IMPPAT Phytochemical information: 
5-hydroxy-2-(4-hydroxyphenyl)-8,9,9-trimethyl-3,8-dihydro-2H-furo[2,3-h]chromen-4-one
5-hydroxy-2-(4-hydroxyphenyl)-8,9,9-trimethyl-3,8-dihydro-2H-furo[2,3-h]chromen-4-one
Summary

SMILES: Oc1ccc(cc1)C1CC(=O)c2c(O1)c1c(cc2O)OC(C1(C)C)C
InChI: InChI=1S/C20H20O5/c1-10-20(2,3)18-16(24-10)9-14(23)17-13(22)8-15(25-19(17)18)11-4-6-12(21)7-5-11/h4-7,9-10,15,21,23H,8H2,1-3H3
InChIKey: KITUBOBTRYFYBY-UHFFFAOYSA-N
DeepSMILES: Occcccc6))CCC=O)ccO6)cccc6O)))OCC5C)C))C
Scaffold Graph/Node/Bond level: O=C1CC(c2ccccc2)Oc2c1ccc1c2CCO1
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2C1CCC1OCCC12
Scaffold Graph level: CC1CC(C2CCCCC2)CC2C1CCC1CCCC12
Functional groups: cO; cC(=O)C; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Flavans
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavanones
Synonymous chemical names:
Ugonin D, ugonin d
External chemical identifiers:
CID:CID_5315116; SureChEMBL:SCHEMBL19665249
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
5-hydroxy-2-(4-hydroxyphenyl)-8,9,9-trimethyl-3,8-dihydro-2H-furo[2,3-h]chromen-4-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 340.38
Log P RDKit 3.86
Topological polar surface area (Å2) RDKit 75.99
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 25
Number of heteroatoms RDKit 5
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.1
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.35
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
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-hydroxy-2-(4-hydroxyphenyl)-8,9,9-trimethyl-3,8-dihydro-2H-furo[2,3-h]chromen-4-one
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 0.824206
5-hydroxy-2-(4-hydroxyphenyl)-8,9,9-trimethyl-3,8-dihydro-2H-furo[2,3-h]chromen-4-one
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 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 0
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME Yes