IMPPAT Phytochemical information: 
Oleuropein aglycone
Oleuropein aglycone
Summary

SMILES: COC(=O)C1=CO[C@H](/C(=C/C)/[C@@H]1CC(=O)OCCc1ccc(c(c1)O)O)O
InChI: InChI=1S/C19H22O8/c1-3-12-13(14(18(23)25-2)10-27-19(12)24)9-17(22)26-7-6-11-4-5-15(20)16(21)8-11/h3-5,8,10,13,19-21,24H,6-7,9H2,1-2H3/b12-3+/t13-,19+/m0/s1
InChIKey: BIWKXNFEOZXNLX-BBHIFXBUSA-N
DeepSMILES: COC=O)C=CO[C@H]/C=C/C))/[C@@H]6CC=O)OCCcccccc6)O))O))))))))))))O
Scaffold Graph/Node/Bond level: C=C1COC=CC1CC(=O)OCCc1ccccc1
Scaffold Graph/Node level: CC1COCCC1CC(O)OCCC1CCCCC1
Scaffold Graph level: CC(CCCC1CCCCC1)CC1CCCCC1C
Functional groups: C/C=C1\CC(C(=O)OC)=CO[C@H]1O; COC(C)=O; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Monoterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Secoiridoid monoterpenoids
Synonymous chemical names:
oleuropein aglycone
External chemical identifiers:
CID:CID_56842347; ChEMBL:CHEMBL4471855; ChEBI:CHEBI:139162; SureChEMBL:SCHEMBL12642033
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Oleuropein aglycone
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 378.38
Log P RDKit 1.54
Topological polar surface area (Å2) RDKit 122.52
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 27
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 2
Stereochemical complexity RDKit 0.11
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 12
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.37
Number of rotatable bonds RDKit 8
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 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 2
Oleuropein aglycone
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.387035
Oleuropein aglycone
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.56
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -7.79
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 3
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes
Oleuropein aglycone
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000269571ERBB2800
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.