CHEBI:52449 - 5-oxo-ETE

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ChEBI Name 5-oxo-ETE
ChEBI ID CHEBI:52449
Definition An oxoicosatetraenoic acid having a 5-oxo group; and (6E)-, (8Z), (11Z)- and (14Z)-double bonds.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter T. Berardini
Bijay
Secondary ChEBI IDs CHEBI:34460, CHEBI:60950, CHEBI:52287, CHEBI:120616
Supplier Information
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Formulae C20H30O3
C20H30O3
Net Charge 0
Average Mass 318.45040
Monoisotopic Mass 318.219
InChI InChI=1S/C20H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+
InChIKey MEASLHGILYBXFO-XTDASVJISA-N
SMILES CCCCC\C=C/C\C=C/C\C=C/C=C/C(=O)CCCC(O)=O
Metabolite of Species Details
Mus musculus (NCBI:10090) See: MetaboLights Study
Homo sapiens (NCBI:9606) See: PubMed
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).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
Application(s): immunomodulator
Biologically active substance whose activity affects or plays a role in the functioning of the immune system.
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ChEBI Ontology
Outgoing 5-oxo-ETE (CHEBI:52449) has functional parent icosa-6,8,11,14-tetraenoic acid (CHEBI:36040)
5-oxo-ETE (CHEBI:52449) has role human metabolite (CHEBI:77746)
5-oxo-ETE (CHEBI:52449) has role immunomodulator (CHEBI:50846)
5-oxo-ETE (CHEBI:52449) has role mouse metabolite (CHEBI:75771)
5-oxo-ETE (CHEBI:52449) is a oxoicosatetraenoic acid (CHEBI:61704)
5-oxo-ETE (CHEBI:52449) is conjugate acid of 5-oxo-ETE(1−) (CHEBI:65342)
Incoming 5-oxo-ETE(1−) (CHEBI:65342) is conjugate base of 5-oxo-ETE (CHEBI:52449)
IUPAC Name
(6E,8Z,11Z,14Z)-5-oxoicosa-6,8,11,14-tetraenoic acid
Synonyms Sources
(6E,8Z,11Z,14Z)-5-Oxoicosa-6,8,11,14-tetraenoic acid KEGG COMPOUND
5-keto-ETE ChEBI
5-ketoeicosatetraenoic acid ChEBI
5-oxo, 6t,8c,11c,14c-20:4 ChEBI
5-oxo-6(E),8(Z),11(Z),14(Z)-eicosatetraenoic acid ChEBI
5-oxo-6E,8Z,11Z,14Z-eicosatetraenoic acid SUBMITTER
5-Oxo-icosa-6,8,11,14-tetraenoic acid ChEMBL
5-Oxoeicosatetraenoic acid KEGG COMPOUND
5-OxoETE KEGG COMPOUND
5-Oxoicosatetraenoic acid KEGG COMPOUND
eicosa-5,8,12,14-tetraenoic acid ChEBI
Database Links Databases
C14732 KEGG COMPOUND
HMDB0010217 HMDB
LMFA03060011 LIPID MAPS
View more database links
Registry Number Type Source
6213921 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15893379 PubMed citation Europe PMC
16159627 PubMed citation Europe PMC
19450703 PubMed citation Europe PMC
3599023 PubMed citation ChEMBL
8906847 PubMed citation Europe PMC
Last Modified
23 October 2015
General Comment
2011-01-17 5-Oxo-ETE is apotent stimulator of chemotaxis for eosinophils and neutrophils that mediate its action via a putative G protein coupled receptor (GPCR). The receptor is highly expressed on eosinophils and neutrophils, suggesting a key role in the inflammatory response.