IMPPAT Phytochemical information: 
Inerminoside A
Inerminoside A
Summary

SMILES: OCCC(CC/C=C(/C(=O)OC[C@]1(O)CO[C@@H](C1O)OC1C(OC(C(C1O)O)CO)OC1OC=C(C2C1[C@@](C)(O)CC2)C(=O)O)\C)C
InChI: InChI=1S/C31H48O16/c1-15(8-10-32)5-4-6-16(2)26(39)43-13-31(41)14-44-29(24(31)36)46-23-22(35)21(34)19(11-33)45-28(23)47-27-20-17(7-9-30(20,3)40)18(12-42-27)25(37)38/h6,12,15,17,19-24,27-29,32-36,40-41H,4-5,7-11,13-14H2,1-3H3,(H,37,38)/b16-6+/t15?,17?,19?,20?,21?,22?,23?,24?,27?,28?,29-,30+,31+/m1/s1
InChIKey: FLJKFRKXSGKIEW-RIGXHGBKSA-N
DeepSMILES: OCCCCC/C=C/C=O)OC[C@]O)CO[C@@H]C5O))OCCOCCC6O))O))CO))))OCOC=CCC6[C@@]C)O)CC5)))))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(=O)OC; CO[C@H](C)OC; COC(OC1CCC(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 a(2'-o-[5""-o-(8-hydroxy-2,6-dimethyl-2(e)-octenoyl)β-d-apiofuranosyl]-mussaenosidic acid), inerminoside a"
External chemical identifiers:
CID:CID_11972489
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Inerminoside A
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 676.71
Log P RDKit -1.33
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 6
Number of sp3 hybridized carbon atoms RDKit 25
Shape complexity RDKit 0.81
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 A
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 3
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
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 0.08
Inerminoside A
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