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Showing Compound Linoleoyl ethanolamide (FDB028893)

Record Information
Version1.0
Creation date2011-09-21 01:46:54 UTC
Update date2015-07-21 06:59:34 UTC
Primary IDFDB028893
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameLinoleoyl ethanolamide
DescriptionLinoleoyl ethanolamide belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group). Linoleoyl ethanolamide has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make linoleoyl ethanolamide a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Linoleoyl ethanolamide.
CAS Number68171-52-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
LinoleoylethanolamideMeSH
(9Z,12Z)-N-(2-Hydroxyethyl)octadeca-9,12-dien-1-amideChEBI
Anandamide (18:2, N-6)ChEBI
Linoleamide meaChEBI
Linoleic ethanolamidehmdb
Linoleoyl monoethanolamidehmdb
Monoethanolamine linoleate amideGenerator
Monoethanolamine linoleic acid amidehmdb
N-(2-Hydroxyethyl)-9,12-octadecadienamideChEBI
N-(2-Hydroxyethyl)-linoleamidehmdb
N-(2-Hydroxyethyl)linoleamidehmdb
N-(9Z,12Z-Octadecadienoyl)-ethanolamineChEBI
N-cis-9-cis-12-OctadecadienoylethanolamineChEBI
Predicted Properties
PropertyValueSource
Water Solubility0.00042 g/LALOGPS
logP6.26ALOGPS
logP5.15ChemAxon
logS-5.9ALOGPS
pKa (Strongest Acidic)15.47ChemAxon
pKa (Strongest Basic)-0.33ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 ŲChemAxon
Rotatable Bond Count16ChemAxon
Refractivity101.53 m³·mol⁻¹ChemAxon
Polarizability41.11 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC20H37NO2
IUPAC nameN-(2-hydroxyethyl)octadeca-9,12-dienamide
InChI IdentifierInChI=1S/C20H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20(23)21-18-19-22/h6-7,9-10,22H,2-5,8,11-19H2,1H3,(H,21,23)
InChI KeyKQXDGUVSAAQARU-UHFFFAOYSA-N
Isomeric SMILESCCCCCC=CCC=CCCCCCCCC(=O)NCCO
Average Molecular Weight323.5133
Monoisotopic Molecular Weight323.282429433
Classification
Description Belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboximidic acids and derivatives
Sub ClassCarboximidic acids
Direct ParentCarboximidic acids
Alternative Parents
Substituents
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidic acid
  • Alkanolamine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSLinoleoyl ethanolamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0jbd-6980000000-296b477e994954e1473bSpectrum
Predicted GC-MSLinoleoyl ethanolamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSLinoleoyl ethanolamide, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSLinoleoyl ethanolamide, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSLinoleoyl ethanolamide, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSLinoleoyl ethanolamide, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0229-9018000000-dfb0367b1a786385c0e7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dl-9000000000-cff57ff620f36f4407b6Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-07bf-9000000000-49357c837f95951f6615Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0009000000-136b1b8ae59ab6324a70Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-5139000000-5a2a20a7ee6a618f5798Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-06r6-9010000000-f671867a64400c3cd77cSpectrum
NMRNot Available
ChemSpider ID4446566
ChEMBL IDCHEMBL149859
KEGG Compound IDNot Available
Pubchem Compound ID5283446
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB12252
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference