IMPPAT Phytochemical information: 
Pterostilbene
Pterostilbene
Summary

SMILES: COc1cc(/C=C/c2ccc(cc2)O)cc(c1)OC
InChI: InChI=1S/C16H16O3/c1-18-15-9-13(10-16(11-15)19-2)4-3-12-5-7-14(17)8-6-12/h3-11,17H,1-2H3/b4-3+
InChIKey: VLEUZFDZJKSGMX-ONEGZZNKSA-N
DeepSMILES: COccc/C=C/cccccc6))O)))))))ccc6)OC
Scaffold Graph/Node/Bond level: C(=Cc1ccccc1)c1ccccc1
Scaffold Graph/Node level: C1CCC(CCC2CCCCC2)CC1
Scaffold Graph level: C1CCC(CCC2CCCCC2)CC1
Functional groups: cOC; c/C=C/c; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Stilbenes
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Stilbenoids
NP Classifier Class: Monomeric stilbenes
Synonymous chemical names:
pterostilbene, Pterostilbene, trans-pterostilbene
External chemical identifiers:
CID:CID_5281727; ChEMBL:CHEMBL83527; ChEBI:CHEBI:8630; ZINC:ZINC000000899213; FDASRS:26R60S6A5I; SureChEMBL:SCHEMBL20063; MolPort-000-881-877
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Pterostilbene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 256.3
Log P RDKit 3.58
Topological polar surface area (Å2) RDKit 38.69
Number of hydrogen bond acceptors RDKit 3
Number of hydrogen bond donors RDKit 1
Number of carbon atoms RDKit 16
Number of heavy atoms RDKit 19
Number of heteroatoms RDKit 3
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 14
Number of sp3 hybridized carbon atoms RDKit 2
Shape complexity RDKit 0.12
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
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
Pterostilbene
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 Bad
GSK 4/400 filter RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.849668
Pterostilbene
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately 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 -5.18
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME Yes
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No
Pterostilbene
Human target proteins
Protein identifierHGNC symbolCombined score from STITCH database
ENSP00000330237CASP9700
ENSP00000311032CASP3724
ENSP00000307235EIF2AK3700
ENSP00000353483MAPK8700
ENSP00000264657STAT3700
ENSP00000418532UGT1A3700
ENSP00000215832MAPK1700
ENSP00000258743IL6800
ENSP00000349577PRODH815
ENSP00000304845UGT1A1700
ENSP00000263025MAPK3700
ENSP00000270202AKT1727
ENSP00000356022SOD2700
ENSP00000361405MMP9700
ENSP00000212015SIRT1819
ENSP00000361850PLAU800
ENSP00000417229EIF2A700
ENSP00000285930AKR1B1800
ENSP00000389338MAPK9700
ENSP00000388566CASP4700
ENSP00000371067JAK2700
ENSP00000380252NFE2L2700
The human target proteins were predicted using STITCH, a database of Chemical-Protein interaction networks.