IMPPAT Phytochemical information: 
Marsdenoside D
Marsdenoside D
Summary

SMILES: CCC(C(=O)O[C@@H]1[C@@H](O)[C@@H]2[C@@]3(C)CC[C@@H](C[C@@H]3CC[C@]32[C@@]2([C@@]1(C)[C@@H](CC2)C(=O)C)O3)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)C
InChI: InChI=1S/C40H64O13/c1-10-19(2)35(45)52-34-30(44)33-37(6)14-12-24(17-23(37)11-15-39(33)40(53-39)16-13-25(20(3)41)38(34,40)7)50-27-18-26(46-8)31(22(5)48-27)51-36-29(43)32(47-9)28(42)21(4)49-36/h19,21-34,36,42-44H,10-18H2,1-9H3/t19?,21-,22-,23+,24+,25+,26-,27+,28-,29-,30+,31-,32-,33-,34-,36+,37+,38+,39+,40-/m1/s1
InChIKey: CIPJAECZXQZUDT-UFKYZMLUSA-N
DeepSMILES: CCCC=O)O[C@@H][C@@H]O)[C@@H][C@@]C)CC[C@@H]C[C@@H]6CC[C@@]%10[C@@][C@@]%14C)[C@@H]CC5))C=O)C))))O3)))))))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))))))))))))))))))))C
Scaffold Graph/Node/Bond level: C1CCC(OC2CCC(OC3CCC4C(CCC56OC57CCCC7CCC46)C3)OC2)OC1
Scaffold Graph/Node level: C1CCC(OC2CCC(OC3CCC4C(CCC56OC57CCCC7CCC46)C3)OC2)OC1
Scaffold Graph level: C1CCC(CC2CCC(CC3CCC4C(CCC56CC57CCCC7CCC46)C3)CC2)CC1
Functional groups: CC(=O)OC; CO; C[C@]1(C)O[C@@]1(C)C; CC(C)=O; C[C@H](OC)OC; COC; CO[C@@H](C)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 d
External chemical identifiers:
CID:CID_101743839
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Marsdenoside D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 752.94
Log P RDKit 3.45
Topological polar surface area (Å2) RDKit 171.97
Number of hydrogen bond acceptors RDKit 13
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 40
Number of heavy atoms RDKit 53
Number of heteroatoms RDKit 13
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 20
Stereochemical complexity RDKit 0.5
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 2
Number of sp3 hybridized carbon atoms RDKit 38
Shape complexity RDKit 0.95
Number of rotatable bonds RDKit 11
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 7
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 7
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 7
Marsdenoside D
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 3
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.17
Marsdenoside D
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.98
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 Yes