CHEBI:137410 - (13R)-S-cysteinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate(1−)

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ChEBI Name (13R)-S-cysteinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate(1−)
ChEBI ID CHEBI:137410
ChEBI ASCII Name (13R)-S-cysteinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate(1-)
Definition A docosanoid anion obtained by deprotonation of the two carboxy groups and protonation of the glutamyl α-amino group of (13R)-S-cysteinylglycinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Nevila Nouspikel
Supplier Information
Download Molfile XML SDF
Formula C25H36NO5S
Net Charge -1
Average Mass 462.624
Monoisotopic Mass 462.23197
InChI InChI=1S/C25H37NO5S/c1-2-3-4-5-11-14-17-22(27)23(32-20-21(26)25(30)31)18-15-12-9-7-6-8-10-13-16-19-24(28)29/h3-4,6-7,9-15,18,21-23,27H,2,5,8,16-17,19-20,26H2,1H3,(H,28,29)(H,30,31)/p-1/b4-3-,7-6-,12-9+,13-10-,14-11-,18-15+/t21-,22-,23+/m0/s1
InChIKey GIIVKOKEBBFSDI-AIYHDIOKSA-M
SMILES [NH3+][C@H](C(=O)[O-])CS[C@H](/C=C/C=C/C=C\C/C=C\CCC([O-])=O)[C@H](C/C=C\C/C=C\CC)O
Metabolite of Species Details
Homo Sapiens (NCBI:txid9606) See: PubMed
ChEBI Ontology
Outgoing (13R)-S-cysteinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate(1−) (CHEBI:137410) is a docosanoid anion (CHEBI:131864)
(13R)-S-cysteinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate(1−) (CHEBI:137410) is conjugate base of (13R)-S-cysteinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid (CHEBI:138209)
Incoming (13R)-S-cysteinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoic acid (CHEBI:138209) is conjugate acid of (13R)-S-cysteinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate(1−) (CHEBI:137410)
IUPAC Name
(4Z,7Z,9E,11E,13R,14S,16Z,19Z)-13-{[(2R)-2-azaniumyl-2-carboxylatoethyl]sulfanyl}-14-hydroxydocosa-4,7,9,11,16,19-hexaenoate
Synonyms Sources
(13R)-S-cysteinyl-(14S)-hydroxy-(4Z,7Z,9E,11E,16Z,19Z)-docosahexaenoate UniProt
MCTR3(1−) SUBMITTER
Citation Waiting for Citations Type Source
27791009 PubMed citation SUBMITTER
Last Modified
17 August 2017