Structure Database (LMSD)
Common Name
Kaempferide
Systematic Name
Synonyms
3D model of Kaempferide
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Kaempferide is a flavonoid that has been found in Alpinia and has diverse biological activities.1,2,3,4 It scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals in a cell-free assay (IC50 = 97.58 μg/ml).1 Kaempferide is cytotoxic to HT-1080 and Colon 26-L5 cells (EC50s = 2.91 and 5.95 μg/ml, respectively) and decreases lipid accumulation in 3T3-L1 preadipocytes when used at a concentration of 50 μM.2,3 It attenuates decreases in left ventricular systolic pressure (LVSP) and increases in left ventricular end-diastolic pressure (LVEDP) and reduces infarct size in a rat model of myocardial ischemia-reperfusion injury induced by coronary artery ligation when administered at doses of 0.3 and 1 mg/kg.4
This information has been provided by Cayman Chemical
References
4. Wang, D., Zhang, X., Li, D., et al. Kaempferide protects against myocardial ischemia/reperfusion injury through activation of the PI3K/Akt/GSK-3 β pathway. Mediators Inflamm. 5278218, (2017).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Viridiplantae
(#33090)
Flavonoid imported from http://metabolomics.jp/
String Representations
InChiKey (Click to copy)
SQFSKOYWJBQGKQ-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C16H12O6/c1-21-10-4-2-8(3-5-10)16-15(20)14(19)13-11(18)6-9(17)7-12(13)22-16/h2-7,17-18,20H,1H3
SMILES (Click to copy)
C1(O)=CC2OC(C3C=CC(OC)=CC=3)=C(O)C(=O)C=2C(O)=C1
Other Databases
Wikipedia
KEGG ID
HMDB ID
CHEBI ID
METABOLOMICS ID
PubChem CID
Cayman ID
Calculated Physicochemical Properties
Heavy Atoms
22
Rings
3
Aromatic Rings
3
Rotatable Bonds
2
Van der Waals Molecular Volume
247.20
Topological Polar Surface Area
100.13
Hydrogen Bond Donors
3
Hydrogen Bond Acceptors
6
logP
3.49
Molar Refractivity
79.57
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Updated at
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