IMPPAT Phytochemical information: 
Inerminoside C
Inerminoside C
Summary

SMILES: OCCC(CC/C=C(/C(=O)OCC1(O)COC(C1O)OC1C(OC(C(C1O)O)CO)OC1OC=C(C2C1C(=C)C(C2)O)C(=O)O)\C)C
InChI: InChI=1S/C31H46O16/c1-14(7-8-32)5-4-6-15(2)27(40)43-12-31(41)13-44-30(25(31)37)46-24-23(36)22(35)20(10-33)45-29(24)47-28-21-16(3)19(34)9-17(21)18(11-42-28)26(38)39/h6,11,14,17,19-25,28-30,32-37,41H,3-5,7-10,12-13H2,1-2H3,(H,38,39)/b15-6+
InChIKey: DXKBUDRBDSPMIW-GIDUJCDVSA-N
DeepSMILES: OCCCCC/C=C/C=O)OCCO)COCC5O))OCCOCCC6O))O))CO))))OCOC=CCC6C=C)CC5)O)))))C=O)O)))))))))))))))))\C)))))C
Scaffold Graph/Node/Bond level: C=C1CCC2C=COC(OC3OCCCC3OC3CCCO3)C12
Scaffold Graph/Node level: CC1CCC2CCOC(OC3OCCCC3OC3CCCO3)C12
Scaffold Graph level: CC1CCC2CCCC(CC3CCCCC3CC3CCCC3)C12
Functional groups: CO; C/C=C(\C)C(=O)OC; COC(OC)C; COC(OC1CCC(C(=O)O)=CO1)C; C=C(C)C
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Fatty Acyls
ClassyFire Subclass: Fatty acyl glycosides
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Iridoids monoterpenoids
Synonymous chemical names:
"inerminoside c(2'-o-[5""-o-(8-hydroxy-2,6-dimethyl-2(e)-octenoyl)β-d-apiofuranosyl]-gardoside)"
External chemical identifiers:
CID:CID_6443521
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Inerminoside C
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 674.69
Log P RDKit -1.56
Topological polar surface area (Å2) RDKit 251.36
Number of hydrogen bond acceptors RDKit 15
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 31
Number of heavy atoms RDKit 47
Number of heteroatoms RDKit 16
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 13
Stereochemical complexity RDKit 0.42
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 23
Shape complexity RDKit 0.74
Number of rotatable bonds RDKit 15
Number of aliphatic carbocycles RDKit 1
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 4
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 4
Inerminoside 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 4
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 0.0589318
Inerminoside C
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.11
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 -11.54
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 No