IMPPAT Phytochemical information: 
Diosbulbinoside D
Diosbulbinoside D
Summary

SMILES: OC[C@H]1O[C@@H](OC2=C3[C@H]4C[C@@H](C[C@H]3[C@]3([C@H](C2)C(=O)O[C@@H](C3)c2cocc2)C)OC4=O)[C@@H]([C@H]([C@@H]1O)O)O
InChI: InChI=1S/C25H30O11/c1-25-7-16(10-2-3-32-9-10)34-23(31)14(25)6-15(18-12-4-11(5-13(18)25)33-22(12)30)35-24-21(29)20(28)19(27)17(8-26)36-24/h2-3,9,11-14,16-17,19-21,24,26-29H,4-8H2,1H3/t11-,12+,13+,14+,16-,17+,19+,20-,21+,24+,25-/m0/s1
InChIKey: KXNADXBKEHOTDP-DRXALLTBSA-N
DeepSMILES: OC[C@H]O[C@@H]OC=C[C@H]C[C@@H]C[C@H]6[C@][C@H]C%10)C=O)O[C@@H]C6)ccocc5)))))))))C))))OC5=O)))))))))[C@@H][C@H][C@@H]6O))O))O
Scaffold Graph/Node/Bond level: O=C1OC2CC1C1=C(OC3CCCCO3)CC3C(=O)OC(c4ccoc4)CC3C1C2
Scaffold Graph/Node level: OC1OC(C2CCOC2)CC2C1CC(OC1CCCCO1)C1C3CC(CC21)OC3O
Scaffold Graph level: CC1CC(C2CCCC2)CC2C1CC(CC1CCCCC1)C1C3CC(CC3C)CC21
Functional groups: CO; CC(O[C@@H](C)OC)=C(C)C; COC(=O)C; coc
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Organoheterocyclic compounds
ClassyFire Class: Naphthopyrans
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Diterpenoids
NP Classifier Class: Colensane and Clerodane diterpenoids
Synonymous chemical names:
diosbulbinoside-d, diosbulbinoside d
External chemical identifiers:
CID:CID_181843; ZINC:ZINC000255224605
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Diosbulbinoside D
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 506.5
Log P RDKit 0.32
Topological polar surface area (Å2) RDKit 165.12
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 4
Number of carbon atoms RDKit 25
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.44
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 17
Shape complexity RDKit 0.68
Number of rotatable bonds RDKit 4
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 3
Number of aliphatic rings RDKit 5
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 3
Number of saturated rings RDKit 4
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Diosbulbinoside D
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 1
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 0.415525
Diosbulbinoside D
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 -9.62
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