Showing metabocard for Palmitoylethanolamide (BMDB0002100)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-09-30 22:51:14 UTC
Update Date2020-05-11 20:39:51 UTC
BMDB IDBMDB0002100
Secondary Accession Numbers
  • BMDB02100
Metabolite Identification
Common NamePalmitoylethanolamide
DescriptionPalmitoylethanolamide, also known as palmidrol or anandamide (16:0), 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). Thus, palmitoylethanolamide is considered to be a fatty amide. Based on a literature review a significant number of articles have been published on Palmitoylethanolamide.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Anandamide (16:0)ChEBI
Hexadecanoyl ethanolamideChEBI
HydroxyethylpalmitamideChEBI
Monoethanolamine palmitic acid amideChEBI
N-(2-Hydroxyethyl)palmitamideChEBI
N-HexadecanoylethanolamineChEBI
N-PalmitoylethanolamineChEBI
PalmidrolChEBI
PalmidrolumChEBI
Palmitamide meaChEBI
Palmitic acid monoethanolamideChEBI
Palmitinsaeure-beta-hydroxyethylamidChEBI
Palmitoyl-eaChEBI
PEAChEBI
Palmdrol prodesKegg
Monoethanolamine palmitate amideGenerator
Palmitate monoethanolamideGenerator
Palmitinsaeure-b-hydroxyethylamidGenerator
Palmitinsaeure-β-hydroxyethylamidGenerator
ImpulsinMeSH
MimyXMeSH
N-(2-Hydroxyethyl)palmitateMeSH
PalmitylethanolamideMeSH
N-Hexadecanoyl ethanolamineChEBI, HMDB
Loramine P 256HMDB
N-(2-Hydroxyethyl)hexadecanamideHMDB
N-Hexadecyl-ethanolamineHMDB
Palmitoyl ethanolamideHMDB
PalmitoylethanolamideChEBI
Chemical FormulaC18H37NO2
Average Molecular Weight299.4919
Monoisotopic Molecular Weight299.282429433
IUPAC NameN-(2-hydroxyethyl)hexadecanamide
Traditional Namepalmitoylethanolamide
CAS Registry Number544-31-0
SMILES
CCCCCCCCCCCCCCCC(=O)NCCO
InChI Identifier
InChI=1S/C18H37NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(21)19-16-17-20/h20H,2-17H2,1H3,(H,19,21)
InChI KeyHXYVTAGFYLMHSO-UHFFFAOYSA-N
Chemical Taxonomy
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
StatusExpected but not Quantified
Origin
  • Endogenous
  • Exogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cell membrane
  • Membrane
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point98.5 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.74ALOGPS
logP4.98ChemAxon
logS-5.3ALOGPS
pKa (Strongest Acidic)15.46ChemAxon
pKa (Strongest Basic)-0.33ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area49.33 ŲChemAxon
Rotatable Bond Count16ChemAxon
Refractivity90.09 m³·mol⁻¹ChemAxon
Polarizability40.05 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cell membrane
  • Membrane
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
 details
Abnormal Concentrations
Not Available
HMDB IDHMDB0002100
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001087
KNApSAcK IDNot Available
Chemspider ID4509
KEGG Compound IDC16512
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPalmitoylethanolamide
METLIN IDNot Available
PubChem Compound4671
PDB IDNot Available
ChEBI ID71464
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available