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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:40:05 UTC
Update Date2022-03-07 02:52:46 UTC
HMDB IDHMDB0030964
Secondary Accession Numbers
  • HMDB30964
Metabolite Identification
Common NameLinolenelaidic acid
DescriptionLinolenelaidic acid, also known as linolenelaidate, 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. Based on a literature review a significant number of articles have been published on Linolenelaidic acid.
Structure
Data?1563862064
Synonyms
ValueSource
LinolenelaidateGenerator
(9E,12E,15E)-9,12,15-OctadecatrienoateHMDB
(9E,12E,15E)-9,12,15-Octadecatrienoic acidHMDB
Elaidolinolenic acidHMDB
Octadeca-9,12,15-trienoateGenerator
Chemical FormulaC18H30O2
Average Molecular Weight278.4296
Monoisotopic Molecular Weight278.224580204
IUPAC Nameoctadeca-9,12,15-trienoic acid
Traditional Nameoctadeca-9,12,15-trienoic acid
CAS Registry Number28290-79-1
SMILES
CCC=CCC=CCC=CCCCCCCCC(O)=O
InChI Identifier
InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)
InChI KeyDTOSIQBPPRVQHS-UHFFFAOYSA-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
  • Long-chain fatty acid
  • Fatty acid
  • Unsaturated fatty acid
  • Straight chain fatty acid
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point29.5 - 30 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.12 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP6.46Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.00027 g/LALOGPS
logP6.62ALOGPS
logP6.06ChemAxon
logS-6ALOGPS
pKa (Strongest Acidic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count13ChemAxon
Refractivity89.64 m³·mol⁻¹ChemAxon
Polarizability34.75 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+177.18131661259
DarkChem[M-H]-176.87531661259
DeepCCS[M+H]+169.33330932474
DeepCCS[M-H]-165.36230932474
DeepCCS[M-2H]-202.8430932474
DeepCCS[M+Na]+178.52330932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Linolenelaidic acidCCC=CCC=CCC=CCCCCCCCC(O)=O3410.4Standard polar33892256
Linolenelaidic acidCCC=CCC=CCC=CCCCCCCCC(O)=O2036.2Standard non polar33892256
Linolenelaidic acidCCC=CCC=CCC=CCCCCCCCC(O)=O2154.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Linolenelaidic acid,1TMS,isomer #1CCC=CCC=CCC=CCCCCCCCC(=O)O[Si](C)(C)C2212.0Semi standard non polar33892256
Linolenelaidic acid,1TBDMS,isomer #1CCC=CCC=CCC=CCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C2453.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Linolenelaidic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-052e-6950000000-27037263e74c8119ead02017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Linolenelaidic acid GC-MS (1 TMS) - 70eV, Positivesplash10-00ds-6931000000-657fa0cc66a206a364092017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Linolenelaidic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Linolenelaidic acid LC-ESI-QTOF , negative-QTOFsplash10-004i-0090000000-52a7bd13b96756162f932017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Linolenelaidic acid LC-ESI-QTOF , negative-QTOFsplash10-004i-0290000000-d21f7619608b77a07a5c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Linolenelaidic acid 20V, Negative-QTOFsplash10-004i-0290000000-d21f7619608b77a07a5c2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Linolenelaidic acid 10V, Negative-QTOFsplash10-004i-0090000000-52a7bd13b96756162f932021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linolenelaidic acid 10V, Negative-QTOFsplash10-004i-0090000000-2c8589c5d08d8c4782d12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linolenelaidic acid 20V, Negative-QTOFsplash10-057i-0090000000-f55152ce1b46a77a0fdf2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linolenelaidic acid 40V, Negative-QTOFsplash10-0a4l-9230000000-58b2d129efc47d6f28582017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linolenelaidic acid 10V, Negative-QTOFsplash10-004i-0090000000-12da14b99ffff52801582021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linolenelaidic acid 20V, Negative-QTOFsplash10-056r-1090000000-d080ea128304563043e52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linolenelaidic acid 40V, Negative-QTOFsplash10-0006-9410000000-e063dc1f49167283e26d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linolenelaidic acid 10V, Positive-QTOFsplash10-03di-0090000000-b8724c7de296f2ed96482017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linolenelaidic acid 20V, Positive-QTOFsplash10-02wc-5690000000-a08736b39427cdc3b4632017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linolenelaidic acid 40V, Positive-QTOFsplash10-014l-7920000000-096b63c4e210fb9b34ee2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linolenelaidic acid 10V, Positive-QTOFsplash10-01t9-3590000000-875b4a247401e04bb8762021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linolenelaidic acid 20V, Positive-QTOFsplash10-05o1-9610000000-9dee0c8ef42b21eeb46e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Linolenelaidic acid 40V, Positive-QTOFsplash10-05po-9100000000-1de719f1f7474b200cb62021-09-23Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002947
KNApSAcK IDNot Available
Chemspider ID837
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound860
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1110711
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.