IMPPAT Phytochemical information: 
8-p-Hydroxybenzylisovitexin
8-p-Hydroxybenzylisovitexin
Summary

SMILES: OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)c1c(O)c(Cc2ccc(cc2)O)c2c(c1O)c(=O)cc(o2)c1ccc(cc1)O
InChI: InChI=1S/C28H26O11/c29-11-19-23(34)25(36)26(37)28(39-19)21-22(33)16(9-12-1-5-14(30)6-2-12)27-20(24(21)35)17(32)10-18(38-27)13-3-7-15(31)8-4-13/h1-8,10,19,23,25-26,28-31,33-37H,9,11H2/t19-,23-,25+,26-,28+/m1/s1
InChIKey: QSEKYEYPJACWFH-JVOWPQRDSA-N
DeepSMILES: OC[C@H]O[C@H][C@@H][C@H][C@@H]6O))O))O))ccO)cCcccccc6))O))))))ccc6O))c=O)cco6)cccccc6))O
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccccc2)oc2c(Cc3ccccc3)cc(C3CCCCO3)cc12
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2C(CC3CCCCC3)CC(C3CCCCO3)CC12
Scaffold Graph level: CC1CC(C2CCCCC2)CC2C(CC3CCCCC3)CC(C3CCCCC3)CC12
Functional groups: CO; COC; cO; c=O; 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: Flavones
Synonymous chemical names:
8-c-p-hydroxybenzoylisovitexin
External chemical identifiers:
CID:CID_102446088; ZINC:ZINC000238766073
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
8-p-Hydroxybenzylisovitexin
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 538.51
Log P RDKit 1.39
Topological polar surface area (Å2) RDKit 201.28
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 28
Number of heavy atoms RDKit 39
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.18
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 21
Number of sp3 hybridized carbon atoms RDKit 7
Shape complexity RDKit 0.25
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 1
Number of aromatic carbocycles RDKit 3
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 4
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 1
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
8-p-Hydroxybenzylisovitexin
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 2
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 0.18
8-p-Hydroxybenzylisovitexin
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.33
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 Yes
P-glycoprotein substrate SwissADME No