Structure Database (LMSD)
Common Name
Cirsimaritin
Systematic Name
Synonyms
3D model of Cirsimaritin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Biological Context
Cirsimaritin is a flavone that has been found in D. kotschyi and has diverse biological activities.1,2,3,4,5 It binds to rat adenosine A1, rat A2A, and human A3 receptors (Kis = 1.2, 3, and 1.72 µM, respectively, in radioligand binding assays), as well as inhibits dipeptidyl peptidase 4 (DPP-4; IC50 = 0.43 µM).1,2 Cirsimaritin is active against the chloroquine-sensitive NF54 strain of P. falciparum (IC50 = 16.9 µM).3 It inhibits the proliferation of AGS, HT-29, Saos-2, and WEHI 164 cells (IC50s = 14.4, 13.1, 38.5, and 40.7 µM, respectively).4 Cirsimaritin (10 mg/kg) increases the number of entries into, and percentage of time spent in, the open arms of the elevated plus maze in mice, indicating anxiolytic-like activity.5
This information has been provided by Cayman Chemical
References
5. Ji, X.-d., Melman, N., and Jacobson, K.A. Interactions of flavonoids and other phytochemicals with adenosine receptors. J. Med. Chem. 39(3), 781-788 (1996).
References
Taxonomy Information
Curated from
NCBI taxonomy class
Reference
Viridiplantae
(#33090)
Flavonoid imported from http://metabolomics.jp/
String Representations
InChiKey (Click to copy)
ZIIAJIWLQUVGHB-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C17H14O6/c1-21-14-8-13-15(16(20)17(14)22-2)11(19)7-12(23-13)9-3-5-10(18)6-4-9/h3-8,18,20H,1-2H3
SMILES (Click to copy)
C1(OC)=CC2OC(C3C=CC(O)=CC=3)=CC(=O)C=2C(O)=C1OC
Other Databases
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
9th Jun 2022