IMPPAT Phytochemical information: 
Anisolactone
Anisolactone
Summary

SMILES: CC(=CCOc1c2ccoc2cc2c1ccc(=O)o2)CC1OC(=O)C(=C1)C
InChI: InChI=1S/C21H18O6/c1-12(9-14-10-13(2)21(23)26-14)5-7-25-20-15-3-4-19(22)27-18(15)11-17-16(20)6-8-24-17/h3-6,8,10-11,14H,7,9H2,1-2H3
InChIKey: CCBYKOUIUXULII-UHFFFAOYSA-N
DeepSMILES: CC=CCOccccoc5ccc9ccc=O)o6))))))))))))))))CCOC=O)C=C5)C
Scaffold Graph/Node/Bond level: O=C1C=CC(CC=CCOc2c3ccoc3cc3oc(=O)ccc23)O1
Scaffold Graph/Node level: OC1CCC(CCCCOC2C3CCOC3CC3OC(O)CCC32)O1
Scaffold Graph level: CC1CCC(CCCCCC2C3CCCC3CC3CC(C)CCC32)C1
Functional groups: CC=C(C)C; cOC; coc; c=O; CC1=CCOC1=O
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:
anisolactone
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Anisolactone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 366.37
Log P RDKit 4.13
Topological polar surface area (Å2) RDKit 78.88
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 27
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 1
Stereochemical complexity RDKit 0.05
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 16
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.24
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 2
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
Anisolactone
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 Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.383801
Anisolactone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Poorly soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.89
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No