CHEBI:34154 - 13(S)-HODE

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 13(S)-HODE
ChEBI ID CHEBI:34154
ChEBI ASCII Name 13(S)-HODE
Definition An HODE (hydroxyoctadecadienoic acid) in which the double bonds are at positions 9 and 11 (E and Z geometry, respectively) and the hydroxy group is at position 13 (with S-configuration).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Save molfile Download Molfile
more structures >>
Formula C18H32O3
Net Charge 0
Average Mass 296.446
Monoisotopic Mass 296.235
InChI InChI=1S/C18H32O3/c1-2-3-11-14-17(19)15-12-9-7-5-4-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7-,15-12+/t17-/m0/s1
InChIKey HNICUWMFWZBIFP-IRQZEAMPSA-N
SMILES C(CCCCCCC/C=C\C=C\[C@H](CCCCC)O)(=O)O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Mus musculus (NCBI:10090) See: MetaboLights Study
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 xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 13(S)-HODE (CHEBI:34154) has role antineoplastic agent (CHEBI:35610)
13(S)-HODE (CHEBI:34154) has role human xenobiotic metabolite (CHEBI:76967)
13(S)-HODE (CHEBI:34154) has role mouse metabolite (CHEBI:75771)
13(S)-HODE (CHEBI:34154) is a HODE (CHEBI:36328)
13(S)-HODE (CHEBI:34154) is conjugate acid of 13(S)-HODE(1−) (CHEBI:90850)
Incoming 13(S)-HODE(1−) (CHEBI:90850) is conjugate base of 13(S)-HODE (CHEBI:34154)
IUPAC Name
(9Z,11E,13S)-13-hydroxyoctadeca-9,11-dienoic acid
Synonyms Sources
(13S)-Hydroxyoctadecadienoic acid KEGG COMPOUND
(9Z, 11E)-(13S)-13-Hydroxyoctadeca-9,11-dienoic acid KEGG COMPOUND
(9Z,11E)-(13S)-13-Hydroxyoctadeca-9,11-dienoic acid KEGG COMPOUND
13(S)-HODE KEGG COMPOUND
Database Links Databases
243 PDBeChem
C00000403 KNApSAcK
C14762 KEGG COMPOUND
LMFA02000228 LIPID MAPS
View more database links
Registry Numbers Types Sources
29623-28-7 CAS Registry Number ChemIDplus
3549663 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16997127 PubMed citation Europe PMC
25786212 PubMed citation Europe PMC
26331820 PubMed citation Europe PMC
Last Modified
22 February 2016