IMPPAT Phytochemical information: 
Diosbulbinoside F
Diosbulbinoside F
Summary

SMILES: COC(=O)[C@@H]1C[C@H](O)C[C@@H]2C1=C(O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O)C[C@H]1[C@@]2(C)C[C@H](OC1=O)c1ccoc1
InChI: InChI=1S/C26H34O12/c1-26-8-17(11-3-4-35-10-11)36-24(33)15(26)7-16(19-13(23(32)34-2)5-12(28)6-14(19)26)37-25-22(31)21(30)20(29)18(9-27)38-25/h3-4,10,12-15,17-18,20-22,25,27-31H,5-9H2,1-2H3/t12-,13+,14+,15+,17-,18+,20+,21-,22+,25+,26-/m0/s1
InChIKey: SVXOFPLAAYAGIG-NDDGLTBUSA-N
DeepSMILES: COC=O)[C@@H]C[C@H]O)C[C@@H]C6=CO[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O))O))O))))))C[C@H][C@@]6C)C[C@H]OC6=O)))cccoc5
Scaffold Graph/Node/Bond level: O=C1OC(c2ccoc2)CC2C1CC(OC1CCCCO1)=C1CCCCC12
Scaffold Graph/Node level: OC1OC(C2CCOC2)CC2C1CC(OC1CCCCO1)C1CCCCC12
Scaffold Graph level: CC1CC(C2CCCC2)CC2C1CC(CC1CCCCC1)C1CCCCC12
Functional groups: COC(=O)C; COC(C)=O; coc; CO; CC(O[C@@H](C)OC)=C(C)C
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: Diterpenoids
NP Classifier Class: Colensane and Clerodane diterpenoids
Synonymous chemical names:
diosbulbinoside-f, diosbulbinoside f
External chemical identifiers:
CID:CID_181842; ChEBI:CHEBI:175978; ZINC:ZINC000140861053
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Diosbulbinoside F
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 538.55
Log P RDKit -0.08
Topological polar surface area (Å2) RDKit 185.35
Number of hydrogen bond acceptors RDKit 12
Number of hydrogen bond donors RDKit 5
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 38
Number of heteroatoms RDKit 12
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.42
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 8
Number of sp3 hybridized carbon atoms RDKit 18
Shape complexity RDKit 0.69
Number of rotatable bonds RDKit 6
Number of aliphatic carbocycles RDKit 2
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 4
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 1
Number of aromatic rings RDKit 1
Total number of rings RDKit 5
Number of saturated carbocycles RDKit 1
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 3
Number of Smallest Set of Smallest Rings (SSSR) RDKit 5
Diosbulbinoside F
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 2
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 0.314709
Diosbulbinoside F
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 -10.15
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