IMPPAT Phytochemical information: 
3,3',4-tri-O-methylflavellagic acid
3,3',4-tri-O-methylflavellagic acid
Summary

SMILES: COc1c(OC)c(O)c2c3c1oc(=O)c1c3c(oc2=O)c(c(c1)O)OC
InChI: InChI=1S/C17H12O9/c1-22-11-6(18)4-5-7-8-9(17(21)26-12(7)11)10(19)14(23-2)15(24-3)13(8)25-16(5)20/h4,18-19H,1-3H3
InChIKey: BLICLJSLKJVPKA-UHFFFAOYSA-N
DeepSMILES: COccOC))cO)ccc6oc=O)cc6coc%10=O)))ccc6)O))OC
Scaffold Graph/Node/Bond level: O=c1oc2cccc3c(=O)oc4cccc1c4c23
Scaffold Graph/Node level: OC1OC2CCCC3C(O)OC4CCCC1C4C23
Scaffold Graph level: CC1CC2CCCC3C(C)CC4CCCC1C4C23
Functional groups: cOC; cO; coc; c=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Tannins
ClassyFire Subclass: Hydrolyzable tannins
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
Synonymous chemical names:
3,3',4-tri-o-methylflavellagic-acid, 3,3',4-tri-o-methylflavellagic acid
External chemical identifiers:
CID:CID_14412544; ChEMBL:CHEMBL509184; ZINC:ZINC000015216480
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
3,3',4-tri-O-methylflavellagic acid
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 360.27
Log P RDKit 1.93
Topological polar surface area (Å2) RDKit 128.57
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 17
Number of heavy atoms RDKit 26
Number of heteroatoms RDKit 9
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 14
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.18
Number of rotatable bonds RDKit 3
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 2
Number of aromatic rings RDKit 4
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
3,3',4-tri-O-methylflavellagic acid
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 0.41568
3,3',4-tri-O-methylflavellagic acid
ADME 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 -6.88
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No