IMPPAT Phytochemical information: 
Muricatin VIII
Muricatin VIII
Summary

SMILES: CCCCC[C@@H]1CCCCCCCCCC(=O)O[C@H]2[C@H](O[C@@H]3[C@H]([C@H](O[C@H]4[C@H](O1)O[C@H](C)[C@H]([C@@H]4O)O)O[C@H](C)[C@H]3O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O[C@H](C)[C@H]([C@@H]2O)O
InChI: InChI=1S/C40H70O18/c1-6-7-13-16-23-17-14-11-9-8-10-12-15-18-24(41)55-34-30(47)26(43)21(4)52-39(34)56-33-28(45)22(5)53-40(57-35-31(48)27(44)20(3)51-38(35)54-23)36(33)58-37-32(49)29(46)25(42)19(2)50-37/h19-23,25-40,42-49H,6-18H2,1-5H3/t19-,20+,21+,22+,23+,25-,26+,27+,28+,29+,30-,31-,32+,33-,34+,35+,36+,37-,38-,39-,40-/m0/s1
InChIKey: PABJBITVWCLTSO-PSQNVYCFSA-N
DeepSMILES: CCCCC[C@@H]CCCCCCCCCC=O)O[C@H][C@H]O[C@@H][C@H][C@H]O[C@H][C@H]O%22)O[C@H]C)[C@H][C@@H]6O))O)))))))O[C@H]C)[C@H]6O)))))O[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))O)))))))))O[C@H]C)[C@H][C@@H]6O))O
Scaffold Graph/Node/Bond level: O=C1CCCCCCCCCCOC2OCCCC2OC2OCCC(OC3OCCCC3O1)C2OC1CCCCO1
Scaffold Graph/Node level: OC1CCCCCCCCCCOC2OCCCC2OC2OCCC(OC3OCCCC3O1)C2OC1CCCCO1
Scaffold Graph level: CC1CCCCCCCCCCCC2CCCCC2CC2CCCC(CC3CCCCC3C1)C2CC1CCCCC1
Functional groups: CC(=O)OC; CO; CO[C@@H](C)OC; CO[C@H](C)OC
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:
muricatin viii
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Muricatin VIII
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 838.98
Log P RDKit 0.41
Topological polar surface area (Å2) RDKit 261.98
Number of hydrogen bond acceptors RDKit 18
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 40
Number of heavy atoms RDKit 58
Number of heteroatoms RDKit 18
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 21
Stereochemical complexity RDKit 0.53
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 1
Number of sp3 hybridized carbon atoms RDKit 39
Shape complexity RDKit 0.97
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 5
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 5
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Muricatin VIII
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 0.1331