CHEBI:28209 - 5(S)-HETE

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 5(S)-HETE
ChEBI ID CHEBI:28209
ChEBI ASCII Name 5(S)-HETE
Definition A HETE having a (5S)-hydroxy group and (6E)-, (8Z)-, (11Z)- and (14Z)-double bonds.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:2068, CHEBI:20581
Supplier Information ZINC000001530092
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Taurine (), or 2-aminoethanesulfonic acid, is a naturally occurring amino sulfonic acid that is widely distributed in animal tissues. It is a major constituent of bile and can be found in the large intestine. It is named after Latin taurus (cognate to Ancient Greek ταῦρος, taûros) meaning bull or ox, as it was first isolated from ox bile in 1827 by German scientists Friedrich Tiedemann and Leopold Gmelin. It was identified in human bile in 1846 by Edmund Ronalds. Although taurine is abundant in human organs, it is not an essential human dietary nutrient and is not included among nutrients with a recommended intake level. Among the diverse pathways by which natural taurine can be biosynthesized, its human pathways (primarily in the human liver) are from cysteine and/or methionine. Taurine is commonly sold as a dietary supplement, but there is no good clinical evidence that taurine supplements provide any benefit to human health. Taurine is used as a food additive for cats (who require it as an essential nutrient), dogs, and poultry.
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Formula C20H32O3
Net Charge 0
Average Mass 320.46628
Monoisotopic Mass 320.23514
InChI InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19(21)17-15-18-20(22)23/h6-7,9-10,12-14,16,19,21H,2-5,8,11,15,17-18H2,1H3,(H,22,23)/b7-6-,10-9-,13-12-,16-14+/t19-/m1/s1
InChIKey KGIJOOYOSFUGPC-JGKLHWIESA-N
SMILES CCCCC\C=C/C\C=C/C\C=C/C=C/[C@@H](O)CCCC(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:txid9606) 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): 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).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5(S)-HETE (CHEBI:28209) has functional parent icosa-6,8,11,14-tetraenoic acid (CHEBI:36040)
5(S)-HETE (CHEBI:28209) has role human metabolite (CHEBI:77746)
5(S)-HETE (CHEBI:28209) has role mouse metabolite (CHEBI:75771)
5(S)-HETE (CHEBI:28209) is a HETE (CHEBI:36275)
5(S)-HETE (CHEBI:28209) is conjugate acid of 5(S)-HETE(1−) (CHEBI:90632)
Incoming 5(S)-HETE(1−) (CHEBI:90632) is conjugate base of 5(S)-HETE (CHEBI:28209)
IUPAC Name
(5S,6E,8Z,11Z,14Z)-5-hydroxyicosa-6,8,11,14-tetraenoic acid
Synonyms Sources
(5S,6E,8Z,11Z,14Z)-5-hydroxyeicosa-6,8,11,14-tetraenoic acid ChEBI
(6E,8Z,11Z,14Z)-(5S)-5-Hydroxyicosa-6,8,11,14-tetraenoic acid KEGG COMPOUND
(S)-(E,Z,Z,Z)-5-hydroxyeicosa-6,8,11,14-tetraenoic acid ChEBI
5(S)-HETE KEGG COMPOUND
5(S)-hydroxy-6(E),8(Z),11(Z),14(Z)-eicosatetraenoic acid ChEBI
5(S)-hydroxyeicosatetraenoic acid ChEBI
5-Hydroxyeicosatetraenoate KEGG COMPOUND
5S-HETE LIPID MAPS
6,8,11,14-Eicosatetraenoic acid, 5-hydroxy-, (S-(E,Z,Z,Z))- ChemIDplus
Manual Xrefs Databases
5-Hydroxyeicosatetraenoic_acid Wikipedia
C00000423 KNApSAcK
C04805 KEGG COMPOUND
HMDB0011134 HMDB
LMFA03060002 LIPID MAPS
View more database links
Registry Numbers Types Sources
4691533 Reaxys Registry Number Reaxys
70608-72-9 CAS Registry Number KEGG COMPOUND
70608-72-9 CAS Registry Number ChemIDplus
Citations Types Sources
10987416 PubMed citation Europe PMC
3460103 PubMed citation Europe PMC
3592413 PubMed citation Europe PMC
Last Modified
27 January 2016