Structure Database (LMSD)

Common Name
Kaempferide
Systematic Name
Synonyms
LM ID
LMPK12110563
Formula
Exact Mass
Calculate m/z
300.06339
Status
Curated



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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