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Kushenol A

CAT: 0804-HY-N2278-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N2278-01Size:1 mg
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Description
Kushenol A (Leachianone E) is isolated from the root of Sophora flavescent. Kushenol A is a non-competitive tyrosinase inhibitor to block the conversion of L-tyrosine to L-DOPA, shows IC50 and Kivalues of 1.1 μM and 0.4 μM, respectively[1]. Kushenol A is a flavonoid antioxidant, has inhibitory effects on alpha-glucosidase (IC50: 45 μM; Ki: 6.8 μM) and β-amylase[2]. Kushenol A is confirmed as potential inhibitors of enzymes targeted by cosmetics for skin whitening and aging[1].
CAS Number
99217-63-7
Product Name Alternative
Leachianone E
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Glycosidase; Tyrosinase
Type
Natural Products
Related Pathways
Metabolic Enzyme/Protease
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/kushenol-a.html
Concentration
10mM
Purity
99.98
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C1C[C@@H](C2=CC=CC=C2O)OC3=C(C[C@H](C(C)=C)C/C=C(C)\C)C(O)=CC(O)=C13
Molecular Formula
C25H28O5
Molecular Weight
408.49
Precautions
H302, H315, H319, H335
References & Citations
[1]Kim JH, et al. Kushenol A and 8-prenylkaempferol, tyrosinase inhibitors, derived from Sophora flavescens. J Enzyme Inhib Med Chem. 2018 Dec;33 (1) :1048-1054.|[2]Kim JH, et al. Glycosidase inhibitory flavonoids from Sophora flavescens. Biol Pharm Bull. 2006 Feb;29 (2) :302-5.|[3]Chen H, et al. A Novel Flavonoid Kushenol Z from Sophora flavescens Mediates mTOR Pathway by Inhibiting Phosphodiesterase and Akt Activity to Induce Apoptosis in Non-Small-Cell Lung Cancer Cells.Molecules. 2019 Dec 4;24 (24) . pii: E4425.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Kushenol A

Kushenol A is a member of flavanones.

CAS Number99217-63-7
PubChem CID44563121
IUPAC Name(2S)-5,7-dihydroxy-2-(2-hydroxyphenyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one
Molecular FormulaC25H28O5
Molecular Weight408.5
XLogP6.1
Topological Polar Surface Area87
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Heavy Atom Count30
Formal Charge0
Complexity652
SMILES
CC(=CC[C@H](CC1=C2C(=C(C=C1O)O)C(=O)C[C@H](O2)C3=CC=CC=C3O)C(=C)C)C
InChI
InChI=1S/C25H28O5/c1-14(2)9-10-16(15(3)4)11-18-20(27)12-21(28)24-22(29)13-23(30-25(18)24)17-7-5-6-8-19(17)26/h5-9,12,16,23,26-28H,3,10-11,13H2,1-2,4H3/t16-,23+/m1/s1
InChIKey
OGBMVWVBHWHRGD-MWTRTKDXSA-N
Chemical Structure
2D Structure
2D structure of Kushenol A
CAS: 99217-63-7
CID: 44563121
Formula: C25H28O5
MW: 408.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight408.5
XLogP36.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count6
Exact Mass408.19367399
Monoisotopic Mass408.19367399
Topological Polar Surface Area87 Ų
Heavy Atom Count30
Formal Charge0
Complexity652
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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FK74331-01Kushenol R
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