IMPPAT Phytochemical information: 
Parkinsonin B
Parkinsonin B
Summary

SMILES: OCC1O[C@H](C([C@H]([C@@H]1O)O)O)c1c(OC)cc(c2c1oc(cc2=O)c1ccc(c(c1)O)O)OC
InChI: InChI=1S/C23H24O11/c1-31-14-7-15(32-2)18(23-21(30)20(29)19(28)16(8-24)34-23)22-17(14)12(27)6-13(33-22)9-3-4-10(25)11(26)5-9/h3-7,16,19-21,23-26,28-30H,8H2,1-2H3/t16?,19-,20+,21?,23+/m1/s1
InChIKey: DJWKORMQTKXUAX-FROFXIEOSA-N
DeepSMILES: OCCO[C@H]C[C@H][C@@H]6O))O))O))ccOC))cccc6occc6=O)))cccccc6)O))O)))))))))OC
Scaffold Graph/Node/Bond level: O=c1cc(-c2ccccc2)oc2c(C3CCCCO3)cccc12
Scaffold Graph/Node level: OC1CC(C2CCCCC2)OC2C1CCCC2C1CCCCO1
Scaffold Graph level: CC1CC(C2CCCCC2)CC2C1CCCC2C1CCCCC1
Functional groups: CO; cOC; COC; coc; c=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:
parkinsonin b, Parkinsonin B
External chemical identifiers:
CID:CID_44258398
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Parkinsonin B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 476.43
Log P RDKit 0.4
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
Parkinsonin B
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 0.28
Parkinsonin B
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 -9.24
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 1
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