IMPPAT Phytochemical information: 
Plucheoside E
Plucheoside E
Summary

SMILES: OC[C@H]1O[C@@H](O[C@@H]2CCC(=C)[C@H]3[C@@]2(C)CC[C@H](C3)C(O)(C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI: InChI=1S/C21H36O7/c1-11-5-6-15(21(4)8-7-12(9-13(11)21)20(2,3)26)28-19-18(25)17(24)16(23)14(10-22)27-19/h12-19,22-26H,1,5-10H2,2-4H3/t12-,13+,14-,15-,16-,17+,18-,19+,21-/m1/s1
InChIKey: XOAJALCOPPOCQU-NZCZKXKFSA-N
DeepSMILES: OC[C@H]O[C@@H]O[C@@H]CCC=C)[C@H][C@@]6C)CC[C@H]C6)CO)C)C))))))))))))[C@@H][C@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: C=C1CCC(OC2CCCCO2)C2CCCCC12
Scaffold Graph/Node level: CC1CCC(OC2CCCCO2)C2CCCCC12
Scaffold Graph level: CC1CCC(CC2CCCCC2)C2CCCCC12
Functional groups: CO; CO[C@@H](C)OC; C=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene glycosides
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Eudesmane sesquiterpenoids
Synonymous chemical names:
plucheoside e (eudesmane sesquiterpenes)
External chemical identifiers:
CID:CID_101600461; ZINC:ZINC000238763068
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Plucheoside E
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 400.51
Log P RDKit 0.72
Topological polar surface area (Å2) RDKit 119.61
Number of hydrogen bond acceptors RDKit 7
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 21
Number of heavy atoms RDKit 28
Number of heteroatoms RDKit 7
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 9
Stereochemical complexity RDKit 0.43
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 19
Shape complexity RDKit 0.9
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 3
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 3
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 3
Plucheoside E
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 0
Lipinski’s rule of 5 filter RDKit Passed
Number of Ghose filter violations RDKit 0
Ghose filter RDKit Passed
Veber filter RDKit Good
Pfizer 3/75 filter RDKit Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.441085
Plucheoside E
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -8.30
Number of PAINS structural alerts SwissADME 0
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 No
P-glycoprotein substrate SwissADME Yes