IMPPAT Phytochemical information: 
Triricinolein

Triricinolein
Summary

SMILES: CCCCCC[C@H](C/C=C\CCCCCCCC(=O)OC(COC(=O)CCCCCCC/C=C\C[C@@H](CCCCCC)O)COC(=O)CCCCCCC/C=C\C[C@@H](CCCCCC)O)O
InChI: InChI=1S/C57H104O9/c1-4-7-10-31-40-51(58)43-34-25-19-13-16-22-28-37-46-55(61)64-49-54(66-57(63)48-39-30-24-18-15-21-27-36-45-53(60)42-33-12-9-6-3)50-65-56(62)47-38-29-23-17-14-20-26-35-44-52(59)41-32-11-8-5-2/h25-27,34-36,51-54,58-60H,4-24,28-33,37-50H2,1-3H3/b34-25-,35-26-,36-27-/t51-,52-,53-/m1/s1
InChIKey: ZEMPKEQAKRGZGQ-VBJOUPRGSA-N
DeepSMILES: CCCCCC[C@H]C/C=C\CCCCCCCC=O)OCCOC=O)CCCCCCC/C=C\C[C@@H]CCCCCC))))))O)))))))))))))))COC=O)CCCCCCC/C=C\C[C@@H]CCCCCC))))))O))))))))))))))))))))))))))))O
Functional groups: CO; C/C=C\C; COC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Glycerolipids
ClassyFire Subclass: Triradylcglycerols
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Glycerolipids
NP Classifier Class: Triacylglycerols
Synonymous chemical names:
triricinolein
External chemical identifiers:
CID:CID_11764524; ChEBI:CHEBI:140471; ZINC:ZINC000161534213; FDASRS:NZ59BAU9ZN; SureChEMBL:SCHEMBL2770151
Chemical structure download


Triricinolein
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 933.45
Log P RDKit 15.01
Topological polar surface area (Å2) RDKit 139.59
Number of hydrogen bond acceptors RDKit 9
Number of hydrogen bond donors RDKit 3
Number of carbon atoms RDKit 57
Number of heavy atoms RDKit 66
Number of heteroatoms RDKit 9
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 3
Stereochemical complexity RDKit 0.05
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 48
Shape complexity RDKit 0.84
Number of rotatable bonds RDKit 53
Number of aliphatic carbocycles RDKit 0
Number of aliphatic heterocycles RDKit 0
Number of aliphatic rings RDKit 0
Number of aromatic carbocycles RDKit 0
Number of aromatic heterocycles RDKit 0
Number of aromatic rings RDKit 0
Total number of rings RDKit 0
Number of saturated carbocycles RDKit 0
Number of saturated heterocycles RDKit 0
Number of saturated rings RDKit 0
Number of Smallest Set of Smallest Rings (SSSR) RDKit 0


Triricinolein
Drug-likeness properties
Property nameToolProperty value
Number of Lipinski’s rule of 5 violations RDKit 2
Lipinski’s rule of 5 RDKit Failed
Number of Ghose rule violations RDKit 4
Ghose rule RDKit Failed
Veber rule RDKit Bad
Egan rule RDKit Bad
GSK 4/400 rule RDKit Bad
Pfizer 3/75 rule RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.02


Triricinolein
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Soluble
Solubility class [Silicos-IT] SwissADME Soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -6.74
Number of PAINS structural alerts SwissADME 1
Number of Brenk structural alerts SwissADME 2
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