CHEBI:34498 - 9(S)-HPODE

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ChEBI Name 9(S)-HPODE
ChEBI ID CHEBI:34498
ChEBI ASCII Name 9(S)-HPODE
Definition An HPODE (hydroperoxy-octadecadienoic acid) in which the double bonds are at positions 10 and 12 (E and Z geometry, respectively) and the hydroperoxy group is at position 9 (S configuration). It is an intermediate in the metabolic pathway for linoleic acid.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H32O4
Net Charge 0
Average Mass 312.44430
Monoisotopic Mass 312.23006
InChI InChI=1S/C18H32O4/c1-2-3-4-5-6-8-11-14-17(22-21)15-12-9-7-10-13-16-18(19)20/h6,8,11,14,17,21H,2-5,7,9-10,12-13,15-16H2,1H3,(H,19,20)/b8-6-,14-11+/t17-/m1/s1
InChIKey JGUNZIWGNMQSBM-UINYOVNOSA-N
SMILES CCCCC\C=C/C=C/[C@H](CCCCCCCC(O)=O)OO
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 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): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 9(S)-HPODE (CHEBI:34498) has functional parent (10E,12Z)-octadecadienoic acid (CHEBI:44526)
9(S)-HPODE (CHEBI:34498) has role human metabolite (CHEBI:77746)
9(S)-HPODE (CHEBI:34498) has role mouse metabolite (CHEBI:75771)
9(S)-HPODE (CHEBI:34498) has role plant metabolite (CHEBI:76924)
9(S)-HPODE (CHEBI:34498) is a HPODE (CHEBI:36329)
9(S)-HPODE (CHEBI:34498) is conjugate acid of 9(S)-HPODE(1−) (CHEBI:60955)
9(S)-HPODE (CHEBI:34498) is enantiomer of 9(R)-HPODE (CHEBI:63331)
Incoming 9(S)-HPODE(1−) (CHEBI:60955) is conjugate base of 9(S)-HPODE (CHEBI:34498)
9(R)-HPODE (CHEBI:63331) is enantiomer of 9(S)-HPODE (CHEBI:34498)
IUPAC Name
(9S,10E,12Z)-9-hydroperoxyoctadeca-10,12-dienoic acid
Synonyms Sources
(10E,12Z)-(9S)-9-Hydroperoxyoctadeca-10,12-dienoic acid KEGG COMPOUND
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoic acid ChEBI
9(S)-HPOD KEGG COMPOUND
9(S)-HpODE LIPID MAPS
9(S)-HPODE KEGG COMPOUND
Manual Xrefs Databases
C00000393 KNApSAcK
C14827 KEGG COMPOUND
LMFA02000012 LIPID MAPS
View more database links
Registry Numbers Types Sources
29774-12-7 CAS Registry Number KEGG COMPOUND
4192711 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11696374 PubMed citation Europe PMC
15670154 PubMed citation Europe PMC
17085514 PubMed citation Europe PMC
Last Modified
27 January 2016