IMPPAT Phytochemical information: 
9H-Xanthen-9-one, 4-(3-furanyl)-3,8-dihydroxy-1-methoxy-

9H-Xanthen-9-one, 4-(3-furanyl)-3,8-dihydroxy-1-methoxy-
Summary

SMILES: COc1cc(O)c(c2c1c(=O)c1c(o2)cccc1O)c1cocc1
InChI: InChI=1S/C18H12O6/c1-22-13-7-11(20)14(9-5-6-23-8-9)18-16(13)17(21)15-10(19)3-2-4-12(15)24-18/h2-8,19-20H,1H3
InChIKey: VXQWXISKYPXRLQ-UHFFFAOYSA-N
DeepSMILES: COcccO)ccc6c=O)cco6)cccc6O))))))))))ccocc5
Scaffold Graph/Node/Bond level: O=c1c2ccccc2oc2c(-c3ccoc3)cccc12
Scaffold Graph/Node level: OC1C2CCCCC2OC2C(C3CCOC3)CCCC12
Scaffold Graph level: CC1C2CCCCC2CC2C(C3CCCC3)CCCC12
Functional groups: cOC; cO; c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
ClassyFire Subclass: 1-benzopyrans
NP Classifier Biosynthetic pathway: Polyketides
NP Classifier Superclass: Xanthones
NP Classifier Class: Methyl xanthones
Synonymous chemical names:
9H-Xanthen-9-one, 4-(3-furanyl)-3,8-dihydroxy-1-methoxy-
External chemical identifiers:
CID:CID_5379008; FDASRS:K2PMZ8NK2D
Chemical structure download


9H-Xanthen-9-one, 4-(3-furanyl)-3,8-dihydroxy-1-methoxy-
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 324.29
Log P RDKit 3.63
Topological polar surface area (Å2) RDKit 93.04
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 24
Number of heteroatoms RDKit 6
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 17
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 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


9H-Xanthen-9-one, 4-(3-furanyl)-3,8-dihydroxy-1-methoxy-
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.546987


9H-Xanthen-9-one, 4-(3-furanyl)-3,8-dihydroxy-1-methoxy-
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 -5.81
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 Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No