IMPPAT Phytochemical information: 
Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one

Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one
Summary

SMILES: O=C1CC(C)(C)C2C(C1)(C)OC(CC2)C
InChI: InChI=1S/C13H22O2/c1-9-5-6-11-12(2,3)7-10(14)8-13(11,4)15-9/h9,11H,5-8H2,1-4H3
InChIKey: VXIZSNZJQJVFMK-UHFFFAOYSA-N
DeepSMILES: O=CCCC)C)CCC6)C)OCCC6))C
Scaffold Graph/Node/Bond level: O=C1CCC2CCCOC2C1
Scaffold Graph/Node level: OC1CCC2CCCOC2C1
Scaffold Graph level: CC1CCC2CCCCC2C1
Functional groups: CC(=O)C; COC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Benzopyrans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Apocarotenoids
NP Classifier Class: Apocarotenoids (β-)
Synonymous chemical names:
1,3,7,7-tetramethyl-2-oxabicyclo- [4.4.0] decan-9-one
External chemical identifiers:
CID:CID_539850; ChEBI:CHEBI:174073
Chemical structure download


Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 210.32
Log P RDKit 2.95
Topological polar surface area (Å2) RDKit 26.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 13
Number of heavy atoms RDKit 15
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.23
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.92
Number of rotatable bonds RDKit 0
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


Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-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 0.61


Octahydro-2,5,5,8a-tetramethyl-7H-1-benzopyran-7-one
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.06
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
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