CHEBI:15651 - leukotriene A4

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ChEBI Name leukotriene A4
ChEBI ID CHEBI:15651
ChEBI ASCII Name leukotriene A4
Definition A leukotriene that is the (5S,6S)-epoxy derivative of (7E,9E,11Z,14Z)-icosa-7,9,11,14-tetraenoic acid.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6420, CHEBI:14503, CHEBI:25023, CHEBI:10937
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Formula C20H30O3
Net Charge 0
Average Mass 318.457
Monoisotopic Mass 318.21949
InChI InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15-18-19(23-18)16-14-17-20(21)22/h6-7,9-13,15,18-19H,2-5,8,14,16-17H2,1H3,(H,21,22)/b7-6-,10-9-,12-11+,15-13+/t18-,19-/m0/s1
InChIKey UFPQIRYSPUYQHK-WAQVJNLQSA-N
SMILES CCCCC\C=C/C\C=C/C=C/C=C/[C@@H]1O[C@H]1CCCC(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Phaseolus vulgaris (NCBI:txid3885) 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): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing leukotriene A4 (CHEBI:15651) has functional parent icosa-7,9,11,14-tetraenoic acid (CHEBI:36038)
leukotriene A4 (CHEBI:15651) has role human metabolite (CHEBI:77746)
leukotriene A4 (CHEBI:15651) has role mouse metabolite (CHEBI:75771)
leukotriene A4 (CHEBI:15651) has role plant metabolite (CHEBI:76924)
leukotriene A4 (CHEBI:15651) is a epoxy fatty acid (CHEBI:61498)
leukotriene A4 (CHEBI:15651) is a leukotriene (CHEBI:25029)
leukotriene A4 (CHEBI:15651) is a long-chain fatty acid (CHEBI:15904)
leukotriene A4 (CHEBI:15651) is a oxylipin (CHEBI:61121)
leukotriene A4 (CHEBI:15651) is a polyunsaturated fatty acid (CHEBI:26208)
leukotriene A4 (CHEBI:15651) is conjugate acid of leukotriene A4(1−) (CHEBI:57463)
Incoming 4,5-leukotriene A4 (CHEBI:28367) has functional parent leukotriene A4 (CHEBI:15651)
leukotriene A4(1−) (CHEBI:57463) is conjugate base of leukotriene A4 (CHEBI:15651)
IUPAC Name
(5S,6S,7E,9E,11Z,14Z)-5,6-epoxyicosa-7,9,11,14-tetraenoic acid
Synonyms Sources
(7E,9E,11Z,14Z)-(5S,6S)-5,6-epoxyeicosa-7,9,11,14-tetraenoic acid KEGG COMPOUND
5(S)-5,6-oxido-7,9-trans-11,14-cis-eicosatetraenoic acid ChEBI
5S,6S-epoxy-7E,9E,11Z,14Z-eicosatetraenoic acid LIPID MAPS
5S,6S-leukotriene A4 ChEBI
Leukotriene A4 KEGG COMPOUND
LTA4 KEGG COMPOUND
Oxiranebutanoic acid, 3-(1,3,5,8-tetradecatetraenyl)-, (2S-(2alpha,3beta(1E,3Z,5Z,8Z)))- ChemIDplus
Manual Xrefs Databases
C00053424 KNApSAcK
C00909 KEGG COMPOUND
DJ3 PDBeChem
HMDB0001337 HMDB
Leukotriene_A4 Wikipedia
LMFA03020023 LIPID MAPS
View more database links
Registry Numbers Types Sources
5756170 Reaxys Registry Number Reaxys
72059-45-1 CAS Registry Number KEGG COMPOUND
72059-45-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1667967 PubMed citation Europe PMC
19531649 PubMed citation Europe PMC
20120015 PubMed citation Europe PMC
22913921 PubMed citation Europe PMC
28827365 PubMed citation Europe PMC
33896285 PubMed citation Europe PMC
8017792 PubMed citation Europe PMC
Last Modified
10 June 2021