Structure Database (LMSD)

Common Name
Cirsimaritin
Systematic Name
Synonyms
LM ID
LMPK12111163
Formula
Exact Mass
Calculate m/z
314.07904
Status
Curated


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

KEGG ID
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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Created at
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Updated at
9th Jun 2022