IMPPAT Phytochemical information: 
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl (9E,12E,15E)-9,12,15-octadecatrienoate
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl (9E,12E,15E)-9,12,15-octadecatrienoate
Summary

SMILES: CC/C=C/C/C=C/C/C=C/CCCCCCCC(=O)OC(COC(=O)C)COC(=O)C
InChI: InChI=1S/C25H40O6/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-25(28)31-24(20-29-22(2)26)21-30-23(3)27/h5-6,8-9,11-12,24H,4,7,10,13-21H2,1-3H3/b6-5+,9-8+,12-11+
InChIKey: KCUFGMLEGCVQBD-XSHSMGBESA-N
DeepSMILES: CC/C=C/C/C=C/C/C=C/CCCCCCCC=O)OCCOC=O)C))))COC=O)C
Functional groups: 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
Synonymous chemical names:
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl (9E,12E,15E)-9,12,15-octadecatrienoate
External chemical identifiers:
CID:CID_5363243
Chemical structure download
2D:2D MOL2D MOL22D SDF
3D:3D MOL3D MOL23D SDF3D PDB3D PDBQT
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl (9E,12E,15E)-9,12,15-octadecatrienoate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 436.59
Log P RDKit 5.61
Topological polar surface area (Å2) RDKit 78.9
Number of hydrogen bond acceptors RDKit 6
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 25
Number of heavy atoms RDKit 31
Number of heteroatoms RDKit 6
Number of nitrogen atoms RDKit 0
Number of sulfur atoms RDKit 0
Number of chiral carbon atoms RDKit 0
Stereochemical complexity RDKit 0
Number of sp hybridized carbon atoms RDKit 0
Number of sp2 hybridized carbon atoms RDKit 9
Number of sp3 hybridized carbon atoms RDKit 16
Shape complexity RDKit 0.64
Number of rotatable bonds RDKit 21
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
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl (9E,12E,15E)-9,12,15-octadecatrienoate
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 2
Ghose filter RDKit Failed
Veber filter RDKit Bad
Pfizer 3/75 filter RDKit Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.120165
2-(Acetyloxy)-1-[(acetyloxy)methyl]ethyl (9E,12E,15E)-9,12,15-octadecatrienoate
ADME properties
Property nameToolProperty value
Bioavailability score SwissADME 0.55
Solubility class [ESOL] SwissADME Moderately soluble
Solubility class [Silicos-IT] SwissADME Moderately soluble
Blood Brain Barrier permeation SwissADME No
Gastrointestinal absorption SwissADME High
Log Kp (Skin permeation, cm/s) SwissADME -4.65
Number of PAINS structural alerts SwissADME 0
Number of Brenk structural alerts SwissADME 2
CYP1A2 inhibitor SwissADME No
CYP2C19 inhibitor SwissADME No
CYP2C9 inhibitor SwissADME Yes
CYP2D6 inhibitor SwissADME No
CYP3A4 inhibitor SwissADME No
P-glycoprotein substrate SwissADME Yes