EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:140401 - 16(S)-cystein-S-yl,17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoate(1−)

Default Structure
ChEBI IDCHEBI:140401
ChEBI Name16(S)-cystein-S-yl,17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoate(1−)
Stars
ASCII Name16(S)-cystein-S-yl,17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoate(1-)
DefinitionA docosanoid anion obtained by deprotonation of the two carboxy groups and protonation of the α-amino group of 16(S)-cystein-S-yl,17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoic acid; major species at pH 7.3.
Last Modified14 March 2025
SubmitterSteve
DownloadsMolfile
FormulaC25H36NO5S
Net Charge-1
Average Mass462.632
Monoisotopic Mass462.23197
SMILESCC/C=C\C[C@@H](O)[C@H](C=CC=CC=CC/C=C\C/C=C\CCC(=O)[O-])SC[C@H]([NH3+])C(=O)[O-]
InChIInChI=1S/C25H37NO5S/c1-2-3-14-17-22(27)23(32-20-21(26)25(30)31)18-15-12-10-8-6-4-5-7-9-11-13-16-19-24(28)29/h3,5-8,10-15,18,21-23,27H,2,4,9,16-17,19-20,26H2,1H3,(H,28,29)(H,30,31)/p-1/b7-5-,8-6?,12-10?,13-11-,14-3-,18-15?/t21-,22+,23-/m0/s1
InChIKeyGFHRZNBJDWPKHL-XUVPQBAGSA-M
ChEBI Ontology
Outgoing Relation(s)
16(S)-cystein-S-yl,17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoate(1−) (CHEBI:140401) is a dicarboxylic acid monoanion (CHEBI:35695)
16(S)-cystein-S-yl,17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoate(1−) (CHEBI:140401) is a docosanoid anion (CHEBI:131864)
16(S)-cystein-S-yl,17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoate(1−) (CHEBI:140401) is conjugate base of 16(S)-cystein-S-yl,17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoic acid (CHEBI:140264)
Incoming Relation(s)
16(S)-cystein-S-yl,17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoic acid (CHEBI:140264) is conjugate acid of 16(S)-cystein-S-yl,17(R)-hydroxy-(4Z,7Z,10,12,14,19Z)-docosahexaenoate(1−) (CHEBI:140401)
IUPAC Name 
(4Z,7Z,16S,17R,19Z)-16-{[(2R)-2-azaniumyl-2-carboxylatoethyl]sulfanyl}-17-hydroxydocosa-4,7,10,12,14,19-hexaenoate
Synonyms  Source
16-cysteinyl,17-hydroxy-4Z,7Z,16S,17R,19Z-docosahexaenoate(1−)ChEBI
PCTR3(1−)ChEBI
protectin conjugate in tissue regeneration 3(1−)ChEBI