IMPPAT Phytochemical information: 
Gypenoside LXXVI
Gypenoside LXXVI
Summary

SMILES: OC[C@H]1O[C@@H](OC(C2CCC3(C2C(O)CC2C3(C)CCC3C2(CO)CCC(C3(C)C)O)C)(CCC=C(C)C)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI: InChI=1S/C36H62O9/c1-20(2)9-8-13-35(7,45-31-30(43)29(42)28(41)23(18-37)44-31)21-10-14-34(6)27(21)22(39)17-25-33(34,5)15-11-24-32(3,4)26(40)12-16-36(24,25)19-38/h9,21-31,37-43H,8,10-19H2,1-7H3/t21?,22?,23-,24?,25?,26?,27?,28-,29+,30-,31+,33?,34?,35?,36?/m1/s1
InChIKey: LXXFDFNZMAGSJN-NTKQMGMFSA-N
DeepSMILES: OC[C@H]O[C@@H]OCCCCCC5CO)CCC6C)CCCC6CO))CCCC6C)C))O)))))))))))))C)))))CCC=CC)C)))))C)))[C@@H][C@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: C1CCC(OCC2CCC3C2CCC2C4CCCCC4CCC23)OC1
Scaffold Graph/Node level: C1CCC(OCC2CCC3C2CCC2C4CCCCC4CCC23)OC1
Scaffold Graph level: C1CCC(CCC2CCC3C2CCC2C4CCCCC4CCC32)CC1
Functional groups: CO; CC=C(C)C; CO[C@@H](C)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Triterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Dammarane and Protostane triterpenoids
Synonymous chemical names:
Gypenoside LXXVI
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Gypenoside LXXVI
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 638.88
Log P RDKit 3.3
Topological polar surface area (Å2) RDKit 160.07
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 7
Number of carbon atoms RDKit 36
Number of heavy atoms RDKit 45
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 15
Stereochemical complexity RDKit 0.42
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 34
Shape complexity RDKit 0.94
Number of rotatable bonds RDKit 8
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Gypenoside LXXVI
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 filter RDKit Failed
Number of Ghose filter violations RDKit 3
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.198073
Gypenoside LXXVI
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -7.09
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