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2′-Hydroxychalcone

CAT: 0804-HY-W012349-03Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W012349-03Size:500 mg
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Description
2′-Hydroxychalcone is a hydroxyl derivative of chalcones with anticancer activities. 2'-Hydroxychalcone inhibits NF-κB pathway and induces autophagy and apoptosis in breast cancer cells[1]. 2′-Hydroxychalcone shows a better antifungal activity against the complex Paracoccidioides spp[2].
CAS Number
1214-47-7
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Apoptosis; Autophagy; Fungal; NF-κB
Type
Reference compound
Related Pathways
Anti-infection; Apoptosis; Autophagy; NF-κB
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Infection
Assay Protocol
https://www.medchemexpress.com/2-hydroxychalcone-1.html
Purity
97.45
Solubility
DMSO : 200 mg/mL (ultrasonic)
Smiles
O=C(C1=C(O)C=CC=C1)/C=C/C2=CC=CC=C2
Molecular Formula
C15H12O2
Molecular Weight
224.26
Precautions
H302, H315, H319, H335
References & Citations
[1]Kaila P Medina-Alarcón, et al. Antifungal activity of 2'-hydroxychalcone loaded in nanoemulsion against Paracoccidioides spp. Future Microbiol. 2020 Jan:15:21-33. |[2]Xiao Wang, et al. 2'-Hydroxychalcone Induces Autophagy and Apoptosis in Breast Cancer Cells via the Inhibition of the NF-κB Signaling Pathway: In Vitro and In Vivo Studies. Nutrients. 2024 Feb 13;16 (4) :514.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

2'-Hydroxychalcone

2'-hydroxychalcone is a member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 2'. It has a role as an anti-inflammatory agent. It is a member of chalcones and a member of phenols. It is functionally related to a trans-chalcone.

CAS Number1214-47-7
PubChem CID638276
IUPAC Name(E)-1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one
Molecular FormulaC15H12O2
Molecular Weight224.25
XLogP3.9
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=C/C(=O)C2=CC=CC=C2O
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+
InChIKey
AETKQQBRKSELEL-ZHACJKMWSA-N
Chemical Structure
2D Structure
2D structure of 2'-Hydroxychalcone
CAS: 1214-47-7
CID: 638276
Formula: C15H12O2
MW: 224.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight224.25
XLogP33.9
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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