IMPPAT Phytochemical information: 
Cinncassiol D1 glucoside

Cinncassiol D1 glucoside
Summary

SMILES: OCC1OC(OCC(C2CC3C4(C2(C)C2(O)OC4C4C(C3(C2)C)CCC4(C)O)O)C)C(C(C1O)O)O
InChI: InChI=1S/C26H42O10/c1-11(9-34-21-19(30)18(29)17(28)14(8-27)35-21)13-7-15-22(2)10-25(32)24(13,4)26(15,33)20(36-25)16-12(22)5-6-23(16,3)31/h11-21,27-33H,5-10H2,1-4H3
InChIKey: WJAZMOBIGFGGIP-UHFFFAOYSA-N
DeepSMILES: OCCOCOCCCCCCC5C)CO)OC5CCC9C7)C))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 d1 glucoside
External chemical identifiers:
CID:CID_131751606; ChEBI:CHEBI:168509
Chemical structure download


Cinncassiol D1 glucoside
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 514.61
Log P RDKit -0.9
Topological polar surface area (Å2) RDKit 169.3
Number of hydrogen bond acceptors RDKit 10
Number of hydrogen bond donors RDKit 7
Number of carbon atoms RDKit 26
Number of heavy atoms RDKit 36
Number of heteroatoms RDKit 10
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 D1 glucoside
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 0.244066


Cinncassiol D1 glucoside
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 -9.89
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