IMPPAT Phytochemical information: 
Yadanzioside D
Yadanzioside D
Summary

SMILES: OC[C@H]1O[C@@H](O[C@H]2C=C(C)C3[C@@]([C@@H]2O)(C)C2C(O)C(O)[C@@]4([C@H]5[C@@]2([C@@H](C3)OC(=O)[C@@H]5OC(=O)C)CO4)C(=O)OC)[C@@H]([C@@H]([C@@H]1O)O)O
InChI: InChI=1S/C29H40O16/c1-9-5-12(43-25-17(34)16(33)15(32)13(7-30)44-25)22(36)27(3)11(9)6-14-28-8-41-29(26(39)40-4,23(37)18(35)20(27)28)21(28)19(24(38)45-14)42-10(2)31/h5,11-23,25,30,32-37H,6-8H2,1-4H3/t11?,12-,13+,14+,15+,16+,17+,18?,19+,20?,21+,22+,23?,25+,27-,28+,29-/m0/s1
InChIKey: IPVONKABOQLBGH-LCIYZYCJSA-N
DeepSMILES: OC[C@H]O[C@@H]O[C@H]C=CC)C[C@@][C@@H]6O))C)CCO)CO)[C@@][C@H][C@@]6[C@@H]C%10)OC=O)[C@@H]6OC=O)C)))))))CO5))))C=O)OC)))))))))))))[C@@H][C@@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: O=C1CC2C3CCC4C5CC(OC6CCCCO6)C=CC5CC(O1)C24CO3
Scaffold Graph/Node level: OC1CC2C3CCC4C5CC(OC6CCCCO6)CCC5CC(O1)C24CO3
Scaffold Graph level: CC1CC2CC3CCC(CC4CCCCC4)CC3C3CCC4CCC23C4C1
Functional groups: CO; CO[C@@H](C)OC; CC(=CC)C; COC(=O)C; CC(=O)OC; COC; COC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Quassinoids
Synonymous chemical names:
Yadanzioside D
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Yadanzioside D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 644.62
Log P RDKit -3.73
Topological polar surface area (Å2) RDKit 248.2
Number of hydrogen bond acceptors RDKit 16
Number of hydrogen bond donors RDKit 7
Number of carbon atoms RDKit 29
Number of heavy atoms RDKit 45
Number of heteroatoms RDKit 16
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 17
Stereochemical complexity RDKit 0.59
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 5
Number of sp3 hybridized carbon atoms RDKit 24
Shape complexity RDKit 0.83
Number of rotatable bonds RDKit 7
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Yadanzioside D
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
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 0.09
Yadanzioside D
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -12.28
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No