IMPPAT Phytochemical information: 
Pinosylvin methyl ether
Pinosylvin methyl ether
Summary

SMILES: COc1cc(/C=C/c2ccccc2)cc(c1)O
InChI: InChI=1S/C15H14O2/c1-17-15-10-13(9-14(16)11-15)8-7-12-5-3-2-4-6-12/h2-11,16H,1H3/b8-7+
InChIKey: JVIXPWIEOVZVJC-BQYQJAHWSA-N
DeepSMILES: COccc/C=C/cccccc6))))))))ccc6)O
Scaffold Graph/Node/Bond level: C(=Cc1ccccc1)c1ccccc1
Scaffold Graph/Node level: C1CCC(CCC2CCCCC2)CC1
Scaffold Graph level: C1CCC(CCC2CCCCC2)CC1
Functional groups: cO; cOC; c/C=C/c
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:
3-hydroxy-5-methoxystilbene, pinosylvin monomethyl ether
External chemical identifiers:
CID:CID_5281719; ChEMBL:CHEMBL186366; ChEBI:CHEBI:8227; ZINC:ZINC000000899172; SureChEMBL:SCHEMBL1650247; MolPort-000-881-539
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Pinosylvin methyl ether
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 226.28
Log P RDKit 3.57
Topological polar surface area (Å2) RDKit 29.46
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 1
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 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 1
Shape complexity RDKit 0.07
Number of rotatable bonds RDKit 3
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
Pinosylvin methyl ether
Drug-likeness
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 0.810559
Pinosylvin methyl ether
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 -4.98
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
Pinosylvin methyl ether
Phytochemical - Human target proteins supported by experimental evidence associations
Human target proteins supported by experimental evidence
IMPPAT target identifierGene identifierHGNC symbolEntrez Gene identifierSource
TAR_EXP_001670ENSG00000196689TRPV17442BindingDB, ChEMBL, NPASS
TAR_EXP_001857ENSG00000104321TRPA18989ChEMBL, NPASS
TAR_EXP_001868ENSG00000036672USP29099NPASS
TAR_EXP_001621ENSG00000141510TP537157NPASS
TAR_EXP_001663ENSG00000162607USP17398NPASS
TAR_EXP_001557ENSG00000012048BRCA1672NPASS
TAR_EXP_000280ENSG00000160868CYP3A41576NPASS
TAR_EXP_000676ENSG00000072506HSD17B103028ChEMBL, NPASS
TAR_EXP_000747ENSG00000138413IDH13417NPASS
TAR_EXP_000616ENSG00000111700SLCO1B328234ChEMBL, NPASS
TAR_EXP_000614ENSG00000087460GNAS2778NPASS
TAR_EXP_000819ENSG00000235268KDM4E390245NPASS
TAR_EXP_000853ENSG00000276155MAPT4137NPASS
TAR_EXP_000880ENSG00000118058KMT2A4297NPASS
TAR_EXP_001031ENSG00000112312GMNN51053NPASS
TAR_EXP_001206ENSG00000042088TDP155775NPASS
TAR_EXP_000604ENSG00000112164GLP1R2740NPASS
TAR_EXP_000411ENSG00000165092ALDH1A1216NPASS
TAR_EXP_000061ENSG00000134538SLCO1B110599NPASS
TAR_EXP_001300ENSG00000160801PTH1R5745NPASS
TAR_EXP_001547ENSG00000275349SMN16606NPASS
TAR_EXP_000701ENSG00000164120HPGD3248NPASS
TAR_EXP_001551ENSG00000145335SNCA6622NPASS