IMPPAT Phytochemical information: 
Methyl linolenate

Methyl linolenate
Summary

SMILES: CC/C=CC/C=CC/C=CCCCCCCCC(=O)OC
InChI: InChI=1S/C19H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h4-5,7-8,10-11H,3,6,9,12-18H2,1-2H3/b5-4-,8-7-,11-10-
InChIKey: DVWSXZIHSUZZKJ-YSTUJMKBSA-N
DeepSMILES: CC/C=CC/C=CC/C=CCCCCCCCC=O)OC
Functional groups: C/C=CC; COC(C)=O
Chemical classification
ClassyFire Kingdom: Organic compounds
ClassyFire Superclass: Lipids and lipid-like molecules
ClassyFire Class: Fatty Acyls
ClassyFire Subclass: Lineolic acids and derivatives
NP Classifier Biosynthetic pathway: Fatty acids
NP Classifier Superclass: Fatty esters
NP Classifier Class: Wax monoesters
Synonymous chemical names:
linolenic acid methyl ester, linolenic acid, methyl ester, methyl linolenate, methyl linolenate, methyl-linolenate
External chemical identifiers:
CID:5319706; ChEMBL:CHEMBL1172198; ChEBI:133634; ZINC:ZINC000012405245; FDASRS:0S1NS923K6; SureChEMBL:SCHEMBL55951; MolPort-003-937-572
Chemical structure download


Methyl linolenate
Physicochemical properties
Property name Tool Property value
Molecular weight (g/mol) RDKit 292.46
Log P RDKit 5.75
Topological polar surface area (Å2) RDKit 26.3
Number of hydrogen bond acceptors RDKit 2
Number of hydrogen bond donors RDKit 0
Number of carbon atoms RDKit 19
Number of heavy atoms RDKit 21
Number of heteroatoms RDKit 2
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 7
Number of sp3 hybridized carbon atoms RDKit 12
Shape complexity RDKit 0.63
Number of rotatable bonds RDKit 14
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


Methyl linolenate
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 Bad
GSK 4/400 filter RDKit Bad
Weighted quantitative estimate of drug-likeness (QEDw) score RDKit 0.2453


Methyl linolenate
ADMET properties
Property nameToolProperty value
Bioavailability score SwissADME
Solubility class [ESOL] SwissADME
Solubility class [Silicos-IT] SwissADME
Blood Brain Barrier permeation SwissADME
Gastrointestinal absorption SwissADME
Log Kp (Skin permeation, cm/s) SwissADME
Number of PAINS structural alerts SwissADME
Number of Brenk structural alerts SwissADME
CYP1A2 inhibitor SwissADME
CYP2C19 inhibitor SwissADME
CYP2C9 inhibitor SwissADME
CYP2D6 inhibitor SwissADME
CYP3A4 inhibitor SwissADME
P-glycoprotein substrate SwissADME