IMPPAT Phytochemical information: 
Isoliquiritigenin
Isoliquiritigenin
View 3D structure using JSmol
Summary

SMILES: Oc1ccc(cc1)/C=C/C(=O)c1ccc(cc1O)O
InChI: InChI=1S/C15H12O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-9,16-17,19H/b8-3+
InChIKey: DXDRHHKMWQZJHT-FPYGCLRLSA-N
DeepSMILES: Occcccc6))/C=C/C=O)cccccc6O)))O
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1)c1ccccc1
Scaffold Graph/Node level: OC(CCC1CCCCC1)C1CCCCC1
Scaffold Graph level: CC(CCC1CCCCC1)C1CCCCC1
Functional groups: c/C=C/C(c)=O; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Linear 1,3-diarylpropanoids
ClassyFire Subclass: Chalcones and dihydrochalcones
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Chalcones
Synonymous chemical names:
4,2',4'-trihydroxy-chalcone, 424-trihydroxychalcone, isoliquiritigenin, isoliquiritigenin (2-,4 ',4-trihydroxychalcone), isoliquirtigenin, liquiritigenin iso
External chemical identifiers:
CID:638278; ChEMBL:CHEMBL129795; ChEBI:310312; ZINC:ZINC000003869608; FDASRS:B9CTI9GB8F; SureChEMBL:SCHEMBL161168; MolPort-001-741-660
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Isoliquiritigenin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 0
Log P RDKit 0
Topological polar surface area (Å2) RDKit
Number of hydrogen bond acceptors RDKit
Number of hydrogen bond donors RDKit
Number of carbon atoms RDKit
Number of heavy atoms RDKit
Number of heteroatoms RDKit
Number of nitrogen atoms RDKit
Number of sulfur atoms RDKit
Number of chiral carbon atoms RDKit
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit
Number of sp2 hybridized carbon atoms RDKit
Number of sp3 hybridized carbon atoms RDKit
Shape complexity RDKit
Number of rotatable bonds RDKit
Number of aliphatic carbocycles RDKit
Number of aliphatic heterocycles RDKit
Number of aliphatic rings RDKit
Number of aromatic carbocycles RDKit
Number of aromatic heterocycles RDKit
Number of aromatic rings RDKit
Total number of rings RDKit
Number of saturated carbocycles RDKit
Number of saturated heterocycles RDKit
Number of saturated rings RDKit
Number of Smallest Set of Smallest Rings (SSSR) RDKit
Isoliquiritigenin
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.5825
Isoliquiritigenin
Chemical descriptors
Isoliquiritigenin
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000216797NFKBIA700
ENSP00000260433CYP19A1800
ENSP00000270202AKT1700
ENSP00000282077PDK1700
ENSP00000283916TMPRSS11D786
ENSP00000302564BCL2L1700
ENSP00000304845UGT1A1738
ENSP00000311032CASP3721
ENSP00000329623BCL2700
ENSP00000330237CASP9700
ENSP00000343838UGT1A10738
ENSP00000346768UGT1A9738
ENSP00000355759PARP1700
ENSP00000362525UGT1A7738
ENSP00000362549UGT1A8738
ENSP00000384273RELA700
ENSP00000416293SLC2A1700
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.
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