IMPPAT Phytochemical information: 
(Z)-4-Methoxy-3,3',5,5'-tetrahydroxystilbene
(Z)-4-Methoxy-3,3',5,5'-tetrahydroxystilbene
Summary

SMILES: COc1c(O)cc(cc1O)/C=C\c1cc(O)cc(c1)O
InChI: InChI=1S/C15H14O5/c1-20-15-13(18)6-10(7-14(15)19)3-2-9-4-11(16)8-12(17)5-9/h2-8,16-19H,1H3/b3-2-
InChIKey: BKJYMZRGLINXRP-IHWYPQMZSA-N
DeepSMILES: COccO)cccc6O)))/C=C\cccO)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: cOC; cO; 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:
Cis-3,5,3',5'-tetrahydroxy-4-methoxy-stilbene, cis-3,5,3',5'-tetrahydroxy-4-methoxy-stilbene
External chemical identifiers:
CID:CID_13499471; ChEBI:CHEBI:174600
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
(Z)-4-Methoxy-3,3',5,5'-tetrahydroxystilbene
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 274.27
Log P RDKit 2.69
Topological polar surface area (Å2) RDKit 90.15
Number of hydrogen bond acceptors RDKit 5
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 15
Number of heavy atoms RDKit 20
Number of heteroatoms RDKit 5
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
(Z)-4-Methoxy-3,3',5,5'-tetrahydroxystilbene
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 Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.65
(Z)-4-Methoxy-3,3',5,5'-tetrahydroxystilbene
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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.03
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 1
CYP1A2 inhibitor SwissADME Yes
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No