Record Information
Version1.0
Creation date2010-04-08 22:10:10 UTC
Update date2015-07-20 22:50:13 UTC
Primary IDFDB012436
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameOleamide
DescriptionRelease agent migrating from food packaging Oleamide is an amide of the fatty acid oleic acid. It is an endogenous substance: it occurs naturally in the body of animals. It accumulates in the cerebrospinal fluid during sleep deprivation and induces sleep in animals. It is being studied as a potential medical treatment for mood and sleep disorders, and cannabinoid-regulated depression.; The mechanism of action of oleamide's sleep inducing effects is an area of current research. It is likely that oleamide interacts with multiple neurotransmitter systems. Oleamide is structurally related to the endogenous cannabinoid anandamide, and has the ability to bind to the CB1 receptor as a full agonist.
CAS Number301-02-0
Structure
Thumb
Synonyms
SynonymSource
Oleic acid amideMeSH
OleamideMeSH
trans-9,10-OctadecenoamideMeSH
Oleylamide, (e)-isomerMeSH
cis-9,10-OctadecenoamideMeSH
9,10-OctadecenamideMeSH
OleylamideMeSH
9-OctadecenamideMeSH
(9E)-OCTADEC-9-ENAMIDEbiospider
(9Z)-9-Octadecenamidebiospider
(9Z)-octadec-9-enamidebiospider
(cis)-9-OctadecenoateHMDB
(cis)-9-Octadecenoic acidHMDB
(cis)-9-Octadecenoic acid amidebiospider
(Z)-9-Octadecenamidebiospider
(Z)-Octadec-9-enoate amideGenerator
(Z)-Octadec-9-enoic acid amideChEBI
14C-labeled oleamidebiospider
9-Octadecenamide, (9Z)-biospider
9-Octadecenamide, (Z)-biospider
9-Octadecenamide, (Z)- (9CI)biospider
9-Octadecenoic acid, amide (cis)biospider
9,10-octadecenamidebiospider
9Z-OctadecenamideChEBI
Adogen 73biospider
Aliphatic amidebiospider
Amide obiospider
Armid obiospider
Armoslip CPbiospider
Crodamide obiospider
Crodamide o, orbiospider
Crodamide orbiospider
Diamide O 200biospider
Diamit O 200biospider
Elaidoylamidebiospider
ELDbiospider
Kemamide Odb_source
Octadecene amidebiospider
Oleate amideGenerator
Oleyl amidebiospider
Petrac slip-ezebiospider
Polydis TR 121biospider
Slip-ezebiospider
Tocris-0878HMDB
trans-9,10-octadecenoamidebiospider
Unislip 1759biospider
Predicted Properties
PropertyValueSource
Water Solubility0.00016 g/LALOGPS
logP7.38ALOGPS
logP4.15ChemAxon
logS-6.2ALOGPS
pKa (Strongest Acidic)0.31ChemAxon
pKa (Strongest Basic)13.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area44.08 ŲChemAxon
Rotatable Bond Count15ChemAxon
Refractivity100.16 m³·mol⁻¹ChemAxon
Polarizability37.96 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC18H35NO
IUPAC name(9E)-octadec-9-enimidic acid
InChI IdentifierInChI=1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H2,19,20)/b10-9+
InChI KeyFATBGEAMYMYZAF-MDZDMXLPSA-N
Isomeric SMILESCCCCCCCC\C=C\CCCCCCCC(N)=O
Average Molecular Weight281.4766
Monoisotopic Molecular Weight281.271864747
Classification
Description Belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty amides
Direct ParentFatty amides
Alternative Parents
Substituents
  • Fatty amide
  • Primary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • 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 CompositionC 76.81%; H 12.53%; N 4.98%; O 5.68%DFC
Melting PointMp 75-76°DFC
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
GC-MSOleamide, non-derivatized, GC-MS Spectrumsplash10-0ab9-9100000000-b569e50a84dfd9fefa0fSpectrum
Predicted GC-MSOleamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9520000000-357e2cc7659158277fb0Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-4025e9686e453cf9ff582017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-02ti-3590000000-ef97bfeb80e7c1b3032d2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-8910000000-4bbc3e60f25393fa68452017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-07efc552c89b480487772017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001l-4090000000-f222c515266d20e324ec2017-07-26View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-e9a8f8874e104368c2af2017-07-26View Spectrum
NMRNot Available
ChemSpider ID4446508
ChEMBL IDCHEMBL15927
KEGG Compound IDC19670
Pubchem Compound ID5283387
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDDB03784
HMDB IDHMDB02117
CRC / DFC (Dictionary of Food Compounds) IDBGT64-L:HGW42-G
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 IDOleamide
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
Enzymes
NameGene NameUniProt ID
Aromatic-L-amino-acid decarboxylaseDDCP20711
Fatty-acid amide hydrolase 1FAAHO00519
Fatty-acid amide hydrolase 2FAAH2Q6GMR7
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference