IMPPAT Phytochemical information: 
Inerminoside B
Inerminoside B
Summary

SMILES: OC/C=C(/CC/C=C(/C(=O)OC[C@@]1(O)CO[C@H]([C@@H]1O)O[C@H]1[C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO)O[C@@H]1OC=C([C@@H]2[C@@H]1[C@H](C)[C@H](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/h6-7,11,16-17,19-25,28-30,32-37,41H,4-5,8-10,12-13H2,1-3H3,(H,38,39)/b14-7+,15-6+/t16-,17-,19+,20-,21+,22-,23+,24-,25+,28+,29+,30+,31-/m1/s1
InChIKey: RAAZLUVKRWKOPP-IXTFQXLOSA-N
DeepSMILES: OC/C=C/CC/C=C/C=O)OC[C@@]O)CO[C@H][C@@H]5O))O[C@H][C@@H]O[C@@H][C@H][C@@H]6O))O))CO))))O[C@@H]OC=C[C@@H][C@@H]6[C@H]C)[C@H]C5)O)))))C=O)O)))))))))))))))))\C)))))\C
Scaffold Graph/Node/Bond level: C1=CC2CCCC2C(OC2OCCCC2OC2CCCO2)O1
Scaffold Graph/Node level: C1COC(OC2CCCOC2OC2OCCC3CCCC32)C1
Scaffold Graph level: C1CCC(CC2CCCCC2CC2CCCC3CCCC32)C1
Functional groups: CO; C/C=C(/C)C; C/C=C(\C)C(=O)OC; CO[C@@H](OC)C; CO[C@@H](O[C@H]1CCC(C(=O)O)=CO1)C
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: Monoterpenoids
NP Classifier Class: Iridoids monoterpenoids
Synonymous chemical names:
inerminoside b
External chemical identifiers:
CID:CID_102275330
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Inerminoside B
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 14
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 B
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 0.0624845
Inerminoside B
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 -11.19
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 No