Term: | N-arachidonoyl-L-serine |
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Accession: | CHEBI:143514
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Definition: | 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. |
Synonyms: | exact_synonym: | N-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]-L-serine |
| related_synonym: | (2S)-3-hydroxy-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenamido]propanoic acid; (2S)-3-hydroxy-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoylamino]propanoic acid; ARA-S; C20:4(5Z,8Z,11Z,14Z)-L-Ser; Formula=C23H37NO4; 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; N-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-L-serine; N-(5Z,8Z,11Z,14Z-icosatetraenoyl)-L-serine; N-[(5Z,8Z,11Z,14Z)-1-Oxo-5,8,11,14-icosatetraenyl]-L-serine; SMILES=C(CCC)C/C=C\\C/C=C\\C/C=C\\C/C=C\\CCCC(N[C@H](C(=O)O)CO)=O |
| xref: | CAS:187224-29-9; LIPID_MAPS_instance:LMFA08020073; PMID:16467152; PMID:18234973; PMID:18923087; PMID:20649562; PMID:20649563; PMID:21505478; PMID:23695434; PMID:28955964 |
| cyclic_relationship: | is_conjugate_acid_of CHEBI:149697 |
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