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2'-hydroxychalcone
2-propen-1-one, 1-(2-hydroxyphenyl)-3-phenyl-

Supplier Sponsors

Name:(E)-1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one
CAS Number: 1214-47-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:214-928-0
FDA UNII: VY06DZ94OC
Nikkaji Web:J133.569C
Beilstein Number:0976324
MDL:MFCD00016441
XlogP3-AA:3.90 (est)
Molecular Weight:224.25904000
Formula:C15 H12 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Food Chemicals Codex Listed: No
Boiling Point: 396.60 °C. @ 760.00 mm Hg (est)
Flash Point: 337.00 °F. TCC ( 169.40 °C. ) (est)
logP (o/w): 4.000 (est)
Soluble in:
 water, 52.14 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
EMD Millipore
For experimental / research use only.
1-(2-Hydroxyphenyl)-3-phenyl-2-propenone
sds
ExtraSynthese
For experimental / research use only.
2'-Hydroxychalcone (HPLC) ≥95%
Santa Cruz Biotechnology
For experimental / research use only.
1-(2-Hydroxyphenyl)-3-phenyl-2-propenone
Sigma-Aldrich: Aldrich
For experimental / research use only.
2'-Hydroxychalcone
sds
TCI AMERICA
For experimental / research use only.
2'-Hydroxychalcone >98.0%(HPLC)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
unreported-mammal (species unspecified) LD50 620 mg/kg
Pharmaceutical Chemistry Journal Vol. 20, Pg. 406, 1986.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for 2'-hydroxychalcone usage levels up to:
 not for fragrance use.
 
Recommendation for 2'-hydroxychalcone flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):1214-47-7
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :638276
National Institute of Allergy and Infectious Diseases:Data
(E)-1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one
Chemidplus:0001214477
RTECS:UD5579400 for cas# 1214-47-7
 
References:
 (E)-1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):638276
Pubchem (sid):135030928
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C09321
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2914.50.3000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 found in nature
 
Synonyms:
 acrylophenone, 2'-hydroxy-3-phenyl-
 chalcone, 2'-hydroxy- (8CI)
2'-hydroxy-3-phenyl acrylophenone
(E)-2'-hydroxychalcone
o-hydroxychalcone
1-(2-hydroxyphenyl)-3-phenyl-2-propen-1-one
(E)-1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one
2-propen-1-one, 1-(2-hydroxyphenyl)-3-phenyl-
 

Articles:

