Methyl linolenate (CHEM017722)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:34:30 UTC
Update Date2016-11-09 01:15:39 UTC
Accession NumberCHEM017722
Identification
Common NameMethyl linolenate
ClassSmall Molecule
DescriptionA fatty acid methyl ester derived from alpha-linolenic acid.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
[Z,Z,Z]-9,12,15-Octadecadienoic acid methyl esterChEBI
alpha-Linolenic acid methyl esterChEBI
cis,cis,cis-9,12,15-Octadecatrienoic acid, methyl esterChEBI
Linolenic acid, methyl esterChEBI
Methyl (9Z,12Z,15Z)-9,12,15-octadecatrienoateChEBI
Methyl (9Z,12Z,15Z)-octadecatrienoateChEBI
Methyl all-cis-9,12,15-octadecatrienoateChEBI
Methyl alpha-linolenateChEBI
Methyl cis,cis,cis-octadec-9,12,15-trienoateChEBI
[Z,Z,Z]-9,12,15-Octadecadienoate methyl esterGenerator
a-Linolenate methyl esterGenerator
a-Linolenic acid methyl esterGenerator
alpha-Linolenate methyl esterGenerator
Α-linolenate methyl esterGenerator
Α-linolenic acid methyl esterGenerator
cis,cis,cis-9,12,15-Octadecatrienoate, methyl esterGenerator
Linolenate, methyl esterGenerator
Methyl (9Z,12Z,15Z)-9,12,15-octadecatrienoic acidGenerator
Methyl (9Z,12Z,15Z)-octadecatrienoic acidGenerator
Methyl all-cis-9,12,15-octadecatrienoic acidGenerator
Methyl a-linolenateGenerator
Methyl a-linolenic acidGenerator
Methyl alpha-linolenic acidGenerator
Methyl α-linolenateGenerator
Methyl α-linolenic acidGenerator
Methyl cis,cis,cis-octadec-9,12,15-trienoic acidGenerator
Methyl linolenic acidGenerator
9,12,15-Octadecatrienoic acid, methyl esterMeSH
Linolenic acid methyl esterMeSH
Methyl linolenate, (Z,Z,Z)-isomerMeSH
Chemical FormulaC19H32O2
Average Molecular Mass292.456 g/mol
Monoisotopic Mass292.240 g/mol
CAS Registry Number301-00-8
IUPAC Namemethyl (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
Traditional Namemethyl linolenate
SMILES[H]\C(CC)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])CCCCCCCC(=O)OC
InChI IdentifierInChI=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-
InChI KeyDVWSXZIHSUZZKJ-YSTUJMKBSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassLineolic acids and derivatives
Direct ParentLineolic acids and derivatives
Alternative Parents
Substituents
  • Octadecanoid
  • Fatty acid methyl ester
  • Fatty acid ester
  • Methyl ester
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility6.0e-05 g/LALOGPS
logP6.62ALOGPS
logP6.21ChemAxon
logS-6.7ALOGPS
pKa (Strongest Basic)-7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity94.4 m³·mol⁻¹ChemAxon
Polarizability36.49 ųChemAxon
Number of Rings0ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-005c-9500000000-cf2f89744f005901c194Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ox-0090000000-f9d2082b5a5c120c3b25Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-015c-4490000000-40b66391cd7e22d819eeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-8960000000-2a2e12ea99657de4e02aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0090000000-a561d32a81e5ee6aa17aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052f-1090000000-e723e54e3cd4136f9245Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9140000000-62a48e08b00e7dfa589aSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID133634
PubChem Compound ID5319706
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=12975775
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1461916
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=14705893
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=16302787
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=19146461
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=19318230
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25880372
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=26427321
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=27191950
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=27216685
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=27520006
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=27914541
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=28294414
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=3250488
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=3908249
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=730973
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=8441338