IMPPAT Phytochemical information: 
2-[(Z)-but-2-enyl]-3-methyl-6-oxabicyclo[3.2.0]hept-2-en-7-one
2-[(Z)-but-2-enyl]-3-methyl-6-oxabicyclo[3.2.0]hept-2-en-7-one
Summary

SMILES: CC1=C(C/C=C\C)C2C(C1)OC2=O
InChI: InChI=1S/C11H14O2/c1-3-4-5-8-7(2)6-9-10(8)11(12)13-9/h3-4,9-10H,5-6H2,1-2H3/b4-3-
InChIKey: ZYOIERVDBAKXBR-ARJAWSKDSA-N
DeepSMILES: CC=CC/C=C\C))))CCC5)OC4=O
Scaffold Graph/Node/Bond level: O=C1OC2CC=CC12
Scaffold Graph/Node level: OC1OC2CCCC12
Scaffold Graph level: CC1CC2CCCC12
Functional groups: CC(=C(C)C)C; C/C=C\C; O=C1CCO1
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Lactones
ClassyFire Subclass: Beta propiolactones
Synonymous chemical names:
gamma-jasmolactone
External chemical identifiers:
CID:CID_90477594
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-[(Z)-but-2-enyl]-3-methyl-6-oxabicyclo[3.2.0]hept-2-en-7-one
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 178.23
Log P RDKit 2.21
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 11
Number of heavy atoms RDKit 13
Number of heteroatoms RDKit 2
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.18
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 6
Shape complexity RDKit 0.55
Number of rotatable bonds RDKit 2
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 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
2-[(Z)-but-2-enyl]-3-methyl-6-oxabicyclo[3.2.0]hept-2-en-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 0.48
2-[(Z)-but-2-enyl]-3-methyl-6-oxabicyclo[3.2.0]hept-2-en-7-one
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 -6.29
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