Secondary metabolite: 4,4'-(Ethane-1,2-diyl)bis(2,3,6-trimethoxyphenol)



4,4'-(Ethane-1,2-diyl)bis(2,3,6-trimethoxyphenol)
Summary
Molecular formula: C20H26O8
SMILES: COc1cc(CCc2cc(OC)c(c(c2OC)OC)O)c(c(c1O)OC)OC
InChI: InChI=1S/C20H26O8/c1-23-13-9-11(17(25-3)19(27-5)15(13)21)7-8-12-10-14(24-2)16(22)20(28-6)18(12)26-4/h9-10,21-22H,7-8H2,1-6H3
InChIKey: ULIOCVSRDTXGQE-UHFFFAOYSA-N
Chemical classification
Kingdom: Organic compounds
Super class: Phenylpropanoids and polyketides
Class: Stilbenes
Synonymous chemical names:
4,4'-(ethane-1,2-diyl)bis(2,3,6-trimethoxyphenol)
Chemical structure download



4,4'-(Ethane-1,2-diyl)bis(2,3,6-trimethoxyphenol)
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 394.42
Log P RDKit 2.93
Topological polar surface area (Å2) RDKit 95.84
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 28
Number of heteroatoms RDKit 8
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 12
Number of sp3 hybridized carbon atoms RDKit 8
Fraction of sp3 hybridized carbon atoms (Fsp3) RDKit 0.4
Shape complexity RDKit 0.4
Number of rotatable bonds SwissADME 9
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



4,4'-(Ethane-1,2-diyl)bis(2,3,6-trimethoxyphenol)
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
Egan filter RDKit Good
Pfizer’s 3/75 filter RDKit Good
GSK 4/400 filter RDKit Good
Number of Leadlikeness violations SwissADME 2
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.67



4,4'-(Ethane-1,2-diyl)bis(2,3,6-trimethoxyphenol)
ADMET 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 No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.39
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME Yes
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No




Designed by R.P. Vivek-Ananth, M Karthikeyan and Ajaya Kumar Sahoo