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N-arachidonoyl-L-serine

Go to external page http://purl.obolibrary.org/obo/CHEBI_143514

An N-acyl-amino acid resulting from the formal condensation of the carboxy group of arachidonic acid with the amino group of L-serine. It is an endocannabinoid-like lipid isolated from bovine brains.

Term info

Label

N-arachidonoyl-L-serine

Synonyms
  • N-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]-L-serine
database cross reference
Subsets

3_STAR

IUPAC NAME
N-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]-L-serine [ IUPAC ]

charge

0

formula

C23H37NO4

has obo namespace

chebi_ontology

has related synonym

N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine, N-[(5Z,8Z,11Z,14Z)-1-Oxo-5,8,11,14-icosatetraenyl]-L-serine, (2S)-3-hydroxy-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoylamino]propanoic acid, ARA-S, (2S)-3-hydroxy-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenamido]propanoic acid

id

CHEBI:143514

inchi

InChI=1S/C23H37NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22(26)24-21(20-25)23(27)28/h6-7,9-10,12-13,15-16,21,25H,2-5,8,11,14,17-20H2,1H3,(H,24,26)(H,27,28)/b7-6-,10-9-,13-12-,16-15-/t21-/m0/s1

inchikey

FQUVPTVNRMUOPO-UPQKDGGNSA-N

mass

391.552

monoisotopicmass

391.27226

smiles

C(CCC)C/C=C\C/C=C\C/C=C\C/C=C\CCCC(N[C@H](C(=O)O)CO)=O