IMPPAT Phytochemical information: 
Javanicinoside B
Javanicinoside B
Summary

SMILES: OC[C@H]1O[C@@H](O[C@@H]2O[C@@H]3C[C@H]4CC[C@@H](C(=O)[C@@]4([C@@H]4[C@@]3([C@@H](C2)[C@](C)(O)[C@@H]([C@H]4C(=O)c2ccc3c(c2)OCO3)OC(=O)C)C)C)OC(=O)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI: InChI=1S/C37H48O16/c1-15(39)49-20-9-7-18-11-24-36(4)23(12-25(52-24)53-34-30(44)29(43)28(42)22(13-38)51-34)37(5,46)33(50-16(2)40)26(31(36)35(18,3)32(20)45)27(41)17-6-8-19-21(10-17)48-14-47-19/h6,8,10,18,20,22-26,28-31,33-34,38,42-44,46H,7,9,11-14H2,1-5H3/t18-,20+,22-,23-,24-,25+,26+,28-,29+,30-,31-,33-,34+,35+,36-,37+/m1/s1
InChIKey: SYUJYPKBXQXQBH-ZDYPALQGSA-N
DeepSMILES: OC[C@H]O[C@@H]O[C@@H]O[C@@H]C[C@H]CC[C@@H]C=O)[C@@]6[C@@H][C@@]%10[C@@H]C%14)[C@]C)O)[C@@H][C@H]6C=O)cccccc6)OCO5))))))))))OC=O)C))))))C)))C)))OC=O)C))))))))))))[C@@H][C@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: O=C(c1ccc2c(c1)OCO2)C1CCC2CC(OC3CCCCO3)OC3CC4CCCC(=O)C4C1C23
Scaffold Graph/Node level: OC1CCCC2CC3OC(OC4CCCCO4)CC4CCC(C(O)C5CCC6OCOC6C5)C(C12)C43
Scaffold Graph level: CC1CCCC2CC3CC(CC4CCCCC4)CC4CCC(C(C)C5CCC6CCCC6C5)C(C12)C43
Functional groups: CO; C[C@H](O[C@@H](C)OC)OC; CC(=O)C; cC(C)=O; c1cOCO1; CC(=O)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Terpene lactones
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Triterpenoids
NP Classifier Class: Quassinoids
Synonymous chemical names:
javanicinoside b, Javanicinoside B
External chemical identifiers:
CID:CID_102060702
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Javanicinoside B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 748.78
Log P RDKit 0.4
Topological polar surface area (Å2) RDKit 234.04
Number of hydrogen bond acceptors RDKit 16
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 37
Number of heavy atoms RDKit 53
Number of heteroatoms RDKit 16
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 16
Stereochemical complexity RDKit 0.43
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 10
Number of sp3 hybridized carbon atoms RDKit 27
Shape complexity RDKit 0.73
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 3
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 3
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 5
Number of Smallest Set of Smallest Rings (SSSR) RDKit 7
Javanicinoside B
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
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 0.187579
Javanicinoside B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.33
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