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4-Hydroxychalcone (Standard)

CAT: 0804-HY-107818R-02Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-107818R-02Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
4-Hydroxychalcone (Standard) is the analytical standard of 4-Hydroxychalcone. This product is intended for research and analytical applications. 4-Hydroxychalcone is a chalcone metabolite with anti-angiogenic and anti-inflammatory activities. 4-Hydroxychalcone suppresses angiogenesis by suppression of growth factor pathway with no signs of cytotoxicity[1]. 4-Hydroxychalcone inhibits TNF-α induced NF-κB pathway activation and activates BMP signaling, reduces resistant hypertension (RH) by attenuating hyperaldosteronism and renal injury in mice[2].
CAS Number
20426-12-4
UNSPSC
12352100
Hazard Statement
H315-H319-H335-H401-H411
Target
NF-κB; Reference Standards
Related Pathways
NF-κB; Others
Field of Research
Inflammation/Immunology; Cardiovascular Disease
Smiles
O=C(C1=CC=CC=C1)/C=C/C2=CC=C(O)C=C2
Molecular Formula
C15H12O2
Molecular Weight
224.25
Precautions
P261-P264-P271-P273-P280-P302+P352-P304+P340-P305+P351+P338-P362-P391-P403+P233-P405-P501
References & Citations
[1]Varinska L, et al. Anti-angiogenic activity of the flavonoid precursor 4-hydroxychalcone. Eur J Pharmacol. 2012 Sep 15;691 (1-3) :125-33.|[2]Qu Q, et al. 4-Hydroxychalcone attenuates hyperaldosteronism, inflammation, and renal injury in cryptochrome-null mice. Biomed Res Int. 2014;2014:603415.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

4-Hydroxychalcone

4-hydroxychalcone is a member of the class of chalcones that is trans-chalcone substituted by a hydroxy group at position 4. It has a role as an antihypertensive agent and a plant metabolite. It is a member of chalcones and a member of phenols. It is functionally related to a trans-chalcone.

CAS Number20426-12-4
PubChem CID5282361
IUPAC Name(E)-3-(4-hydroxyphenyl)-1-phenylprop-2-en-1-one
Molecular FormulaC15H12O2
Molecular Weight224.25
XLogP2.7
Topological Polar Surface Area37.3
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count2
Rotatable Bond Count3
Heavy Atom Count17
Formal Charge0
Complexity269
SMILES
C1=CC=C(C=C1)C(=O)/C=C/C2=CC=C(C=C2)O
InChI
InChI=1S/C15H12O2/c16-14-9-6-12(7-10-14)8-11-15(17)13-4-2-1-3-5-13/h1-11,16H/b11-8+
InChIKey
PWWCDTYUYPOAIU-DHZHZOJOSA-N
Chemical Structure
2D Structure
2D structure of 4-Hydroxychalcone
CAS: 20426-12-4
CID: 5282361
Formula: C15H12O2
MW: 224.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight224.25
XLogP32.7
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
Complexity269
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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