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CHEBI:36190 - hepoxilin A3

ChEBI IDCHEBI:36190
ChEBI Namehepoxilin A3
Stars
ASCII Namehepoxilin A3
DefinitionA hepoxilin having (5Z,9E,14Z) double bond stereochemistry, an 8-hydroxy substituent and an 11S,12S-epoxy group.
Secondary ChEBI IDsCHEBI:5670, CHEBI:34783
Last Modified5 March 2018
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC20H32O4
Net Charge0
Average Mass336.472
Monoisotopic Mass336.23006
SMILES[H][C@@]1(/C=C/C(O)C/C=C\CCCC(=O)O)O[C@@]1([H])C/C=C\CCCCC
InChIInChI=1S/C20H32O4/c1-2-3-4-5-6-10-13-18-19(24-18)16-15-17(21)12-9-7-8-11-14-20(22)23/h6-7,9-10,15-19,21H,2-5,8,11-14H2,1H3,(H,22,23)/b9-7-,10-6-,16-15+/t17?,18-,19-/m0/s1
InChIKeySGTUOBURCVMACZ-SEVPPISGSA-N
Species of MetaboliteComponentSourceComments
Rattus norvegicus (ncbitaxon:10116) - PubMed (15123652)
Homo sapiens (ncbitaxon:9606) - PubMed (8573089)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
rat metabolite  Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
ChEBI Ontology
Outgoing Relation(s)
hepoxilin A3 (CHEBI:36190) has functional parent (5Z,9E,14Z)-icosa-5,9,14-trienoic acid (CHEBI:36037)
hepoxilin A3 (CHEBI:36190) has role human xenobiotic metabolite (CHEBI:76967)
hepoxilin A3 (CHEBI:36190) has role rat metabolite (CHEBI:86264)
hepoxilin A3 (CHEBI:36190) is a epoxy fatty acid (CHEBI:61498)
hepoxilin A3 (CHEBI:36190) is a hepoxilin (CHEBI:36200)
hepoxilin A3 (CHEBI:36190) is a hydroxy polyunsaturated fatty acid (CHEBI:140345)
hepoxilin A3 (CHEBI:36190) is a long-chain fatty acid (CHEBI:15904)
hepoxilin A3 (CHEBI:36190) is conjugate acid of hepoxilin A3(1−) (CHEBI:132127)
Incoming Relation(s)
(8S)-hepoxilin A3 (CHEBI:132809) is a hepoxilin A3 (CHEBI:36190)
hepoxilin A3(1−) (CHEBI:132127) is conjugate base of hepoxilin A3 (CHEBI:36190)
IUPAC Name 
(5Z,9E)-8-hydroxy-10-{(2S,3S)-3-[(2Z)-oct-2-en-1-yl]oxiran-2-yl}deca-5,9-dienoic acid
Synonyms  Source
Hepoxilin A3KEGG COMPOUND
(5Z,9E,14Z)-(11S,12S)-11,12-Epoxy-8-hydroxyeicosa-5,9,14-trienoic acidKEGG COMPOUND
(5Z,9E,14Z)-(11S,12S)-11,12-Epoxy-8-hydroxyicosa-5,9,14-trienoic acidKEGG COMPOUND
8-hydroxy-11S,12S-epoxy-5Z,14Z,9E-eicosatrienoic acidLIPID MAPS
8-Hydroxy-11,12-epoxyeicosa-5,9,14-trienoic acidChemIDplus
8-EH-2ChemIDplus
Manual XrefsDatabases
C14808KEGG COMPOUND
LMFA03090005LIPID MAPS
Registry NumbersSources
Reaxys:21024403Reaxys
CAS:85589-24-8ChemIDplus
CAS:94161-11-2ChemIDplus
Citations