IMPPAT Phytochemical information: 
Cinncassiol B
Cinncassiol B
Summary

SMILES: OCC([C@@]1(O)C[C@@]2([C@@]3([C@@]1(C)[C@]1(O)C[C@@]2(C)[C@@]2([C@]3(O1)[C@H](O)[C@H](CC2)C)O)O)O)C
InChI: InChI=1S/C20H32O8/c1-10-5-6-16(24)13(3)8-18(26)14(4)15(23,11(2)7-21)9-17(13,25)20(14,27)19(16,28-18)12(10)22/h10-12,21-27H,5-9H2,1-4H3/t10-,11?,12+,13-,14+,15-,16-,17+,18-,19+,20+/m0/s1
InChIKey: LIGPZBKBGCJTGC-VSDDQSBZSA-N
DeepSMILES: OCC[C@@]O)C[C@@][C@@][C@@]5C)[C@]O)C[C@@]6C)[C@@][C@]7O6)[C@H]O)[C@H]CC6))C))))O))))))O))O))))C
Scaffold Graph/Node/Bond level: C1CCC23OC4CC(C5CCC4C52)C3C1
Scaffold Graph/Node level: C1CCC23OC4CC(C5CCC4C52)C3C1
Scaffold Graph level: C1CCC23CC4CC(C5CCC4C52)C3C1
Functional groups: CO; C[C@@](O)(C)OC
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Prenol lipids
ClassyFire Subclass: Diterpenoids
NP Classifier Biosynthetic pathway: Terpenoids
NP Classifier Superclass: Sesquiterpenoids
NP Classifier Class: Prezizaane sesquiterpenoids
Synonymous chemical names:
cinncassiol b, cincassiol b
External chemical identifiers:
CID:CID_71448932; ChEBI:CHEBI:138847
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
Cinncassiol B
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 400.47
Log P RDKit -1.38
Topological polar surface area (Å2) RDKit 150.84
Number of hydrogen bond acceptors RDKit 8
Number of hydrogen bond donors RDKit 7
Number of carbon atoms RDKit 20
Number of heavy atoms RDKit 28
Number of heteroatoms RDKit 8
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 11
Stereochemical complexity RDKit 0.55
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 0
Number of sp3 hybridized carbon atoms RDKit 20
Shape complexity RDKit 1
Number of rotatable bonds RDKit 2
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 B
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 1
Lipinski’s rule of 5 filter RDKit Passed
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 0.299695
Cinncassiol B
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
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 -9.81
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 Yes