Structure Database (LMSD)
Common Name
Isoliquiritin
Systematic Name
Synonyms
3D model of Isoliquiritin
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Biological Context
Isoliquiritin is a flavonoid that has been found in G. uralensis roots and has diverse biological activities.1,2,3 It inhibits LPS-induced nitrite and prostaglandin E2 (PGE2) production in RAW 264.7 cells when used at a concentration of 1.6 µM.1 Isoliquiritin (5-500 µg/ml) inhibits tube formation by isolated rat aortic endothelial cells.2 In vivo, isoliquiritin reduces carmine content, a marker of blood vessel formation, and pouch fluid weight in a mouse model of adjuvant-induced pouch granuloma formation (ED50s = 1.46 and 0.771 mg/kg, respectively). It increases cortical, hippocampal, and hypothalamic serotonin (5-HT) and norepinephrine levels and decreases immobility time in the forced swim and tail suspension tests in mice when administered at doses ranging from 10 to 40 mg/kg.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)
YNWXJFQOCHMPCK-LXGDFETPSA-N
InChi (Click to copy)
InChI=1S/C21H22O9/c22-10-17-18(26)19(27)20(28)21(30-17)29-13-5-1-11(2-6-13)3-8-15(24)14-7-4-12(23)9-16(14)25/h1-9,17-23,25-28H,10H2/b8-3+/t17-,18-,19+,20-,21-/m1/s1
SMILES (Click to copy)
C1(O)C=CC(C(=O)/C=C/C2C=CC(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)=CC=2)=C(O)C=1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
30
Rings
3
Aromatic Rings
2
Rotatable Bonds
6
Van der Waals Molecular Volume
370.97
Topological Polar Surface Area
158.98
Hydrogen Bond Donors
6
Hydrogen Bond Acceptors
9
logP
1.89
Molar Refractivity
107.02
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Updated at
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