Structure Database (LMSD)

Common Name
Kumatakenin
Systematic Name
5,4'-Dihydroxy-3,7-dimethoxyflavone
Synonyms
  • Kumatakillin
LM ID
LMPK12112690
Formula
Exact Mass
Calculate m/z
314.07904
Status
Curated

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

Admin

Created at
-
Updated at
-