Structure Database (LMSD)

Common Name
Isoliquiritin
Systematic Name
Synonyms
LM ID
LMPK12120021
Formula
Exact Mass
Calculate m/z
418.126385
Status
Curated

Classification

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

KEGG ID
CHEBI ID
METABOLOMICS ID
PubChem CID
Cayman ID

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

Admin

Created at
-
Updated at
-