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2-Hydroxychalcone

CAT: 0804-HY-119931-03Size: 1 gDry Ice: NoHazardous: No
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CAT#:0804-HY-119931-03Size:1 g
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Description
2-hydroxychalcone, a natural flavonoid, is a potent antioxidant, inhibiting lipid peroxidation. 2-Hydroxychalcone induces apoptosis by Bcl-2 downregulation. 2-Hydroxychalcone inhibits the activation of NF-kB[1][2][3].
CAS Number
644-78-0
UNSPSC
12352005
Hazard Statement
H315, H319
Target
Apoptosis; Bcl-2 Family; NF-κB; Parasite
Type
Natural Products
Related Pathways
Anti-infection; Apoptosis; NF-κB
Applications
Metabolism-sugar/lipid metabolism
Field of Research
Cancer; Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/2-hydroxychalcone.html
Concentration
10mM
Purity
98.13
Solubility
DMSO : 125 mg/mL (ultrasonic)
Smiles
O=C(C1=CC=CC=C1)/C=C/C2=CC=CC=C2O
Molecular Formula
C15H12O2
Molecular Weight
224.25
Precautions
H315, H319
References & Citations
[1]Sun Young Kim, et al. 2-Hydroxychalcone and Xanthohumol Inhibit Invasion of Triple Negative Breast Cancer Cells. Chem Biol Interact. 2013 May 25;203 (3) :565-72.|[2]B Madan, et al. 2'-hydroxychalcone Inhibits Nuclear factor-kappaB and Blocks Tumor Necrosis Factor-Alpha- And Lipopolysaccharide-Induced Adhesion of Neutrophils to Human Umbilical Vein Endothelial Cells. Mol Pharmacol. 2000 Sep;58 (3) :526-34.|[3]BABITA MADAN, et al. 2-Hydroxychalcone Inhibits Nuclear Factor-kB and Blocks Tumor Necrosis Factor-a- and Lipopolysaccharide-Induced Adhesion of Neutrophils to Human Umbilical Vein Endothelial Cells. Mol Pharmacol 58:526–534, 2000.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture and light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

2-Hydroxychalcone
CAS Number644-78-0
PubChem CID5367146
IUPAC Name(E)-3-(2-hydroxyphenyl)-1-phenylprop-2-en-1-one
Molecular FormulaC15H12O2
Molecular Weight224.25
XLogP3.3
Topological Polar Surface Area37.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count3
Heavy Atom Count17
Formal Charge0
Complexity277
SMILES
C1=CC=C(C=C1)C(=O)/C=C/C2=CC=CC=C2O
InChI
InChI=1S/C15H12O2/c16-14-9-5-4-8-13(14)10-11-15(17)12-6-2-1-3-7-12/h1-11,16H/b11-10+
InChIKey
UDOOPSJCRMKSGL-ZHACJKMWSA-N
Chemical Structure
2D Structure
2D structure of 2-Hydroxychalcone
CAS: 644-78-0
CID: 5367146
Formula: C15H12O2
MW: 224.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight224.25
XLogP33.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count3
Exact Mass224.083729621
Monoisotopic Mass224.083729621
Topological Polar Surface Area37.3 Ų
Heavy Atom Count17
Formal Charge0
Complexity277
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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