IMPPAT Phytochemical information: 
1,3,3-Trimethyl-2-oxabicyclo[2.2.2]oct-5-ene
1,3,3-Trimethyl-2-oxabicyclo[2.2.2]oct-5-ene
Summary

SMILES: CC12CCC(C=C1)C(O2)(C)C
InChI: InChI=1S/C10H16O/c1-9(2)8-4-6-10(3,11-9)7-5-8/h4,6,8H,5,7H2,1-3H3
InChIKey: LOOYOTLEOHYYOV-UHFFFAOYSA-N
DeepSMILES: CCCCCC=C6))CO6)C)C
Scaffold Graph/Node/Bond level: C1=CC2CCC1CO2
Scaffold Graph/Node level: C1CC2CCC1CO2
Scaffold Graph level: C1CC2CCC1CC2
Functional groups: COC; CC=CC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Pyrans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Menthane monoterpenoids|Monocyclic monoterpenoids
Synonymous chemical names:
2,3dehydro-1,8-cineole, 1,3,3-Trimethyl-2-oxabicyclo[2.2.2]oct-5-ene, 2,3dehydro-1,8 cineole, dehydro-1,8 -cineole, Dehydro-1,8-cineole, 1,8-dehydro cineol, 1,8-dihydro-cineole, 2,3-dehydro- 1,8-cineole, 1,8-epoxy-p-menth-2-ene, dehydro 1,8-cineole, dehydro- 1,8-cineole, 2,3-dihydro-1,8-cineole, dehydrocineole, 2,3-dehydro-1,8-cineole, 2.3-dehydro-1.8-cineole, dehydro-1,8-cineol, dehydro-1,8-cineole
External chemical identifiers:
CID:CID_523035; ChEBI:CHEBI:167365
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
1,3,3-Trimethyl-2-oxabicyclo[2.2.2]oct-5-ene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 152.24
Log P RDKit 2.52
Topological polar surface area (Å2) RDKit 9.23
Number of hydrogen bond acceptors RDKit 1
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 10
Number of heavy atoms RDKit 11
Number of heteroatoms RDKit 1
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.2
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 0
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
1,3,3-Trimethyl-2-oxabicyclo[2.2.2]oct-5-ene
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 1
Ghose rule RDKit Failed
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 0.48
1,3,3-Trimethyl-2-oxabicyclo[2.2.2]oct-5-ene
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 -5.89
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
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