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Showing Compound Adrenoyl ethanolamide (FDB029603)

Record Information
Version1.0
Creation date2011-09-21 01:58:18 UTC
Update date2015-07-21 06:59:46 UTC
Primary IDFDB029603
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAdrenoyl ethanolamide
DescriptionAdrenoyl ethanolamide is a N-acylethanolamine. N-acylethanolamines (NAEs) constitute a class of lipid compounds naturally present in both animal and plant membranes as constituents of the membrane-bound phospholipid, N-acylphosphatidylethanolamine (NAPE). NAPE is composed of a third fatty acid moiety linked to the amino head group of the commonly occurring membrane phospholipid, phosphatidylethanolamine. NAEs are released from NAPE by phospholipase D-type hydrolases in response to a variety of stimuli. Transient NAE release and accumulation has been attributed a variety of biological activities, including neurotransmission, membrane protection, and immunomodulation in animals. N-oleoylethanolamine is an inhibitor of the sphingolipid signaling pathway, via specific ceramidase inhibition (ceramidase converts ceramide to sphingosine). N-oleoylethanolamine blocks the effects of TNF- and arachidonic acid on intracellular Ca concentration. (PMID: 12692337, 12056855, 12560208, 11997249) [HMDB]
CAS Number150314-35-5
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
N-(7Z,10Z,13Z,16Z-Docosatetraenoyl)-ethanolamineKegg
7,10,13,16-DTEAMeSH
7,10,13,16-DocosatetraenylethanolamideMeSH
N-(7Z,10Z,13Z,16Z-Docosatetraenoyl)-ethanolamideKEGG, HMDB
7,10,13,16-DocosatetraenoylethanolamineHMDB
8,11,14-EicosatrienoylethanolamideHMDB
Adrenoyl-ethanolamineHMDB
DEAHMDB
Docosa-7,10,13,16-tetraenoateHMDB
Docosa-7,10,13,16-tetraenoic acidHMDB
Docosa-7,10,13,16-tetraenoic acid (2-hydroxy-ethyl)-amideHMDB
N-(8Z,11Z,14Z-Icosatrienoyl)-ethanolamideHMDB
N-(2-Hydroxyethyl)-7,10,13,16-docosatetraenamide (all-Z)-hmdb
N-(7Z,10Z,13Z,16Z-docosatetraenoyl)-ethanolamidehmdb
Predicted Properties
PropertyValueSource
Water Solubility0.00019 g/LALOGPS
logP6.58ALOGPS
logP6.2ChemAxon
logS-6.3ALOGPS
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 Count18ChemAxon
Refractivity122.17 m³·mol⁻¹ChemAxon
Polarizability47.17 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC24H41NO2
IUPAC name(7Z,10Z,13Z,16Z)-N-(2-hydroxyethyl)docosa-7,10,13,16-tetraenamide
InChI IdentifierInChI=1S/C24H41NO2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-24(27)25-22-23-26/h6-7,9-10,12-13,15-16,26H,2-5,8,11,14,17-23H2,1H3,(H,25,27)/b7-6-,10-9-,13-12-,16-15-
InChI KeyFMVHVRYFQIXOAF-DOFZRALJSA-N
Isomeric SMILESCCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCCCC(=O)NCCO
Average Molecular Weight375.5878
Monoisotopic Molecular Weight375.313729561
Classification
Description Belongs to the class of organic compounds known as n-acylethanolamines. N-acylethanolamines are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of ethanolamine.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassAmines
Direct ParentN-acylethanolamines
Alternative Parents
Substituents
  • N-acylethanolamine
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Alcohol
  • Organooxygen compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

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-MSAdrenoyl ethanolamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-014l-8596000000-fb56397a219ca27323eeSpectrum
Predicted GC-MSAdrenoyl ethanolamide, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00yi-9263400000-08ff1e6d3a4de7602967Spectrum
Predicted GC-MSAdrenoyl ethanolamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSAdrenoyl ethanolamide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-4019000000-af6365155318609eed17Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dl-9122000000-8e28d155f14c7badafedSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03di-9130000000-e57644d2630bb1b3b060Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0009000000-7ec4d3341aea6c7e0b11Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-074l-5009000000-00b3c02e8e16ba5c1e65Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9011000000-d5cb6f4617816a6a0fb2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0009000000-19586eb33dc1d3f7d937Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-4119000000-9b6fce221585710cf9dcSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9002000000-b09284232013b6fc7b7aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-8119000000-da9fd03d8d325045c6d7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dl-9000000000-7ae2abc24b2249be27a2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03dl-9100000000-60701a0404a7efc4eea6Spectrum
NMRNot Available
ChemSpider ID4445444
ChEMBL IDCHEMBL321585
KEGG Compound IDC13829
Pubchem Compound ID5282273
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB13626
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