hydrazone and 4,5-dihydropyrazole derivatives. Journal of combinatorial chemistry 20060101
Hydroxychalcones exhibit differential effects on XRE transactivation. Toxicology 20050214
Differential activation of heme oxygenase-1 by chalcones and rosolic acid in endothelial cells. The Journal of pharmacology and experimental therapeutics 20050201
Inhibition of lipopolysaccharide-induced expression of inducible nitric oxide synthase and tumor necrosis factor-alpha by 2'-hydroxychalcone derivatives in RAW 264.7 cells. Biochemical pharmacology 20040415
Inhibition of peroxynitrite-mediated LDL oxidation by prenylated flavonoids: the alpha,beta-unsaturated keto functionality of 2'-hydroxychalcones as a novel antioxidant pharmacophore. Chemical research in toxicology 20031001
Mechanistic approach to the cyclization reaction of a 2'-hydroxychalcone analogue with light and solvent. Organic & biomolecular chemistry 20030621
Efficient liquid-phase synthesis of 2'-hydroxychalcones. Bioorganic & medicinal chemistry letters 20021007
Chalcones and flavonoids as anti-tuberculosis agents. Bioorganic & medicinal chemistry 20020801
Inhibition of prostalglandin E2 production by 2'-hydoxychalcone derivatives and the mechanism of action. The Journal of pharmacy and pharmacology 20010901
Cytotoxic flavonoids with isoprenoid groups from Morus mongolica. Journal of natural products 20010201
Cytotoxic activity of low molecular weight polyphenols against human oral tumor cell lines. Anticancer research 20000101
Properties