IMPPAT Phytochemical information: 
Anacarduflavanone
Anacarduflavanone
Summary

SMILES: COc1cc2O[C@@H](CC(=O)c2c(c1)O)c1cc(OC)c(c(c1)c1c(OC)cc(c2c1O[C@@H](CC2=O)c1ccc2c(c1)OCO2)O)OC
InChI: InChI=1S/C35H30O12/c1-40-18-10-20(36)32-21(37)12-26(46-29(32)11-18)17-7-19(34(43-4)30(9-17)42-3)31-28(41-2)14-23(39)33-22(38)13-25(47-35(31)33)16-5-6-24-27(8-16)45-15-44-24/h5-11,14,25-26,36,39H,12-13,15H2,1-4H3/t25-,26-/m0/s1
InChIKey: ONKQPAHVZHQPKC-UIOOFZCWSA-N
DeepSMILES: COcccO[C@@H]CC=O)c6cc%10)O)))))cccOC))ccc6)ccOC))cccc6O[C@@H]CC6=O)))cccccc6)OCO5))))))))))))O))))))OC
Scaffold Graph/Node/Bond level: O=C1CC(c2cccc(-c3cccc4c3OC(c3ccc5c(c3)OCO5)CC4=O)c2)Oc2ccccc21
Scaffold Graph/Node level: OC1CC(C2CCCC(C3CCCC4C(O)CC(C5CCC6OCOC6C5)OC43)C2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCCC(C3CCCC4C(C)CC(C5CCC6CCCC6C5)CC43)C2)CC2CCCCC12
Functional groups: cOC; cC(=O)C; c1cOCO1; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Biflavonoids and polyflavonoids
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavanones
Synonymous chemical names:
anacarduflavanone
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Anacarduflavanone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 642.61
Log P RDKit 5.94
Topological polar surface area (Å2) RDKit 148.44
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 35
Number of heavy atoms RDKit 47
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.06
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 26
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.26
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 4
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 4
Total number of rings RDKit 7
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 7
Anacarduflavanone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.25
Anacarduflavanone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -6.24
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes