CHEBI:36190 - hepoxilin A3

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name hepoxilin A3
ChEBI ID CHEBI:36190
ChEBI ASCII Name hepoxilin A3
Definition A hepoxilin having (5Z,9E,14Z) double bond stereochemistry, an 8-hydroxy substituent and an 11S,12S-epoxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:34783, CHEBI:5670
Supplier Information
Download Molfile XML SDF
Formula C20H32O4
Net Charge 0
Average Mass 336.46568
Monoisotopic Mass 336.230
InChI InChI=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
InChIKey SGTUOBURCVMACZ-SEVPPISGSA-N
SMILES [H][C@@]1(C\C=C/CCCCC)O[C@@]1([H])\C=C\C(O)C\C=C/CCCC(O)=O
Metabolite of Species Details
Rattus norvegicus (NCBI:10116) See: PubMed
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): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 fatty acid (CHEBI:24654)
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 (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 Sources
(5Z,9E,14Z)-(11S,12S)-11,12-Epoxy-8-hydroxyeicosa-5,9,14-trienoic acid KEGG COMPOUND
(5Z,9E,14Z)-(11S,12S)-11,12-Epoxy-8-hydroxyicosa-5,9,14-trienoic acid KEGG COMPOUND
8-EH-2 ChemIDplus
8-hydroxy-10-(3-(2-octenyl)oxiranyl)-5,9-decadienoic acid ChemIDplus
8-hydroxy-11(S),12(S)-epoxy-eicosa- 5Z,9E,14Z-trienoic acid ChEBI
8-Hydroxy-11,12-epoxyeicosa-5,9,14-trienoic acid ChemIDplus
8-hydroxy-11S,12S-epoxy-5Z,14Z,9E-eicosatrienoic acid LIPID MAPS
Hepoxilin A ChemIDplus
Hepoxilin A3 KEGG COMPOUND
HxA3 ChEBI
HXA3 ChEBI
Database Links Databases
C14808 KEGG COMPOUND
LMFA03090005 LIPID MAPS
View more database links
Registry Numbers Types Sources
21024403 Reaxys Registry Number Reaxys
85589-24-8 CAS Registry Number ChemIDplus
94161-11-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10100848 PubMed citation Europe PMC
10644052 PubMed citation Europe PMC
15123652 PubMed citation Europe PMC
8573089 PubMed citation Europe PMC
Last Modified
25 July 2016