IMPPAT Phytochemical information: 
6-Methoxyflavone

6-Methoxyflavone
Summary

SMILES: COc1ccc2c(c1)c(=O)cc(o2)c1ccccc1
InChI: InChI=1S/C16H12O3/c1-18-12-7-8-15-13(9-12)14(17)10-16(19-15)11-5-3-2-4-6-11/h2-10H,1H3
InChIKey: XZQLSABETMKIGG-UHFFFAOYSA-N
DeepSMILES: COcccccc6)c=O)cco6)cccccc6
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccccc2)oc2ccccc12
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCCCC2)CC2CCCCC12
Functional groups: cOC; coc; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: O-methylated flavonoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavones
Synonymous chemical names:
6-methoxyflavone, 6-methoxy-flavones
External chemical identifiers:
CID:CID_147157; ChEMBL:CHEMBL137586; ZINC:ZINC000000057751; FDASRS:QAX7R06N2Q; SureChEMBL:SCHEMBL312059; MolPort-000-676-258
Chemical structure download


6-Methoxyflavone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 252.27
Log P RDKit 3.47
Topological polar surface area (Å2) RDKit 39.44
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 3
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 1
Shape complexity RDKit 0.06
Number of rotatable bonds RDKit 2
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


6-Methoxyflavone
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.700686


6-Methoxyflavone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.03
Number of PAINS structural alerts SwissADME 0.0
Number of Brenk structural alerts SwissADME 0.0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No


6-Methoxyflavone
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_001812ENSG00000173273TNKS8658ChEMBL
TAR_EXP_000276ENSG00000272532CYP2D61565ChEMBL
TAR_EXP_000278ENSG00000197446CYP2F11572ChEMBL
TAR_EXP_000279ENSG00000134716CYP2J21573ChEMBL
TAR_EXP_000280ENSG00000160868CYP3A41576ChEMBL
TAR_EXP_000281ENSG00000106258CYP3A51577ChEMBL
TAR_EXP_000282ENSG00000187048CYP4A111579ChEMBL
TAR_EXP_000283ENSG00000142973CYP4B11580ChEMBL
TAR_EXP_000623ENSG00000162365CYP4A22284541ChEMBL
TAR_EXP_000645ENSG00000113580NR3C12908ChEMBL
TAR_EXP_000665ENSG00000167600CYP2S129785ChEMBL
TAR_EXP_000773ENSG00000169083AR367ChEMBL
TAR_EXP_001106ENSG00000085563ABCB15243ChEMBL
TAR_EXP_001176ENSG00000073067CYP2W154905ChEMBL
TAR_EXP_001500ENSG00000021461CYP3A4364816ChEMBL
TAR_EXP_001791ENSG00000186115CYP4F28529ChEMBL
TAR_EXP_001906ENSG00000118777ABCG29429BindingDB, ChEMBL
TAR_EXP_000277ENSG00000130649CYP2E11571ChEMBL
TAR_EXP_000275ENSG00000108242CYP2C181562ChEMBL
TAR_EXP_000840ENSG00000186529CYP4F34051ChEMBL
TAR_EXP_000170ENSG00000186104CYP2R1120227ChEMBL
TAR_EXP_000272ENSG00000138115CYP2C81558ChEMBL
TAR_EXP_000271ENSG00000165841CYP2C191557ChEMBL
TAR_EXP_000270ENSG00000197408CYP2B61555ChEMBL
TAR_EXP_000269ENSG00000197838CYP2A131553ChEMBL
TAR_EXP_000266ENSG00000198077CYP2A71549ChEMBL
TAR_EXP_000265ENSG00000255974CYP2A61548ChEMBL
TAR_EXP_000264ENSG00000138061CYP1B11545ChEMBL
TAR_EXP_000263ENSG00000140505CYP1A21544ChEMBL
TAR_EXP_000262ENSG00000140465CYP1A11543ChEMBL
TAR_EXP_000273ENSG00000138109CYP2C91559ChEMBL
TAR_EXP_000143ENSG00000155016CYP2U1113612ChEMBL
TAR_EXP_000128ENSG00000186526CYP4F811283ChEMBL
TAR_EXP_000018ENSG00000282301CYP3A7-CYP3A51P100861540ChEMBL