IMPPAT Phytochemical information: 
Hypoloside B
Hypoloside B
Summary

SMILES: OC[C@H]1O[C@@H](OC23C=C(C)C4(C(C3C(=O)C(C2)(C)C)(C)O)CC4)[C@@H]([C@H]([C@@H]1OC(=O)/C=C\c1ccc(cc1)O)O)OC(=O)C
InChI: InChI=1S/C32H40O11/c1-17-14-32(16-29(3,4)27(38)26(32)30(5,39)31(17)12-13-31)43-28-25(40-18(2)34)23(37)24(21(15-33)41-28)42-22(36)11-8-19-6-9-20(35)10-7-19/h6-11,14,21,23-26,28,33,35,37,39H,12-13,15-16H2,1-5H3/b11-8-/t21-,23+,24-,25-,26?,28+,30?,32?/m1/s1
InChIKey: DVWGIWHUFAGTJO-CZMOEYDCSA-N
DeepSMILES: OC[C@H]O[C@@H]OCC=CC)CCC6C=O)CC9)C)C))))C)O))CC3)))))))[C@@H][C@H][C@@H]6OC=O)/C=C\cccccc6))O))))))))))O))OC=O)C
Scaffold Graph/Node/Bond level: O=C(C=Cc1ccccc1)OC1CCC(OC23C=CC4(CC4)CC2C(=O)CC3)OC1
Scaffold Graph/Node level: OC(CCC1CCCCC1)OC1CCC(OC23CCC(O)C2CC2(CC2)CC3)OC1
Scaffold Graph level: CC(CCC1CCCCC1)CC1CCC(CC23CCC(C)C2CC2(CC2)CC3)CC1
Functional groups: CO; CO[C@@H](C)OC; CC=C(C)C; CC(=O)C; c/C=C\C(=O)OC; cO; CC(=O)OC
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: Sesquiterpenoids
NP Classifier Class: Illudane sesquiterpenoids
Synonymous chemical names:
hypoloside b
External chemical identifiers:
CID:CID_6440015
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Hypoloside B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 600.66
Log P RDKit 2.19
Topological polar surface area (Å2) RDKit 169.05
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 32
Number of heavy atoms RDKit 43
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 8
Stereochemical complexity RDKit 0.25
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 13
Number of sp3 hybridized carbon atoms RDKit 19
Shape complexity RDKit 0.59
Number of rotatable bonds RDKit 9
Number of aliphatic carbocycles RDKit 3
Number of aliphatic heterocycles RDKit 1
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 1
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 2
Number of saturated heterocycles RDKit 1
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Hypoloside 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 0.205614
Hypoloside B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
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 -8.99
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 3
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME Yes
P-glycoprotein substrate SwissADME No