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CHEBI:6498 - lipoxin A4

ChEBI IDCHEBI:6498
ChEBI Namelipoxin A4
Stars
ASCII Namelipoxin A4
DefinitionA C20 hydroxy fatty acid having (5S)-, (6R)- and (15S)-hydroxy groups as well as (7E)- (9E)-, (11Z)- and (13E)-double bonds.
Last Modified5 March 2018
DownloadsMolfile
FormulaC20H32O5
Net Charge0
Average Mass352.471
Monoisotopic Mass352.22497
SMILESCCCCC[C@H](O)/C=C/C=C\C=C\C=C\[C@@H](O)[C@@H](O)CCCC(=O)O
InChIInChI=1S/C20H32O5/c1-2-3-8-12-17(21)13-9-6-4-5-7-10-14-18(22)19(23)15-11-16-20(24)25/h4-7,9-10,13-14,17-19,21-23H,2-3,8,11-12,15-16H2,1H3,(H,24,25)/b6-4-,7-5+,13-9+,14-10+/t17-,18+,19-/m0/s1
InChIKeyIXAQOQZEOGMIQS-SSQFXEBMSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
specialised pro-resolving mediator  A class of cell signaling molecules enzymatically derived from n-3 long chain polyunsaturated fatty acids that have important roles in orchestrating the resolution of tissue inflammation.
Application:
specialised pro-resolving mediator  A class of cell signaling molecules enzymatically derived from n-3 long chain polyunsaturated fatty acids that have important roles in orchestrating the resolution of tissue inflammation.
ChEBI Ontology
Outgoing Relation(s)
lipoxin A4 (CHEBI:6498) has role human metabolite (CHEBI:77746)
lipoxin A4 (CHEBI:6498) has role metabolite (CHEBI:25212)
lipoxin A4 (CHEBI:6498) is a hydroxy polyunsaturated fatty acid (CHEBI:140345)
lipoxin A4 (CHEBI:6498) is a lipoxin (CHEBI:6497)
lipoxin A4 (CHEBI:6498) is a long-chain fatty acid (CHEBI:15904)
lipoxin A4 (CHEBI:6498) is conjugate acid of lipoxin A4(1−) (CHEBI:67026)
Incoming Relation(s)
20-hydroxylipoxin A4 (CHEBI:90976) has functional parent lipoxin A4 (CHEBI:6498)
lipoxin A4(1−) (CHEBI:67026) is conjugate base of lipoxin A4 (CHEBI:6498)
IUPAC Name 
(5S,6R,7E,9E,11Z,13E,15S)-5,6,15-trihydroxyicosa-7,9,11,13-tetraenoic acid
Synonyms  Source
Lipoxin A4KEGG COMPOUND
LXA4KEGG COMPOUND
5S,6R,15S-Trihydroxy-7E,9E,11Z,13E-eicosatetraenoic acidKEGG COMPOUND
(7E,9E,11Z,13E)-(5S,6R,15S)-5,6,15-Trihydroxyicosa-7,9,11,13-tetraenoic acidKEGG COMPOUND
LXA4ChEBI
5S,6R-LipoxinA4LIPID MAPS
Manual XrefsDatabases
C06314KEGG COMPOUND
LMFA03040001LIPID MAPS
HMDB0004385HMDB
Registry NumbersSources
Reaxys:4698639Reaxys
Citations