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> Main
CHEBI:71464 - palmitoyl ethanolamide
Main
ChEBI Ontology
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ChEBI Name
palmitoyl ethanolamide
ChEBI ID
CHEBI:71464
Definition
An
N
-(long-chain-acyl)ethanolamine that is the ethanolamide of palmitic (hexadecanoic) acid.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
Alan Bridge
Supplier Information
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Wikipedia
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Read full article at Wikipedia
Formula
C18H37NO2
Net Charge
0
Average Mass
299.49190
Monoisotopic Mass
299.28243
InChI
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)
InChIKey
HXYVTAGFYLMHSO-UHFFFAOYSA-N
SMILES
CCCCCCCCCCCCCCCC(=O)NCCO
Roles Classification
Chemical Role
(s):
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
Biological Role
(s):
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via
endocannabinoid
)
cannabinoid receptor agonist
An agonist that binds to and activates cannabinoid receptors.
(via
cannabinoid
)
Application
(s):
anti-inflammatory drug
A substance that reduces or suppresses inflammation.
antihypertensive agent
Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
anticonvulsant
A drug used to prevent seizures or reduce their severity.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
palmitoyl ethanolamide (
CHEBI:71464
)
has functional parent
hexadecanoic acid (
CHEBI:15756
)
palmitoyl ethanolamide (
CHEBI:71464
)
has role
anti-inflammatory drug (
CHEBI:35472
)
palmitoyl ethanolamide (
CHEBI:71464
)
has role
anticonvulsant (
CHEBI:35623
)
palmitoyl ethanolamide (
CHEBI:71464
)
has role
antihypertensive agent (
CHEBI:35674
)
palmitoyl ethanolamide (
CHEBI:71464
)
has role
neuroprotective agent (
CHEBI:63726
)
palmitoyl ethanolamide (
CHEBI:71464
)
is a
N
-(long-chain-acyl)ethanolamine (
CHEBI:15897
)
palmitoyl ethanolamide (
CHEBI:71464
)
is a
N
-(saturated fatty acyl)ethanolamine (
CHEBI:85283
)
palmitoyl ethanolamide (
CHEBI:71464
)
is a
endocannabinoid (
CHEBI:67197
)
IUPAC Name
N
-(2-hydroxyethyl)hexadecanamide
INNs
Sources
palmidrol
ChemIDplus
palmidrolum
ChemIDplus
Synonyms
Sources
Anandamide (16:0)
LIPID MAPS
hexadecanoyl ethanolamide
SUBMITTER
Hydroxyethylpalmitamide
ChemIDplus
Monoethanolamine palmitic acid amide
ChemIDplus
N-(2-Hydroxyethyl)palmitamide
ChemIDplus
N
-hexadecanoylethanolamine
UniProt
N-palmitoylethanolamine
LIPID MAPS
Palmitamide MEA
ChemIDplus
Palmitic acid monoethanolamide
ChemIDplus
Palmitinsaeure-beta-hydroxyethylamid
ChemIDplus
Palmitoyl-EA
LIPID MAPS
Palmitoylethanolamide
KEGG COMPOUND
palmitoylethanolamide
LIPID MAPS
PEA
SUBMITTER
Manual Xrefs
Databases
2045
DrugCentral
C16512
KEGG COMPOUND
CA2738117
Patent
D08328
KEGG DRUG
EP2276461
Patent
HMDB0002100
HMDB
LMFA08040013
LIPID MAPS
LSM-3518
LINCS
Palmitoylethanolamide
Wikipedia
US2011046225
Patent
US2011171313
Patent
WO2009133574
Patent
WO2011027373
Patent
View more database links
Registry Numbers
Types
Sources
1789716
Reaxys Registry Number
Reaxys
544-31-0
CAS Registry Number
ChemIDplus
Citations
Types
Sources
16715117
PubMed citation
Europe PMC
18501510
PubMed citation
Europe PMC
19395322
PubMed citation
Europe PMC
19535304
PubMed citation
Europe PMC
19622239
PubMed citation
Europe PMC
20462810
PubMed citation
Europe PMC
21562563
PubMed citation
SUBMITTER
21564082
PubMed citation
Europe PMC
21705689
PubMed citation
Europe PMC
22172516
PubMed citation
Europe PMC
22595021
PubMed citation
Europe PMC
22912814
PubMed citation
Europe PMC
23201387
PubMed citation
Europe PMC
4559625
PubMed citation
Europe PMC
4584774
PubMed citation
Europe PMC
4704121
PubMed citation
Europe PMC
5165412
PubMed citation
Europe PMC
Last Modified
30 October 2017