IMPPAT Phytochemical information: 
5-Isopropenyl-2-methyl-7-oxabicyclo[4.1.0]heptan-2-ol
5-Isopropenyl-2-methyl-7-oxabicyclo[4.1.0]heptan-2-ol
Summary

SMILES: CC(=C)C1CCC(C2C1O2)(C)O
InChI: InChI=1S/C10H16O2/c1-6(2)7-4-5-10(3,11)9-8(7)12-9/h7-9,11H,1,4-5H2,2-3H3
InChIKey: FTJQTJQRGHNPSV-UHFFFAOYSA-N
DeepSMILES: CC=C)CCCCCC6O3)))C)O
Scaffold Graph/Node/Bond level: C1CCC2OC2C1
Scaffold Graph/Node level: C1CCC2OC2C1
Scaffold Graph level: C1CCC2CC2C1
Functional groups: C=C(C)C; CC1OC1C; CO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Monoterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Menthane monoterpenoids
Synonymous chemical names:
5-Isopropenyl-2-methyl-7-oxabicyclo[4.1.0]heptan-2-ol
External chemical identifiers:
CID:CID_565280
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
5-Isopropenyl-2-methyl-7-oxabicyclo[4.1.0]heptan-2-ol
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 168.24
Log P RDKit 1.49
Topological polar surface area (Å2) RDKit 32.76
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 12
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 4
Stereochemical complexity RDKit 0.4
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.8
Number of rotatable bonds RDKit 1
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 2
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 2
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
5-Isopropenyl-2-methyl-7-oxabicyclo[4.1.0]heptan-2-ol
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 0.475041
5-Isopropenyl-2-methyl-7-oxabicyclo[4.1.0]heptan-2-ol
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.22
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No