IMPPAT Phytochemical information: 
11,13-Epoxydehydrocostuslactone
11,13-Epoxydehydrocostuslactone
Summary

SMILES: C=C1CC[C@@H]2[C@H]1[C@H]1OC(=O)[C@]3([C@@H]1CCC2=C)CO3
InChI: InChI=1S/C15H18O3/c1-8-4-6-11-13(12-9(2)3-5-10(8)12)18-14(16)15(11)7-17-15/h10-13H,1-7H2/t10-,11+,12-,13-,15+/m0/s1
InChIKey: NJBCAHFQVWKXSX-WHRXGGIHSA-N
DeepSMILES: C=CCC[C@@H][C@H]5[C@H]OC=O)[C@][C@@H]5CCC%10=C)))))CO3
Scaffold Graph/Node/Bond level: C=C1CCC2C(OC(=O)C23CO3)C2C(=C)CCC12
Scaffold Graph/Node level: CC1CCC2C(OC(O)C23CO3)C2C(C)CCC12
Scaffold Graph level: CC1CCC2C(CC(C)C23CC3)C2C(C)CCC12
Functional groups: C=C(C)C; O=C1OCC[C@]12CO2
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Guaiane sesquiterpenoids
Synonymous chemical names:
11,13-epoxydehydrocostuslactone
External chemical identifiers:
CID:CID_100913930
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
11,13-Epoxydehydrocostuslactone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 246.31
Log P RDKit 2.23
Topological polar surface area (Å2) RDKit 38.83
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 18
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.33
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 10
Shape complexity RDKit 0.67
Number of rotatable bonds RDKit 0
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 4
11,13-Epoxydehydrocostuslactone
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 0.37
11,13-Epoxydehydrocostuslactone
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 -6.57
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