IMPPAT Phytochemical information: 
7,11-Dihydroxy-2,2-dimethylisochromeno[3,4-f]chromen-6-one
7,11-Dihydroxy-2,2-dimethylisochromeno[3,4-f]chromen-6-one
Summary

SMILES: Oc1cc2OC(C)(C)C=Cc2c2c1c1cccc(c1c(=O)o2)O
InChI: InChI=1S/C18H14O5/c1-18(2)7-6-9-13(23-18)8-12(20)14-10-4-3-5-11(19)15(10)17(21)22-16(9)14/h3-8,19-20H,1-2H3
InChIKey: OMSIAYZTDAHRCK-UHFFFAOYSA-N
DeepSMILES: OcccOCC)C)C=Cc6cc%10cccccc6c=O)o%10)))O
Scaffold Graph/Node/Bond level: O=c1oc2c3c(ccc2c2ccccc12)OCC=C3
Scaffold Graph/Node level: OC1OC2C3CCCOC3CCC2C2CCCCC12
Scaffold Graph level: CC1CC2C3CCCCC3CCC2C2CCCCC12
Functional groups: cO; cOC; cC=CC; c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Coumarins and derivatives
ClassyFire Subclass: Pyranocoumarins
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Coumarins
NP Classifier Class: Pyranocoumarins
Synonymous chemical names:
sarolactone(2,2-dimethyl-3',7-dihydroxy-6-phenyl-2',5-chromenecarbolactone, Sarolactone, sarolactone
External chemical identifiers:
CID:CID_5388708; ZINC:ZINC000005734354
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
7,11-Dihydroxy-2,2-dimethylisochromeno[3,4-f]chromen-6-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 310.31
Log P RDKit 3.54
Topological polar surface area (Å2) RDKit 79.9
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 18
Number of heavy atoms RDKit 23
Number of heteroatoms RDKit 5
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 15
Number of sp3 hybridized carbon atoms RDKit 3
Shape complexity RDKit 0.17
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
7,11-Dihydroxy-2,2-dimethylisochromeno[3,4-f]chromen-6-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 0.49
7,11-Dihydroxy-2,2-dimethylisochromeno[3,4-f]chromen-6-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 No
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 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No