PubMed:Cytotoxic activity of substituted chalcones in terms of molecular electronic properties.
PubMed:SAR studies of o-hydroxychalcones and their cyclized analogs and study them as novel inhibitors of cathepsin B and cathepsin H.
PubMed:Discovery of 2'-hydroxychalcones as autophagy inducer in A549 lung cancer cells.
PubMed:AgOTf-catalyzed reactions of naphthols/substituted phenols with 2-hydroxychalcones: facile synthesis of di-aromatic ring-fused [3.3.1]bicyclic compounds.
PubMed:Theoretical study on the antioxidant properties of 2'-hydroxychalcones: H-atom vs. electron transfer mechanism.
PubMed:Regiospecificity of human UDP-glucuronosyltransferase isoforms in chalcone and flavanone glucuronidation determined by metal complexation and tandem mass spectrometry.
PubMed:Impact of water on the cis-trans photoisomerization of hydroxychalcones.
PubMed:1H and 13C NMR spectral assignments of 2'-hydroxychalcones.
PubMed:2-Hydroxychalcone and xanthohumol inhibit invasion of triple negative breast cancer cells.
PubMed:Solution-processed bulk heterojunction solar cells based on BF(2)-hydroxychalcone complexes.
PubMed:Dynamic residual complexity of the isoliquiritigenin-liquiritigenin interconversion during bioassay.
PubMed:[Synthesis of structural fragments of natural flavonoids and flavolignans from 2'-hydroxychalcones].
PubMed:Efficient NIR-light emission from solid-state complexes of boron difluoride with 2'-hydroxychalcone derivatives.
PubMed:A synthetic chalcone as a potent inducer of glutathione biosynthesis.
PubMed:Solid-phase synthesis of 2'-hydroxychalcones. Effects on cell growth inhibition, cell cycle and apoptosis of human tumor cell lines.
PubMed:PPARĪ± activation by culinary herbs and spices.
PubMed:Fluorinated 2'-hydroxychalcones as garcinol analogs with enhanced antioxidant and anticancer activities.
PubMed:Synthesis of stilbene-fused 2'-hydroxychalcones and flavanones.
PubMed:Silver nanoparticle-catalyzed Diels-Alder cycloadditions of 2'-hydroxychalcones.
PubMed:Mulberry Diels-Alder adducts: synthesis of chalcomoracin and mulberrofuran C methyl ethers.
PubMed:Phenolic compounds from Cryptocarya konishii: their cytotoxic and tyrosine kinase inhibitory properties.
PubMed:Structural characterization of nitrated 2'-hydroxychalcones by electrospray ionization tandem mass spectrometry.
PubMed:Inhibitory activity of prostaglandin E2 production by the synthetic 2'-hydroxychalcone analogues: Synthesis and SAR study.
PubMed:Electron transfer-initiated Diels-Alder cycloadditions of 2'-hydroxychalcones.
PubMed:High-performance liquid chromatography separation of enantiomers of flavanone and 2'-hydroxychalcone under reversed-phase conditions.
PubMed:Microwave-assisted reaction of 2'-hydroxychalcones with hydrazides to synthesize flavanone hydrazone and 4,5-dihydropyrazole derivatives.
PubMed:Synthesis and PPAR-gamma ligand-binding activity of the new series of 2'-hydroxychalcone and thiazolidinedione derivatives.
PubMed:Heme oxygenase-1 mediates the anti-inflammatory actions of 2'-hydroxychalcone in RAW 264.7 murine macrophages.
PubMed:VT 1H NMR investigations of resonance-assisted intramolecular hydrogen bonding in 4-(dimethylamino)-2'-hydroxychalcone.
PubMed:The plant polyphenol butein inhibits testosterone-induced proliferation in breast cancer cells expressing aromatase.
PubMed:Hydroxychalcones exhibit differential effects on XRE transactivation.
PubMed:Differential activation of heme oxygenase-1 by chalcones and rosolic acid in endothelial cells.
PubMed:Inhibition of lipopolysaccharide-induced expression of inducible nitric oxide synthase and tumor necrosis factor-alpha by 2'-hydroxychalcone derivatives in RAW 264.7 cells.
PubMed:Diprenylated chalcones and other constituents from the twigs of Dorstenia barteri var. subtriangularis.
PubMed:Inhibition of peroxynitrite-mediated LDL oxidation by prenylated flavonoids: the alpha,beta-unsaturated keto functionality of 2'-hydroxychalcones as a novel antioxidant pharmacophore.
PubMed:Mechanistic approach to the cyclization reaction of a 2'-hydroxychalcone analogue with light and solvent.
PubMed:Conjugation of chlorambucil with GSH by GST purified from human colon adenocarcinoma cells and its inhibition by plant polyphenols.
PubMed:Efficient liquid-phase synthesis of 2'-hydroxychalcones.
PubMed:Chalcones: structural requirements for antioxidant, estrogenic and antiproliferative activities.
PubMed:Inhibition of prostalglandin E2 production by 2'-hydoxychalcone derivatives and the mechanism of action.
PubMed:The (1)H NMR chemical shift for the hydroxy proton of 4-(dimethylamino)-2'-hydroxychalcone in chloroform: a theoretical approach to its inverse dependence on the temperature.
PubMed:Inhibitory effects of 2'-hydroxychalcones on rat lens aldose reductase and rat platelet aggregation.
PubMed:2'-hydroxychalcone inhibits nuclear factor-kappaB and blocks tumor necrosis factor-alpha- and lipopolysaccharide-induced adhesion of neutrophils to human umbilical vein endothelial cells.
PubMed:Growth inhibition of oral bacteria related to denture stomatitis by anti-candidal chalcones.
PubMed:Glutathione conjugation of chlorambucil: measurement and modulation by plant polyphenols.
PubMed:Inhibition of the efflux of glutathione S-conjugates by plant polyphenols.
PubMed:Chemoprevention of 4-nitroquinoline 1-oxide-induced rat oral carcinogenesis by the dietary flavonoids chalcone, 2-hydroxychalcone, and quercetin.
PubMed:Synthesis and pharmacological evaluation of 2'-hydroxychalcones and flavones as inhibitors of inflammatory mediators generation.
PubMed:Cytotoxic effect of butein on human colon adenocarcinoma cell proliferation.
PubMed:Inhibition of ocular inflammation by chalcone derivatives and prednisolone.
PubMed:[Kinetics of the bacteriostatic activity of natural and synthetic chalcones on a strain of Staphylococcus aureus].
PubMed:[Reactions concerned in tertiary amine n-oxides. VI. Reactions of 2'-hydroxychalcone derivatives with amine N-oxides (author's transl)].
PubMed:2'-hydroxychalcone as an analytical reagent for beryllium.
PubMed:[2'-hydroxychalcone and 3-hydroxyflavone sulfonic acid derivatives (author's transl)].
PubMed:[Synthetic studies on chalcone-flavanone groups. IV. Ultraviolet absorption spectra of 2',4'-dihydroxychalcone, 4'-(benzyloxy)-2'-hydroxychalcone, and their pyridine analogs].
 
Notes:
None found
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