IMPPAT Phytochemical information: 
Cordioside
Cordioside
Summary

SMILES: OC[C@H]1O[C@@H](O[C@H]2C[C@@]3(O)C(=O)O[C@@H](C[C@]3([C@H]3C2=C(CCC3)C(=O)OC)C)c2cocc2)[C@@H]([C@H]([C@@H]1O)O)O
InChI: InChI=1S/C26H34O12/c1-25-8-15(12-6-7-35-11-12)38-24(32)26(25,33)9-16(18-13(22(31)34-2)4-3-5-14(18)25)36-23-21(30)20(29)19(28)17(10-27)37-23/h6-7,11,14-17,19-21,23,27-30,33H,3-5,8-10H2,1-2H3/t14-,15+,16+,17-,19-,20+,21-,23-,25+,26-/m1/s1
InChIKey: CJULHZZXTRTMJU-DCUQFIQASA-N
DeepSMILES: OC[C@H]O[C@@H]O[C@H]C[C@@]O)C=O)O[C@@H]C[C@]6[C@H]C%10=CCCC6)))C=O)OC))))))C)))ccocc5))))))))))))[C@@H][C@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: O=C1OC(c2ccoc2)CC2C1CC(OC1CCCCO1)C1=CCCCC12
Scaffold Graph/Node level: OC1OC(C2CCOC2)CC2C1CC(OC1CCCCO1)C1CCCCC12
Scaffold Graph level: CC1CC(C2CCCC2)CC2C1CC(CC1CCCCC1)C1CCCCC12
Functional groups: CO; CO[C@@H](C)OC; COC(=O)C; COC(=O)C(=C(C)C)C; coc
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: Diterpenoids
NP Classifier Class: Colensane and Clerodane diterpenoids
Synonymous chemical names:
cordioside
External chemical identifiers:
CID:CID_101915817; ZINC:ZINC000238766393
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Cordioside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 538.55
Log P RDKit -0.14
Topological polar surface area (Å2) RDKit 185.35
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 10
Stereochemical complexity RDKit 0.38
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.69
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Cordioside
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 2
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 0.31
Cordioside
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -9.92
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