IMPPAT Phytochemical information: 
Isoscutellarein 8-glucuronide
Isoscutellarein 8-glucuronide
Summary

SMILES: Oc1ccc(cc1)c1cc(=O)c2c(o1)c(O[C@@H]1OC(C(=O)O)[C@H]([C@@H](C1O)O)O)c(cc2O)O
InChI: InChI=1S/C21H18O12/c22-8-3-1-7(2-4-8)12-6-10(24)13-9(23)5-11(25)17(18(13)31-12)32-21-16(28)14(26)15(27)19(33-21)20(29)30/h1-6,14-16,19,21-23,25-28H,(H,29,30)/t14-,15-,16?,19?,21+/m0/s1
InChIKey: FBDUYUDFMFZSDJ-ZGZLJJHASA-N
DeepSMILES: Occcccc6))ccc=O)cco6)cO[C@@H]OCC=O)O))[C@H][C@@H]C6O))O))O))))))ccc6O)))O
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccccc2)oc2c(OC3CCCCO3)cccc12
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2C(OC3CCCCO3)CCCC12
Scaffold Graph level: CC1CC(C2CCCCC2)CC2C(CC3CCCCC3)CCCC12
Functional groups: cO; c=O; coc; cO[C@@H](C)OC; CC(=O)O; CO
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:
isoscutellarein-8-glucuronide
External chemical identifiers:
CID:CID_44258568
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Isoscutellarein 8-glucuronide
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 462.36
Log P RDKit -0.15
Topological polar surface area (Å2) RDKit 207.35
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 7
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 33
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 5
Stereochemical complexity RDKit 0.24
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 16
Number of sp3 hybridized carbon atoms RDKit 5
Shape complexity RDKit 0.24
Number of rotatable bonds RDKit 4
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
Isoscutellarein 8-glucuronide
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 0.27
Isoscutellarein 8-glucuronide
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
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 -8.59
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