IMPPAT Phytochemical information: 
Marsdenoside C
Marsdenoside C
Summary

SMILES: CCC(C(=O)O[C@@H]1[C@@H](OC(=O)c2ccccc2)[C@]2(C)[C@@H](CC[C@@]32[C@]2([C@H]1[C@@]1(C)CC[C@@H](C[C@@H]1CC2)O[C@H]1C[C@@H](OC)[C@@H]([C@H](O1)C)O[C@@H]1O[C@H](C)[C@H]([C@H]([C@H]1O)OC)O)O3)C(=O)C)C
InChI: InChI=1S/C47H68O14/c1-10-24(2)41(51)58-38-39-44(6)19-17-30(57-33-23-32(53-8)36(27(5)55-33)59-43-35(50)37(54-9)34(49)26(4)56-43)22-29(44)16-20-46(39)47(61-46)21-18-31(25(3)48)45(47,7)40(38)60-42(52)28-14-12-11-13-15-28/h11-15,24,26-27,29-40,43,49-50H,10,16-23H2,1-9H3/t24?,26-,27-,29+,30+,31+,32-,33+,34-,35-,36-,37-,38+,39-,40-,43+,44+,45+,46+,47-/m1/s1
InChIKey: ZJAGLJQBUBRVHX-BDGQZRFKSA-N
DeepSMILES: CCCC=O)O[C@@H][C@@H]OC=O)cccccc6))))))))[C@]C)[C@@H]CC[C@]5[C@][C@H]9[C@@]C)CC[C@@H]C[C@@H]6CC%10))))O[C@H]C[C@@H]OC))[C@@H][C@H]O6)C))O[C@@H]O[C@H]C)[C@H][C@H][C@H]6O))OC)))O))))))))))))))))O3)))))C=O)C))))))))C
Scaffold Graph/Node/Bond level: O=C(OC1CC2C3CCC(OC4CCC(OC5CCCCO5)CO4)CC3CCC23OC32CCCC12)c1ccccc1
Scaffold Graph/Node level: OC(OC1CC2C3CCC(OC4CCC(OC5CCCCO5)CO4)CC3CCC23OC32CCCC12)C1CCCCC1
Scaffold Graph level: CC(CC1CC2C3CCC(CC4CCC(CC5CCCCC5)CC4)CC3CCC23CC32CCCC12)C1CCCCC1
Functional groups: CC(=O)OC; CC(C)=O; CO; COC; CO[C@@H](C)OC; C[C@@]1(C)O[C@]1(C)C; C[C@H](OC)OC; cC(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Steroids and steroid derivatives
ClassyFire Subclass: Steroid esters
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Pregnane steroids
Synonymous chemical names:
marsdenoside c
External chemical identifiers:
CID:11320433
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Marsdenoside C
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 857.05
Log P RDKit 5.31
Topological polar surface area (Å2) RDKit 178.04
Number of hydrogen bond acceptors RDKit 14
Number of hydrogen bond donors RDKit 2
Number of carbon atoms RDKit 47
Number of heavy atoms RDKit 61
Number of heteroatoms RDKit 14
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 20
Stereochemical complexity RDKit 0.43
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 38
Shape complexity RDKit 0.81
Number of rotatable bonds RDKit 14
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 7
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 8
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 7
Number of Smallest Set of Smallest Rings (SSSR) RDKit 8
Marsdenoside C
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
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 0.157