IMPPAT Phytochemical information: 
Isorhamnetin 5-glucoside
Isorhamnetin 5-glucoside
Summary

SMILES: CCC1O[C@@H](Oc2cc(O)cc3c2c(=O)c(c(o3)c2ccc(c(c2)OC)O)O)C([C@H]([C@@H]1O)O)O
InChI: InChI=1S/C23H24O11/c1-3-12-17(26)19(28)21(30)23(33-12)34-15-8-10(24)7-14-16(15)18(27)20(29)22(32-14)9-4-5-11(25)13(6-9)31-2/h4-8,12,17,19,21,23-26,28-30H,3H2,1-2H3/t12?,17-,19+,21?,23+/m1/s1
InChIKey: KOMHZTUOBVVDPX-JDVMTWNBSA-N
DeepSMILES: CCCO[C@@H]OcccO)ccc6c=O)cco6)cccccc6)OC)))O))))))O))))))))))C[C@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccccc2)oc2cccc(OC3CCCCO3)c12
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2CCCC(OC3CCCCO3)C12
Scaffold Graph level: CC1CC(C2CCCCC2)CC2CCCC(CC3CCCCC3)C12
Functional groups: CO; cO[C@@H](C)OC; cO; c=O; coc; 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: Flavonols
Synonymous chemical names:
isorhamnetin -5-glucoside
External chemical identifiers:
CID:CID_44259378
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Isorhamnetin 5-glucoside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 476.43
Log P RDKit 1.18
Topological polar surface area (Å2) RDKit 179.28
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 23
Number of heavy atoms RDKit 34
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 0.22
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 8
Shape complexity RDKit 0.35
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 2
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 3
Total number of rings RDKit 4
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 4
Isorhamnetin 5-glucoside
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 0
Ghose rule RDKit Passed
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 0.31
Isorhamnetin 5-glucoside
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 -8.38
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 Yes