CHEBI:6498 - lipoxin A4

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ChEBI Name lipoxin A4
ChEBI ID CHEBI:6498
ChEBI ASCII Name lipoxin A4
Definition A C20 hydroxy fatty acid having (5S)-, (6R)- and (15S)-hydroxy groups as well as (7E)- (9E)-, (11Z)- and (13E)-double bonds.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information eMolecules:539943, ZINC000004097074
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Formula C20H32O5
Net Charge 0
Average Mass 352.46508
Monoisotopic Mass 352.22497
InChI InChI=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
InChIKey IXAQOQZEOGMIQS-SSQFXEBMSA-N
SMILES CCCCC[C@H](O)\C=C\C=C/C=C/C=C/[C@@H](O)[C@@H](O)CCCC(O)=O
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: DOI
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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.
(via lipoxin )
Application(s): 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.
(via lipoxin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Sources
(5S,6R,15S)-trihydroxy-7,9,13-trans-11-cis-eicosatetraenoic acid ChEBI
(5S,6R,7E,9E,11Z,13E,15S)-5,6,15-trihydroxy-7,9,11,13-eicosatetraenoic acid ChEBI
(5S,6R,7E,9E,11Z,13E,15S)-5,6,15-trihydroxyeicosa-7,9,11,13-tetraenoic acid ChEBI
(7E,9E,11Z,13E)-(5S,6R,15S)-5,6,15-Trihydroxyicosa-7,9,11,13-tetraenoic acid KEGG COMPOUND
5(S),6(R),15(S)-trihydroxyeicosa-7E,9E,11Z,13E-tetraenoic acid ChEBI
5S,6R,15S-trihydroxy-7,9,13-trans-11-cis-eicosatetraenoic acid ChEBI
5S,6R,15S-Trihydroxy-7E,9E,11Z,13E-eicosatetraenoic acid KEGG COMPOUND
5S,6R-LipoxinA4 LIPID MAPS
6R-LXA4 ChEBI
Lipoxin A4 KEGG COMPOUND
lipoxin A4 ChEBI
LXA4 KEGG COMPOUND
LXA4 ChEBI
Manual Xrefs Databases
C06314 KEGG COMPOUND
HMDB0004385 HMDB
LMFA03040001 LIPID MAPS
View more database links
Registry Number Type Source
4698639 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
20435922 PubMed citation Europe PMC
20802423 PubMed citation Europe PMC
20833483 PubMed citation Europe PMC
20950211 PubMed citation Europe PMC
20959513 PubMed citation Europe PMC
21263017 PubMed citation Europe PMC
8690917 PubMed citation Europe PMC
Last Modified
05 March 2018