IMPPAT Phytochemical information: 
8-(2-Hydroxypropan-2-yl)furo[2,3-h]chromen-2-one
8-(2-Hydroxypropan-2-yl)furo[2,3-h]chromen-2-one
Summary

SMILES: O=c1ccc2c(o1)c1cc(oc1cc2)C(O)(C)C
InChI: InChI=1S/C14H12O4/c1-14(2,16)11-7-9-10(17-11)5-3-8-4-6-12(15)18-13(8)9/h3-7,16H,1-2H3
InChIKey: KDJVHSVOXOZBDR-UHFFFAOYSA-N
DeepSMILES: O=ccccco6)cccoc5cc9))))CO)C)C
Scaffold Graph/Node/Bond level: O=c1ccc2ccc3occc3c2o1
Scaffold Graph/Node level: OC1CCC2CCC3OCCC3C2O1
Scaffold Graph level: CC1CCC2CCC3CCCC3C2C1
Functional groups: c=O; coc; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Coumarins and derivatives
ClassyFire Subclass: Furanocoumarins
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
NP Classifier Class: Furocoumarins|Simple coumarins
Synonymous chemical names:
oroselol
External chemical identifiers:
CID:CID_160600; ZINC:ZINC000005357577; MolPort-019-936-899
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
8-(2-Hydroxypropan-2-yl)furo[2,3-h]chromen-2-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 244.25
Log P RDKit 2.77
Topological polar surface area (Å2) RDKit 63.58
Number of hydrogen bond acceptors RDKit 4
Number of hydrogen bond donors RDKit 1
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 11
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.21
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 2
Number of aromatic rings RDKit 3
Total number of rings RDKit 3
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 3
8-(2-Hydroxypropan-2-yl)furo[2,3-h]chromen-2-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 0.67
8-(2-Hydroxypropan-2-yl)furo[2,3-h]chromen-2-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 -6.45
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 No
P-glycoprotein substrate SwissADME No