Structure Database (LMSD)
Common Name
Kumatakenin
Systematic Name
5,4'-Dihydroxy-3,7-dimethoxyflavone
Synonyms
- Kumatakillin
3D model of Kumatakenin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Kumatakenin is a flavonoid that has been found in S. aromaticum and has diverse biological activities.1,2,3 It inhibits the growth of SKOV3 and A2780 ovarian cancer cells in a concentration-dependent manner.1 It induces apoptosis and decreases the protein levels of the tumor-associated macrophage (TAM) recruitment factors MCP-1 and RANTES in SKOV3 cells when used at a concentration of 30 µM. Kumatakenin (10 µM) inhibits neutrophil elastase activity and inhibits antigen-induced RBL-2H3 mast cell degranulation (IC50 = 80.4 µM).2 It is active against S. aureus, E. coli, P. aeruginosa, and L. monocytogenes (MICs = 64, 128, 128, and 512 µg/ml, respectively) and acts synergistically with ampicillin , gentamicin, or erythromycin to reduce L. monocytogenes biofilm formation.3
This information has been provided by Cayman Chemical
References
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Viridiplantae
(#33090)
Flavonoid imported from http://metabolomics.jp/
String Representations
InChiKey (Click to copy)
BJBUTJQYZDYRMJ-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C17H14O6/c1-21-11-7-12(19)14-13(8-11)23-16(17(22-2)15(14)20)9-3-5-10(18)6-4-9/h3-8,18-19H,1-2H3
SMILES (Click to copy)
C1(OC)=CC2OC(C3C=CC(O)=CC=3)=C(OC)C(=O)C=2C(O)=C1
Other Databases
Wikipedia
CHEBI ID
METABOLOMICS ID
PubChem CID
Cayman ID
Calculated Physicochemical Properties
Heavy Atoms
23
Rings
3
Aromatic Rings
3
Rotatable Bonds
3
Van der Waals Molecular Volume
264.50
Topological Polar Surface Area
89.13
Hydrogen Bond Donors
2
Hydrogen Bond Acceptors
6
logP
3.79
Molar Refractivity
84.46
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