IMPPAT Phytochemical information: 
7-Epi-10,11-epoxy-ar-curcumen-15-al

7-Epi-10,11-epoxy-ar-curcumen-15-al
Summary

SMILES: O=Cc1ccc(cc1)[C@H](CCC1OC1(C)C)C
InChI: InChI=1S/C15H20O2/c1-11(4-9-14-15(2,3)17-14)13-7-5-12(10-16)6-8-13/h5-8,10-11,14H,4,9H2,1-3H3/t11-,14?/m0/s1
InChIKey: NLFRNGVJOBYJLR-ZSOXZCCMSA-N
DeepSMILES: O=Ccccccc6))[C@H]CCCOC3C)C))))))C
Scaffold Graph/Node/Bond level: c1ccc(CCCC2CO2)cc1
Scaffold Graph/Node level: C1CCC(CCCC2CO2)CC1
Scaffold Graph level: C1CCC(CCCC2CC2)CC1
Functional groups: cC=O; CC1OC1(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Sesquiterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Bisabolane sesquiterpenoids
Synonymous chemical names:
10,11-epi- or 7-epi-10,11-epoxy-ar-curcumen-15-al
External chemical identifiers:
CID:CID_91747474
Chemical structure download


7-Epi-10,11-epoxy-ar-curcumen-15-al
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 232.32
Log P RDKit 3.56
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 2
Stereochemical complexity RDKit 0.13
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 7
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.53
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
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


7-Epi-10,11-epoxy-ar-curcumen-15-al
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 0.57


7-Epi-10,11-epoxy-ar-curcumen-15-al
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME Yes
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -5.59
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 Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No