CHEBI:72789 - 15-epi-lipoxin A4

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ChEBI Name 15-epi-lipoxin A4
ChEBI ID CHEBI:72789
ChEBI ASCII Name 15-epi-lipoxin A4
Definition A C20 hydroxy polyunsaturated fatty acid having (5S)-, (6R)- and (15R)-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 ZINC000029127792
Download Molfile XML SDF
Formula C20H32O5
Net Charge 0
Average Mass 352.46510
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+/m1/s1
InChIKey IXAQOQZEOGMIQS-JEWNPAEBSA-N
SMILES CCCCC[C@@H](O)\C=C\C=C/C=C/C=C/[C@@H](O)[C@@H](O)CCCC(O)=O
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): 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 15-epi-lipoxin A4 (CHEBI:72789) has role metabolite (CHEBI:25212)
15-epi-lipoxin A4 (CHEBI:72789) is a hydroxy polyunsaturated fatty acid (CHEBI:140345)
15-epi-lipoxin A4 (CHEBI:72789) is a lipoxin (CHEBI:6497)
15-epi-lipoxin A4 (CHEBI:72789) is a long-chain fatty acid (CHEBI:15904)
IUPAC Name
(5S,6R,7E,9E,11Z,13E,15R)-5,6,15-trihydroxyicosa-7,9,11,13-tetraenoic acid
Synonyms Sources
15-epi-LXA4 ChEBI
15R-LXA4 ChEBI
Manual Xref Database
HMDB0012587 HMDB
View more database links
Registry Number Type Source
8358078 Reaxys Registry Number Reaxys
Last Modified
05 March 2018