IMPPAT Phytochemical information: 
Cinncassiol D2 glucoside
Cinncassiol D2 glucoside
Summary

SMILES: OCC1OC(OCC(C2CC3C4(C2(C)C2(O)OC4C4C(C3(C2)C)(O)CCC4(C)O)O)C)C(C(C1O)O)O
InChI: InChI=1S/C26H42O11/c1-11(9-35-20-17(30)16(29)15(28)13(8-27)36-20)12-7-14-21(2)10-25(33)23(12,4)26(14,34)19(37-25)18-22(3,31)5-6-24(18,21)32/h11-20,27-34H,5-10H2,1-4H3
InChIKey: UPEGWQJBOXUCSZ-UHFFFAOYSA-N
DeepSMILES: OCCOCOCCCCCCC5C)CO)OC5CCC9C7)C))O)CCC5C)O))))))))))O)))))C))))CCC6O))O))O
Scaffold Graph/Node/Bond level: C1CCC(OCCC2CC3C4CC5OC(C6CCCC46)C3C25)OC1
Scaffold Graph/Node level: C1CCC(OCCC2CC3C4CC5OC(C6CCCC46)C3C25)OC1
Scaffold Graph level: C1CCC(CCCC2CC3C4CC5CC(C6CCCC64)C3C52)CC1
Functional groups: CO; COC(OC)C; COC(O)(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
Synonymous chemical names:
cinncassiol d2 glucoside
External chemical identifiers:
CID:CID_131751607; ChEBI:CHEBI:168309
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Cinncassiol D2 glucoside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 530.61
Log P RDKit -1.78
Topological polar surface area (Å2) RDKit 189.53
Number of hydrogen bond acceptors RDKit 11
Number of hydrogen bond donors RDKit 8
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 37
Number of heteroatoms RDKit 11
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 16
Stereochemical complexity RDKit 0.62
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 26
Shape complexity RDKit 1
Number of rotatable bonds RDKit 5
Number of aliphatic carbocycles RDKit 4
Number of aliphatic heterocycles RDKit 2
Number of aliphatic rings RDKit 6
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 6
Number of saturated carbocycles RDKit 4
Number of saturated heterocycles RDKit 2
Number of saturated rings RDKit 6
Number of Smallest Set of Smallest Rings (SSSR) RDKit 6
Cinncassiol D2 glucoside
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 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 0.200494
Cinncassiol D2 glucoside
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.17
Solubility class [ESOL] SwissADME Very soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME Low
Log Kp (Skin permeation, cm/s) SwissADME -10.74
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 0
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME No
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME No