IMPPAT Phytochemical information: 
Apigenin
Apigenin
Summary

SMILES: Oc1ccc(cc1)c1cc(=O)c2c(o1)cc(cc2O)O
InChI: InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-7,16-18H
InChIKey: KZNIFHPLKGYRTM-UHFFFAOYSA-N
DeepSMILES: Occcccc6))ccc=O)cco6)cccc6O)))O
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccccc2)oc2ccccc12
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCCCC2)CC2CCCCC12
Functional groups: c=O; cO; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Flavones
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavones
Synonymous chemical names:
4',5,7-tri-o-methyl-apigenin, apigenin, chamomile, flavone-apigenin
External chemical identifiers:
CID:5280443; ChEMBL:CHEMBL28; ChEBI:18388; ZINC:ZINC000003871576; FDASRS:7V515PI7F6; SureChEMBL:SCHEMBL19428; MolPort-001-740-354
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Apigenin
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
Apigenin
Drug-likeness
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 0.6318
Apigenin
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.8
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No
Apigenin
Phytochemical - Predicted human target protein associations
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000003084CFTR722
ENSP00000206249ESR1961
ENSP00000215832MAPK1700
ENSP00000217244CSNK2A1817
ENSP00000226279CD38800
ENSP00000227507CCND1838
ENSP00000230056GMNN800
ENSP00000241052CAT822
ENSP00000260433CYP19A1837
ENSP00000260630CYP1B1876
ENSP00000263025MAPK3755
ENSP00000263464BIRC3700
ENSP00000264708POMC800
ENSP00000265171EGF800
ENSP00000265724ABCB1814
ENSP00000269305TP53868
ENSP00000270202AKT1876
ENSP00000276431TNFRSF10B819
ENSP00000278968TAGLN800
ENSP00000301178AXL800
ENSP00000303174UGT1A6800
ENSP00000304845UGT1A1938
ENSP00000311032CASP3947
ENSP00000321988SULT1A1700
ENSP00000329623BCL2700
ENSP00000330237CASP9726
ENSP00000336528NR1I2700
ENSP00000337915CYP3A4700
ENSP00000338018HIF1A824
ENSP00000340684MAOA848
ENSP00000340944PTPN11800
ENSP00000341045UGT2B15700
ENSP00000341189PTK2800
ENSP00000342007CYP1A2807
ENSP00000343838UGT1A10700
ENSP00000343925ESR2847
ENSP00000345849SPAM1848
ENSP00000346768UGT1A9700
ENSP00000347979FAS786
ENSP00000350928GAD1800
ENSP00000350941SRC800
ENSP00000351273CASP8734
ENSP00000355759PARP1944
ENSP00000356438PTGS2877
ENSP00000358327CASP7700
ENSP00000360689TNKS2800
ENSP00000361125VEGFA845
ENSP00000361405MMP9842
ENSP00000362525UGT1A7700
ENSP00000362549UGT1A8700
ENSP00000367309MAOB800
ENSP00000368880FOXO1800
ENSP00000369050CYP1A1814
ENSP00000378699CDK1949
ENSP00000382342ABCC1725
ENSP00000385269ELAVL1826
ENSP00000386884CXCR4800
ENSP00000416293SLC2A1800
ENSP00000430684IKBKB700
ENSP00000447173VDR800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.