IMPPAT Phytochemical information: 
Epoxyisoacoragermacrone

Epoxyisoacoragermacrone
Summary

SMILES: C/C/1=C/C(=O)C(CCC2(C(CC1)O2)C)C(C)C
InChI: InChI=1S/C15H24O2/c1-10(2)12-7-8-15(4)14(17-15)6-5-11(3)9-13(12)16/h9-10,12,14H,5-8H2,1-4H3/b11-9-
InChIKey: NQZPAWDCWXLOCT-LUAWRHEFSA-N
DeepSMILES: C/C=C/C=O)CCCCCCC\%10))O3))C))))CC)C
Scaffold Graph/Node/Bond level: O=C1C=CCCC2OC2CCC1
Scaffold Graph/Node level: OC1CCCCC2OC2CCC1
Scaffold Graph level: CC1CCCCC2CC2CCC1
Functional groups: CC(=O)/C=C(/C)C; CC1OC1(C)C
Chemical classification

NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Germacrane sesquiterpenoids
Synonymous chemical names:
Epoxyisoacoragermacrone, epoxisoacoragermacrone, epoxyisoacoragermacrone
External chemical identifiers:
CID:CID_177420827
Chemical structure download


Epoxyisoacoragermacrone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 236.36
Log P RDKit 3.51
Topological polar surface area (Å2) RDKit 29.6
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 17
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 0.2
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 12
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 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2


Epoxyisoacoragermacrone
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 0.65


Epoxyisoacoragermacrone
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 -5.73
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