IMPPAT Phytochemical information: 
Jasamplexoside B
Jasamplexoside B
Summary

SMILES: OC/C=C/1[C@@H](OC=C([C@H]1CC(=O)OC/C=C1/[C@@H](OC=C([C@H]1CC(=O)OC/C=C/1[C@@H](OC=C([C@H]1CC(=O)OCCc1ccc(cc1)O)C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C(=O)OC)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
InChI: InChI=1S/C59H76O35/c1-80-51(77)33-22-86-54(92-57-48(74)45(71)42(68)36(19-61)89-57)27(8-12-60)30(33)16-40(66)84-14-10-29-32(35(53(79)82-3)24-88-56(29)94-59-50(76)47(73)44(70)38(21-63)91-59)18-41(67)85-15-11-28-31(17-39(65)83-13-9-25-4-6-26(64)7-5-25)34(52(78)81-2)23-87-55(28)93-58-49(75)46(72)43(69)37(20-62)90-58/h4-8,10-11,22-24,30-32,36-38,42-50,54-64,68-76H,9,12-21H2,1-3H3/b27-8-,28-11-,29-10+/t30-,31-,32-,36+,37+,38+,42+,43+,44+,45-,46-,47-,48+,49+,50+,54-,55-,56-,57-,58-,59-/m0/s1
InChIKey: OEFOYKOYPALOQZ-WXDWINSRSA-N
DeepSMILES: OC/C=C[C@@H]OC=C[C@H]6CC=O)OC/C=C/[C@@H]OC=C[C@H]/6CC=O)OC/C=C[C@@H]OC=C[C@H]6CC=O)OCCcccccc6))O)))))))))))C=O)OC))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O))))))))))))))C=O)OC))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O))))))))))))))C=O)OC))))))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O
Scaffold Graph/Node/Bond level: C=C1C(CC(=O)OCC=C2C(CC(=O)OCC=C3C(CC(=O)OCCc4ccccc4)C=COC3OC3CCCCO3)C=COC2OC2CCCCO2)C=COC1OC1CCCCO1
Scaffold Graph/Node level: CC1C(CC(O)OCCC2C(CC(O)OCCC3C(CC(O)OCCC4CCCCC4)CCOC3OC3CCCCO3)CCOC2OC2CCCCO2)CCOC1OC1CCCCO1
Scaffold Graph level: CC(CCCC1C(CC(C)CCCC2C(CC(C)CCCC3CCCCC3)CCCC2CC2CCCCC2)CCCC1CC1CCCCC1)CC1CCCC(CC2CCCCC2)C1C
Functional groups: C/C=C1/CC(C(=O)OC)=CO[C@H]1O[C@@H](C)OC; C/C=C1CC(C(=O)OC)=CO[C@H]1O[C@@H](C)OC; CO; COC(C)=O; cO
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organic acids and derivatives
ClassyFire Class: Carboxylic acids and derivatives
ClassyFire Subclass: Hexacarboxylic acids and derivatives
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Monoterpenoids
NP Classifier Class: Secoiridoid monoterpenoids
Synonymous chemical names:
jasamplexoside b
External chemical identifiers:
CID:101644266
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Jasamplexoside B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 1345.22
Log P RDKit -5.96
Topological polar surface area (Å2) RDKit 524.09
Number of hydrogen bond acceptors RDKit 35
Number of hydrogen bond donors RDKit 14
Number of carbon atoms RDKit 59
Number of heavy atoms RDKit 94
Number of heteroatoms RDKit 35
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 21
Stereochemical complexity RDKit 0.36
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 24
Number of sp3 hybridized carbon atoms RDKit 35
Shape complexity RDKit 0.59
Number of rotatable bonds RDKit 32
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 6
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 7
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Jasamplexoside 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 0.0233