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Trans-Chalcone

CAT: 0804-HY-Y0598-01Size: 5 gDry Ice: NoHazardous: No
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CAT#:0804-HY-Y0598-01Size:5 g
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Description
Trans-Chalcone, isolated from Aronia melanocarpa skin, is a biphenolic core structure of flavonoids precursor. trans-Chalcone is a potent fatty acid synthase (FAS) and α-amylase inhibitor. trans-Chalcone causes cellcycle arrest and induces apoptosis in the breastcancer cell line MCF-7. trans-Chalcone has antifungal and anticancer activity[1][2][3].
CAS Number
614-47-1
Product Name Alternative
Benzylideneacetophenone
UNSPSC
12352005
Hazard Statement
H302, H319, H335
Target
Apoptosis; Fatty Acid Synthase (FASN) ; Fungal
Type
Natural Products
Related Pathways
Anti-infection; Apoptosis; Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/trans-chalcone.html
Concentration
10mM
Purity
99.56
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C(C1=CC=CC=C1)/C=C/C2=CC=CC=C2
Molecular Formula
C15H12O
Molecular Weight
208.26
Precautions
H302, H319, H335
References & Citations
[1]Luis Felipe Buso Bortolotto, et al. Cytotoxicity of trans-chalcone and licochalcone A against breast cancer cells is due to apoptosis induction and cell cycle arrest. Biomed Pharmacother. 2017 Jan;85:425-433.|[2]Mahmoud Najafian, et al. Trans-chalcone: a novel small molecule inhibitor of mammalian alpha-amylase. Mol Biol Rep. 2011 Mar;38 (3) :1617-20.|[3]Tamires Aparecida Bitencourt, et al. Trans-chalcone and quercetin down-regulate fatty acid synthase gene expression and reduce ergosterol content in the human pathogenic dermatophyte Trichophyton rubrum. BMC Complement Altern Med. 2013 Sep 17;13:229.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Chalcone

Chalcone is a member of the class of chalcones that is acetophenone in which one of the methyl hydrogens has been replaced by a benzylidene group. It has a role as a plant metabolite. It is a member of chalcones and a member of styrenes.

CAS Number614-47-1
PubChem CID637760
IUPAC Name(E)-1,3-diphenylprop-2-en-1-one
Molecular FormulaC15H12O
Molecular Weight208.25
XLogP3.1
Topological Polar Surface Area17.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count3
Heavy Atom Count16
Formal Charge0
Complexity242
SMILES
C1=CC=C(C=C1)/C=C/C(=O)C2=CC=CC=C2
InChI
InChI=1S/C15H12O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-12H/b12-11+
InChIKey
DQFBYFPFKXHELB-VAWYXSNFSA-N
Chemical Structure
2D Structure
2D structure of Chalcone
CAS: 614-47-1
CID: 637760
Formula: C15H12O
MW: 208.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight208.25
XLogP33.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count1
Rotatable Bond Count3
Exact Mass208.088815002
Monoisotopic Mass208.088815002
Topological Polar Surface Area17.1 Ų
Heavy Atom Count16
Formal Charge0
Complexity242
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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