IMPPAT Phytochemical information: 
7-Hydroxy-5,4'-dimethoxy-8-methylisoflavone 7-O-rhamnoside
7-Hydroxy-5,4'-dimethoxy-8-methylisoflavone 7-O-rhamnoside
Summary

SMILES: COc1cc(O[C@@H]2OC(C)[C@@H]([C@@H](C2O)O)O)c(c2c1c(=O)c(co2)c1ccc(cc1)OC)C
InChI: InChI=1S/C24H26O9/c1-11-16(33-24-22(28)21(27)19(25)12(2)32-24)9-17(30-4)18-20(26)15(10-31-23(11)18)13-5-7-14(29-3)8-6-13/h5-10,12,19,21-22,24-25,27-28H,1-4H3/t12?,19-,21-,22?,24-/m0/s1
InChIKey: FBUPXHQDNXCVLC-XMUKAOGYSA-N
DeepSMILES: COcccO[C@@H]OCC)[C@@H][C@@H]C6O))O))O))))))ccc6c=O)cco6))cccccc6))OC))))))))))C
Scaffold Graph/Node/Bond level: O=c1c(-c2ccccc2)coc2cc(OC3CCCCO3)ccc12
Scaffold Graph/Node level: OC1C(C2CCCCC2)COC2CC(OC3CCCCO3)CCC21
Scaffold Graph level: CC1C(C2CCCCC2)CCC2CC(CC3CCCCC3)CCC21
Functional groups: cOC; cO[C@@H](C)OC; CO; c=O; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Phenylpropanoids and polyketides
ClassyFire Class: Isoflavonoids
ClassyFire Subclass: Isoflavonoid O-glycosides
NP Classifier Biosynthetic pathway: Shikimates and Phenylpropanoids
NP Classifier Superclass: Isoflavonoids
NP Classifier Class: Isoflavones
Synonymous chemical names:
7-hydroxy-5,4'-dimethoxy-8-methylisoflavone-7-rhamnoside, 7-hydroxy 5,4'-dimethoxy-8-methylisoflavone-7-rhamnoside
External chemical identifiers:
CID:CID_44257328
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
7-Hydroxy-5,4'-dimethoxy-8-methylisoflavone 7-O-rhamnoside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 458.46
Log P RDKit 1.99
Topological polar surface area (Å2) RDKit 127.82
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 24
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.21
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 15
Number of sp3 hybridized carbon atoms RDKit 9
Shape complexity RDKit 0.38
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
7-Hydroxy-5,4'-dimethoxy-8-methylisoflavone 7-O-rhamnoside
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 Bad
Pfizer 3/75 rule RDKit Good
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.53
7-Hydroxy-5,4'-dimethoxy-8-methylisoflavone 7-O-rhamnoside
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME 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 -7.80
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