IMPPAT Phytochemical information: 
Merremoside B
Merremoside B
Summary

SMILES: CCCCCC1CCCCCCCCCC(=O)OC2C(C(OC3C(OC(O1)C(O)C3O)C)OC(C)C2OC1OC(C)C(C(C1OC(=O)C(C)C)O)OC1OC(C)C(C(C1O)O)OC(=O)C(C)C)O
InChI: InChI=1S/C48H82O20/c1-10-11-17-20-29-21-18-15-13-12-14-16-19-22-30(49)63-41-36(55)47(66-38-26(7)58-45(62-29)33(52)32(38)51)60-28(9)40(41)68-48-42(65-44(57)24(4)5)35(54)39(27(8)61-48)67-46-34(53)31(50)37(25(6)59-46)64-43(56)23(2)3/h23-29,31-42,45-48,50-55H,10-22H2,1-9H3
InChIKey: VTTAWLYKUVJDMQ-UHFFFAOYSA-N
DeepSMILES: CCCCCCCCCCCCCCCC=O)OCCCOCCOCO%21)CO)C6O)))))C))))OCC)C6OCOCC)CCC6OC=O)CC)C)))))O))OCOCC)CCC6O))O))OC=O)CC)C))))))))))))))))))O
Scaffold Graph/Node/Bond level: O=C1CCCCCCCCCCOC2CCC(CO2)OC2CC(O1)C(OC1CCC(OC3CCCCO3)CO1)CO2
Scaffold Graph/Node level: OC1CCCCCCCCCCOC2CCC(CO2)OC2CC(O1)C(OC1CCC(OC3CCCCO3)CO1)CO2
Scaffold Graph level: CC1CCCCCCCCCCCC2CCC(CC2)CC2CCC(CC3CCC(CC4CCCCC4)CC3)C(C1)C2
Functional groups: COC(=O)C; COC(C)OC; CO; COC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic oxygen compounds
ClassyFire Class: Organooxygen compounds
ClassyFire Subclass: Carbohydrates and carbohydrate conjugates
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Fatty acyls
NP Classifier Class: Resin glycosides
Synonymous chemical names:
merremoside b
External chemical identifiers:
CID:CID_3082731
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Merremoside B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 979.16
Log P RDKit 2.82
Topological polar surface area (Å2) RDKit 274.12
Number of hydrogen bond acceptors RDKit 20
Number of hydrogen bond donors RDKit 6
Number of carbon atoms RDKit 48
Number of heavy atoms RDKit 68
Number of heteroatoms RDKit 20
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 21
Stereochemical complexity RDKit 0.44
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 3
Number of sp3 hybridized carbon atoms RDKit 45
Shape complexity RDKit 0.94
Number of rotatable bonds RDKit 14
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 6
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 6
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Merremoside 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 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 0.0932061
Merremoside B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Poorly soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -8.82
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