IMPPAT Phytochemical information: 
2H,10H-[1,3]Dioxolo[4,5-B]xanthen-10-one
2H,10H-[1,3]Dioxolo[4,5-B]xanthen-10-one
Summary

SMILES: O=c1c2cc3OCOc3cc2oc2c1cccc2
InChI: InChI=1S/C14H8O4/c15-14-8-3-1-2-4-10(8)18-11-6-13-12(5-9(11)14)16-7-17-13/h1-6H,7H2
InChIKey: FOINFNBKTYKBJH-UHFFFAOYSA-N
DeepSMILES: O=ccccOCOc5cc9occ%13cccc6
Scaffold Graph/Node/Bond level: O=c1c2ccccc2oc2cc3c(cc12)OCO3
Scaffold Graph/Node level: OC1C2CCCCC2OC2CC3OCOC3CC21
Scaffold Graph level: CC1C2CCCCC2CC2CC3CCCC3CC21
Functional groups: c=O; c1cOCO1; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Xanthones
NP Classifier Class: Plant xanthones
Synonymous chemical names:
2,3-methylenedioxyxanthone, 2,3-methylenedioxy-xanthone, 2,3-methylenedioxyxanthones
External chemical identifiers:
CID:CID_14189052; SureChEMBL:SCHEMBL12608762
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2H,10H-[1,3]Dioxolo[4,5-B]xanthen-10-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 240.21
Log P RDKit 2.67
Topological polar surface area (Å2) RDKit 48.67
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 14
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 4
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 13
Number of sp3 hybridized carbon atoms RDKit 1
Shape complexity RDKit 0.07
Number of rotatable bonds RDKit 0
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
2H,10H-[1,3]Dioxolo[4,5-B]xanthen-10-one
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.57
2H,10H-[1,3]Dioxolo[4,5-B]xanthen-10-one
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 Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.49
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No