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CHEBI:15632 - 5(S)-HPETE

ChEBI IDCHEBI:15632
ChEBI Name5(S)-HPETE
Stars
ASCII Name5(S)-HPETE
DefinitionAn icosatetraenoic acid in which the double bonds are located at the 6-7, 8-9, 11-12, and 14-15 positions and have E, Z, Z, and Z geometry, respectively, and in which the pro-S hydrogen is substituted by a hydroperoxy group.
Secondary ChEBI IDsCHEBI:2061, CHEBI:10924, CHEBI:18601, CHEBI:20573, CHEBI:60942
Last Modified23 December 2018
SubmitterMarcus Ennis, T. Berardini
DownloadsMolfile
FormulaC20H32O4
Net Charge0
Average Mass336.472
Monoisotopic Mass336.23006
SMILESCCCCC/C=C\C/C=C\C/C=C\C=C\[C@H](CCCC(=O)O)OO
InChIInChI=1S/C20H32O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(24-23)17-15-18-20(21)22/h6-7,9-10,12-14,16,19,23H,2-5,8,11,15,17-18H2,1H3,(H,21,22)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1
InChIKeyJNUUNUQHXIOFDA-JGKLHWIESA-N
Species of MetaboliteComponentSourceComments
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human xenobiotic metabolite  Any human metabolite produced by metabolism of a xenobiotic compound in humans.
ChEBI Ontology
Outgoing Relation(s)
5(S)-HPETE (CHEBI:15632) has functional parent icosa-6,8,11,14-tetraenoic acid (CHEBI:36040)
5(S)-HPETE (CHEBI:15632) has role mouse metabolite (CHEBI:75771)
5(S)-HPETE (CHEBI:15632) is a 5-HPETE (CHEBI:91268)
5(S)-HPETE (CHEBI:15632) is conjugate acid of 5(S)-HPETE(1−) (CHEBI:57450)
Incoming Relation(s)
5(S)-HPETE(1−) (CHEBI:57450) is conjugate base of 5(S)-HPETE (CHEBI:15632)
IUPAC Name 
(5S,6E,8Z,11Z,14Z)-5-hydroperoxyicosa-6,8,11,14-tetraenoic acid
Synonyms  Source
5-Hydroperoxy-6-trans-8,11,14-cis-eicosatetraenoateKEGG COMPOUND
(6E,8Z,11Z,14Z)-(5S)-5-Hydroperoxyeicosa-6,8,11,14-tetraenoateKEGG COMPOUND
(6E,8Z,11Z,14Z)-(5S)-5-Hydroperoxyeicosa-6,8,11,14-tetraenoic acidKEGG COMPOUND
5(S)-HPETEKEGG COMPOUND
5S-HpETELIPID MAPS
5(S)-hydroxyperoxy-6E,8Z,11Z,14Z-eicosatetraenoic acidSUBMITTER
Manual XrefsDatabases
C05356KEGG COMPOUND
LMFA03060012LIPID MAPS
HMDB0011135HMDB
Registry NumbersSources
Reaxys:5282501Reaxys
CAS:71774-08-8ChemIDplus