IMPPAT Phytochemical information: 
Carumbelloside IV
Carumbelloside IV
Summary

SMILES: CO[C@@H]1[C@@H](O)[C@H](O[C@H]2CC[C@]3(C(=CC[C@@H]4[C@@H]3CC[C@]3([C@]4(O)CC[C@@H]3[C@H](O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3OC(=O)c3ccccc3)O)O)C)C)C2)C)O[C@@H]([C@@H]1O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C
InChI: InChI=1S/C47H70O18/c1-22(59-44-40(35(53)33(51)31(21-49)63-44)64-41(56)24-9-7-6-8-10-24)27-15-18-47(57)29-12-11-25-19-26(13-16-45(25,3)28(29)14-17-46(27,47)4)61-43-37(55)39(58-5)38(23(2)60-43)65-42-36(54)34(52)32(50)30(20-48)62-42/h6-11,22-23,26-40,42-44,48-55,57H,12-21H2,1-5H3/t22-,23-,26+,27-,28+,29-,30-,31-,32-,33-,34+,35+,36-,37-,38+,39-,40-,42+,43+,44-,45+,46-,47+/m1/s1
InChIKey: UFVNMTNWYNSHMU-VICMOGGZSA-N
DeepSMILES: CO[C@@H][C@@H]O)[C@H]O[C@H]CC[C@]C=CC[C@@H][C@@H]6CC[C@][C@]6O)CC[C@@H]5[C@H]O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6OC=O)cccccc6)))))))))O))O))))))C))))))C))))))))C6))C))))))O[C@@H][C@@H]6O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O)))))))C
Scaffold Graph/Node/Bond level: O=C(OC1CCCOC1OCC1CCC2C1CCC1C3CCC(OC4CCC(OC5CCCCO5)CO4)CC3=CCC12)c1ccccc1
Scaffold Graph/Node level: OC(OC1CCCOC1OCC1CCC2C1CCC1C3CCC(OC4CCC(OC5CCCCO5)CO4)CC3CCC21)C1CCCCC1
Scaffold Graph level: CC(CC1CCCCC1CCC1CCC2C1CCC1C3CCC(CC4CCC(CC5CCCCC5)CC4)CC3CCC21)C1CCCCC1
Functional groups: CC=C(C)C; CO; COC; CO[C@@H](C)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: Steroidal glycosides
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Steroids
NP Classifier Class: Pregnane steroids
Synonymous chemical names:
carumbelloside iv
External chemical identifiers:
CID:10510038; ZINC:ZINC000255271305
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Carumbelloside IV
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 923.06
Log P RDKit 0.44
Topological polar surface area (Å2) RDKit 272.98
Number of hydrogen bond acceptors RDKit 18
Number of hydrogen bond donors RDKit 9
Number of carbon atoms RDKit 47
Number of heavy atoms RDKit 65
Number of heteroatoms RDKit 18
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 23
Stereochemical complexity RDKit 0.49
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 13
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 3
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 8
Carumbelloside IV
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 Good
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.1017