IMPPAT Phytochemical information: 
Fisetin
Fisetin
Summary

SMILES: Oc1ccc2c(c1)oc(c(c2=O)O)c1ccc(c(c1)O)O
InChI: InChI=1S/C15H10O6/c16-8-2-3-9-12(6-8)21-15(14(20)13(9)19)7-1-4-10(17)11(18)5-7/h1-6,16-18,20H
InChIKey: XHEFDIBZLJXQHF-UHFFFAOYSA-N
DeepSMILES: Occcccc6)occc6=O))O))cccccc6)O))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: cO; coc; c=O
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: Flavonols
Synonymous chemical names:
fisetin, Fisetin
External chemical identifiers:
CID:CID_5281614; ChEMBL:CHEMBL31574; ChEBI:CHEBI:42567; ZINC:ZINC000000039111; FDASRS:OO2ABO9578; SureChEMBL:SCHEMBL39454; MolPort-000-882-130
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Fisetin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 286.24
Log P RDKit 2.28
Topological polar surface area (Å2) RDKit 111.13
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 21
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 0
Shape complexity RDKit 0
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Fisetin
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 0.510622
Fisetin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.65
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
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
Fisetin
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_000752ENSG00000142192APP351BindingDB, ChEMBL
TAR_EXP_000819ENSG00000235268KDM4E390245ChEMBL, NPASS
TAR_EXP_000822ENSG00000182866LCK3932ChEMBL, NPASS
TAR_EXP_000833ENSG00000160789LMNA4000NPASS
TAR_EXP_000679ENSG00000244734HBB3043NPASS
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_000881ENSG00000087085ACHE43BindingDB, ChEMBL, NPASS
TAR_EXP_001059ENSG00000122008POLK51426ChEMBL, NPASS
TAR_EXP_001080ENSG00000152256PDK15163ChEMBL, NPASS
TAR_EXP_001119ENSG00000137193PIM15292ChEMBL, NPASS
TAR_EXP_000701ENSG00000164120HPGD3248NPASS
TAR_EXP_001128ENSG00000067225PKM5315ChEMBL
TAR_EXP_001148ENSG00000172115CYCS54205ChEMBL, NPASS
TAR_EXP_000710ENSG00000130948HSD17B33293BindingDB
TAR_EXP_000853ENSG00000276155MAPT4137ChEMBL, NPASS
TAR_EXP_000234ENSG00000230700CSNK2B1460ChEMBL, NPASS
TAR_EXP_000004ENSG00000094631HDAC610013ChEMBL
TAR_EXP_000273ENSG00000138109CYP2C91559ChEMBL, NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576ChEMBL, NPASS
TAR_EXP_000285ENSG00000137869CYP19A11588ChEMBL, NPASS
TAR_EXP_000310ENSG00000228716DHFR1719ChEMBL, NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216NPASS
TAR_EXP_000499ENSG00000108839ALOX12239BindingDB, ChEMBL, NPASS
TAR_EXP_000503ENSG00000161905ALOX15246BindingDB, ChEMBL, NPASS
TAR_EXP_000504ENSG00000179593ALOX15B247BindingDB, ChEMBL, NPASS
TAR_EXP_000603ENSG00000124767GLO12739ChEMBL, NPASS
TAR_EXP_000609ENSG00000237763AMY1A276ChEMBL
TAR_EXP_000611ENSG00000174876AMY1B277BindingDB
TAR_EXP_000616ENSG00000111700SLCO1B328234ChEMBL, NPASS
TAR_EXP_000232ENSG00000070770CSNK2A21459ChEMBL, NPASS
TAR_EXP_000619ENSG00000254598CSNK2A3283106ChEMBL, NPASS
TAR_EXP_000660ENSG00000082701GSK3B2932ChEMBL, NPASS
TAR_EXP_000676ENSG00000072506HSD17B103028ChEMBL, NPASS
TAR_EXP_001160ENSG00000242515UGT1A1054575ChEMBL, NPASS
TAR_EXP_000231ENSG00000101266CSNK2A11457BindingDB, ChEMBL, NPASS
TAR_EXP_000222ENSG00000112062MAPK141432BindingDB
TAR_EXP_000209ENSG00000005339CREBBP1387NPASS
TAR_EXP_000132ENSG00000137491SLCO2B111309ChEMBL
TAR_EXP_000061ENSG00000134538SLCO1B110599ChEMBL, NPASS
TAR_EXP_000034ENSG00000105810CDK61021BindingDB, ChEMBL, NPASS
TAR_EXP_000032ENSG00000164885CDK51020ChEMBL
TAR_EXP_000027ENSG00000123374CDK21017BindingDB, ChEMBL, NPASS
TAR_EXP_000016ENSG00000254986DPP310072BindingDB
TAR_EXP_000659ENSG00000105723GSK3A2931ChEMBL
TAR_EXP_001161ENSG00000242366UGT1A854576ChEMBL, NPASS
TAR_EXP_000706ENSG00000291796APEX1328ChEMBL, NPASS
TAR_EXP_001165ENSG00000241119UGT1A954600ChEMBL, NPASS
TAR_EXP_001238ENSG00000109339MAPK105602BindingDB
TAR_EXP_001343ENSG00000114200BCHE590BindingDB, ChEMBL, NPASS
TAR_EXP_001360ENSG00000004700RECQL5965ChEMBL, NPASS
TAR_EXP_001429ENSG00000281877RPS6KA16195BindingDB, ChEMBL
TAR_EXP_001430ENSG00000071242RPS6KA26196BindingDB, ChEMBL
TAR_EXP_001431ENSG00000177189RPS6KA36197BindingDB, ChEMBL
TAR_EXP_001584ENSG00000165025SYK6850BindingDB, ChEMBL, NPASS
TAR_EXP_001618ENSG00000198900TOP17150ChEMBL
TAR_EXP_001619ENSG00000131747TOP2A7153ChEMBL, NPASS
TAR_EXP_001163ENSG00000167165UGT1A654578ChEMBL, NPASS
TAR_EXP_001230ENSG00000100030MAPK15594ChEMBL, NPASS
TAR_EXP_001621ENSG00000141510TP537157NPASS
TAR_EXP_001678ENSG00000158125XDH7498BindingDB, ChEMBL, NPASS
TAR_EXP_001753ENSG00000137752CASP1834NPASS
TAR_EXP_001764ENSG00000165806CASP7840NPASS
TAR_EXP_001795ENSG00000147082CCNB385417ChEMBL
TAR_EXP_001834ENSG00000176749CDK5R18851ChEMBL, NPASS
TAR_EXP_001845ENSG00000134057CCNB1891ChEMBL
TAR_EXP_001872ENSG00000157456CCNB29133ChEMBL, NPASS
TAR_EXP_001885ENSG00000178999AURKB9212BindingDB, ChEMBL
TAR_EXP_001906ENSG00000118777ABCG29429ChEMBL
TAR_EXP_001930ENSG00000170312CDK1983ChEMBL
TAR_EXP_001659ENSG00000277132UGT2B157366ChEMBL, NPASS
TAR_EXP_001206ENSG00000042088TDP155775ChEMBL, NPASS
TAR_EXP_001620ENSG00000077097TOP2B7155ChEMBL, NPASS
TAR_EXP_001168ENSG00000241635UGT1A154658ChEMBL, NPASS
TAR_EXP_001169ENSG00000288702UGT1A354659ChEMBL, NPASS
TAR_EXP_001167ENSG00000244474UGT1A454657ChEMBL, NPASS