IMPPAT Phytochemical information: 
Luteolin
Luteolin
Summary

SMILES: Oc1cc(O)c2c(c1)oc(cc2=O)c1ccc(c(c1)O)O
InChI: InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H
InChIKey: IQPNAANSBPBGFQ-UHFFFAOYSA-N
DeepSMILES: OcccO)ccc6)occc6=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: 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:
3',4',7,8-tetrahydroxyflavonoid, luteolin, luteolin glycoside, luteoline
External chemical identifiers:
CID:5280445; ChEMBL:CHEMBL151; ChEBI:15864; ZINC:ZINC000018185774; FDASRS:KUX1ZNC9J2; SureChEMBL:SCHEMBL20426; MolPort-000-706-683
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Luteolin
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
Luteolin
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 0.5106
Luteolin
ADMET 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 -6.25
Number of PAINS structural alerts SwissADME 1.0
Number of Brenk structural alerts SwissADME 1.0
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
Luteolin
Predicted human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000215832MAPK1700
ENSP00000216117HMOX1822
ENSP00000216639VRK1800
ENSP00000217244CSNK2A1701
ENSP00000217893TAF9800
ENSP00000237014TTR800
ENSP00000245907C3786
ENSP00000245919FOSB700
ENSP00000252818JUND700
ENSP00000257904CDK4800
ENSP00000260433CYP19A1800
ENSP00000260630CYP1B1847
ENSP00000261769CDH1800
ENSP00000262160SMAD2859
ENSP00000262506CSNK2A2701
ENSP00000263025MAPK3700
ENSP00000263056MAP3K8800
ENSP00000263341IL1B800
ENSP00000264657STAT3748
ENSP00000266970CDK2942
ENSP00000269305TP53828
ENSP00000269571ERBB2786
ENSP00000270202AKT1856
ENSP00000274026CCNA2856
ENSP00000275493EGFR869
ENSP00000276431TNFRSF10B800
ENSP00000277480LCN2800
ENSP00000286657ADAMTS3800
ENSP00000287820PPARG818
ENSP00000302239USP8800
ENSP00000302564BCL2L1841
ENSP00000302665IGF1800
ENSP00000303315JUNB700
ENSP00000304895IRS1800
ENSP00000306245FOS944
ENSP00000311032CASP3947
ENSP00000319814PCK1786
ENSP00000320147EZH2818
ENSP00000320171PKM726
ENSP00000327251NOS2784
ENSP00000329967TBK1700
ENSP00000330237CASP9700
ENSP00000335153HSP90AA1800
ENSP00000337459NOS1786
ENSP00000340089TLR5800
ENSP00000341189PTK2700
ENSP00000343925ESR2700
ENSP00000346839FN1800
ENSP00000352157MAPK10700
ENSP00000353483MAPK8951
ENSP00000354522TOP1846
ENSP00000354558MTOR823
ENSP00000355627AGT786
ENSP00000356975ADAMTS4800
ENSP00000358327CASP7700
ENSP00000360266JUN946
ENSP00000360689TNKS2800
ENSP00000361125VEGFA855
ENSP00000361405MMP9949
ENSP00000363089TLR4817
ENSP00000368880FOXO1817
ENSP00000368884RPS6KA3800
ENSP00000369050CYP1A1777
ENSP00000380252NFE2L2816
ENSP00000382342ABCC1714
ENSP00000389338MAPK9731
ENSP00000391826IGF2800
ENSP00000398124E2F5800
ENSP00000418532UGT1A3729
ENSP00000427015RPS6KA2786
ENSP00000435412RPS6KA1800
ENSP00000463999AURKB800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.