IMPPAT Phytochemical information: 
Mesuein
Mesuein
Summary

SMILES: OCC1OC(OC2C(C)OC(C(C2O)O)Oc2cc(cc(c2O)C)C2CC(=O)c3c(O2)cc(cc3O)O)C(C(C1O)O)O
InChI: InChI=1S/C28H34O15/c1-9-3-11(15-7-14(32)19-13(31)5-12(30)6-16(19)40-15)4-17(20(9)33)41-27-25(38)23(36)26(10(2)39-27)43-28-24(37)22(35)21(34)18(8-29)42-28/h3-6,10,15,18,21-31,33-38H,7-8H2,1-2H3
InChIKey: FQJQEELCDQKRAJ-UHFFFAOYSA-N
DeepSMILES: OCCOCOCCC)OCCC6O))O))Occcccc6O))C)))CCC=O)ccO6)cccc6O)))O)))))))))))))))))CCC6O))O))O
Scaffold Graph/Node/Bond level: O=C1CC(c2cccc(OC3CCC(OC4CCCCO4)CO3)c2)Oc2ccccc21
Scaffold Graph/Node level: OC1CC(C2CCCC(OC3CCC(OC4CCCCO4)CO3)C2)OC2CCCCC12
Scaffold Graph level: CC1CC(C2CCCC(CC3CCC(CC4CCCCC4)CC3)C2)CC2CCCCC12
Functional groups: CO; COC(OC)C; cO; cOC(C)OC; cC(=O)C; cOC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Flavonoids
ClassyFire Subclass: Flavonoid glycosides
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Flavonoids
NP Classifier Class: Flavanones
Synonymous chemical names:
mesuein, mesuein(5'-c-methylerodictyol-3'-o-β-d-galactopyranosyl(1→4)-α-l-rhamnopyranose)
External chemical identifiers:
CID:CID_42607965
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Mesuein
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 610.57
Log P RDKit -1.15
Topological polar surface area (Å2) RDKit 245.29
Number of hydrogen bond acceptors RDKit 15
Number of hydrogen bond donors RDKit 9
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 43
Number of heteroatoms RDKit 15
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.39
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 15
Shape complexity RDKit 0.54
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 2
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 2
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 2
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Mesuein
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.19
Mesuein
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.33
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 No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes