CHEBI:132708 - N-arachidonoyl-L-alanine

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ChEBI Name N-arachidonoyl-L-alanine
ChEBI ID CHEBI:132708
ChEBI ASCII Name N-arachidonoyl-L-alanine
Definition An N-acyl-L-alanine resulting from the formal condensation of the amino group of L-alanine with the carboxy group of arachidonic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C23H37NO3
Net Charge 0
Average Mass 375.546
Monoisotopic Mass 375.27734
InChI InChI=1S/C23H37NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-22(25)24-21(2)23(26)27/h7-8,10-11,13-14,16-17,21H,3-6,9,12,15,18-20H2,1-2H3,(H,24,25)(H,26,27)/b8-7-,11-10-,14-13-,17-16-/t21-/m0/s1
InChIKey ZECSOKFEQQDUCP-GDYZQIPQSA-N
SMILES C(CCC)C/C=C\C/C=C\C/C=C\C/C=C\CCCC(N[C@H](C(O)=O)C)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): mammalian metabolite
Any animal metabolite produced during a metabolic reaction in mammals.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing N-arachidonoyl-L-alanine (CHEBI:132708) has functional parent arachidonic acid (CHEBI:15843)
N-arachidonoyl-L-alanine (CHEBI:132708) has role mammalian metabolite (CHEBI:75768)
N-arachidonoyl-L-alanine (CHEBI:132708) is a N-(fatty acyl)-L-α-amino acid (CHEBI:137550)
N-arachidonoyl-L-alanine (CHEBI:132708) is a N-acyl-L-alanine (CHEBI:83946)
N-arachidonoyl-L-alanine (CHEBI:132708) is conjugate acid of N-arachidonoyl-L-alaninate (CHEBI:132071)
Incoming N-arachidonoyl-L-alaninate (CHEBI:132071) is conjugate base of N-arachidonoyl-L-alanine (CHEBI:132708)
IUPAC Name
N-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]-L-alanine
Synonyms Sources
N-[(5Z,8Z,11Z,14Z)-eicosatetraenoyl]-L-alanine ChEBI
N-[(5Z,8Z,11Z,14Z)-eicosatetraenoyl]alanine ChEBI
N-[(5Z,8Z,11Z,14Z)-icosatetraenoyl]-L-alanine ChEBI
N-[(5Z,8Z,11Z,14Z)-icosatetraenoyl]alanine ChEBI
N-arachidonoylalanine ChEBI
Registry Number Type Source
11115229 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
14715265 PubMed citation Europe PMC
27411387 PubMed citation Europe PMC
Last Modified
27 June 2017