IMPPAT Phytochemical information: 
5,4'-Dihydroxy-3,3'-dimethoxy-6,7-methylenedioxyflavone
5,4'-Dihydroxy-3,3'-dimethoxy-6,7-methylenedioxyflavone
Summary

SMILES: COc1c(oc2c(c1=O)c(O)c1c(c2)OCO1)c1ccc(c(c1)OC)O
InChI: InChI=1S/C18H14O8/c1-22-10-5-8(3-4-9(10)19)16-18(23-2)15(21)13-11(26-16)6-12-17(14(13)20)25-7-24-12/h3-6,19-20H,7H2,1-2H3
InChIKey: QDUQFPNXGXDSQJ-UHFFFAOYSA-N
DeepSMILES: COccoccc6=O))cO)ccc6)OCO5)))))))))cccccc6)OC)))O
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccccc2)oc2cc3c(cc12)OCO3
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2CC3OCOC3CC12
Scaffold Graph level: CC1CC(C2CCCCC2)CC2CC3CCCC3CC12
Functional groups: cOC; coc; c=O; cO; c1cOCO1
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: Flavonols
Synonymous chemical names:
5,4'-dihydroxy-3,3'-dimethoxy-6,7-methylenedioxyflavone
External chemical identifiers:
CID:CID_44259873; ChEBI:CHEBI:140081; ZINC:ZINC000014436923; SureChEMBL:SCHEMBL1114843
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
5,4'-Dihydroxy-3,3'-dimethoxy-6,7-methylenedioxyflavone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 358.3
Log P RDKit 2.62
Topological polar surface area (Å2) RDKit 107.59
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 8
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 3
Shape complexity RDKit 0.17
Number of rotatable bonds RDKit 3
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 4
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 4
5,4'-Dihydroxy-3,3'-dimethoxy-6,7-methylenedioxyflavone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 RDKit Passed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
Veber rule RDKit Good
Egan rule RDKit Good
GSK 4/400 rule RDKit Good
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.74
5,4'-Dihydroxy-3,3'-dimethoxy-6,7-methylenedioxyflavone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately 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 -6.36
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No