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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-13 23:51:34 UTC
Update Date2020-02-26 21:25:11 UTC
HMDB IDHMDB0004669
Secondary Accession Numbers
  • HMDB04669
Metabolite Identification
Common Name9-OxoODE
Description9-OxoODE, also known as 9-KODE or (10E,12Z)9-oxoode, belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Thus, 9-oxoode is considered to be an octadecanoid. Based on a literature review a significant number of articles have been published on 9-OxoODE.
Structure
Data?1582752311
Synonyms
ValueSource
(10E,12Z)-9-Oxooctadeca-10,12-dienoic acidChEBI
(10E,12Z)9-oxo-ODEChEBI
(10E,12Z)9-OxoODEChEBI
9-Keto-10E,12Z-octadecadienoic acidChEBI
9-KODEChEBI
9-oxo-10E,12Z-Octadecadienoic acidChEBI
(10E,12Z)-9-Oxooctadeca-10,12-dienoateGenerator
9-Keto-10E,12Z-octadecadienoateGenerator
9-oxo-10E,12Z-OctadecadienoateGenerator
9-oxo-ODEHMDB
9-OxoODEChEBI
Chemical FormulaC18H30O3
Average Molecular Weight294.429
Monoisotopic Molecular Weight294.219494826
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILESNot Available
InChI Identifier
InChI=1S/C18H30O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+
InChI KeyLUZSWWYKKLTDHU-ZJHFMPGASA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassLineolic acids and derivatives
Direct ParentLineolic acids and derivatives
Alternative Parents
Substituents
  • Octadecanoid
  • Long-chain fatty acid
  • Unsaturated fatty acid
  • Fatty acid
  • Acryloyl-group
  • Enone
  • Alpha,beta-unsaturated ketone
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available180.567http://allccs.zhulab.cn/database/detail?ID=AllCCS00001900
[M+H]+Not Available184.2http://allccs.zhulab.cn/database/detail?ID=AllCCS00001900
Predicted Molecular PropertiesNot Available
Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
9-OxoODECCCCC\C=C/C=C/C(=O)CCCCCCCC(O)=O3780.3Standard polar33892256
9-OxoODECCCCC\C=C/C=C/C(=O)CCCCCCCC(O)=O2277.5Standard non polar33892256
9-OxoODECCCCC\C=C/C=C/C(=O)CCCCCCCC(O)=O2465.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
9-OxoODE,1TMS,isomer #1CCCCC/C=C\C=C\C(=O)CCCCCCCC(=O)O[Si](C)(C)C2508.0Semi standard non polar33892256
9-OxoODE,1TMS,isomer #2CCCCC/C=C\C=C\C(=CCCCCCCC(=O)O)O[Si](C)(C)C2650.5Semi standard non polar33892256
9-OxoODE,2TMS,isomer #1CCCCC/C=C\C=C\C(=CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2639.5Semi standard non polar33892256
9-OxoODE,2TMS,isomer #1CCCCC/C=C\C=C\C(=CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2548.5Standard non polar33892256
9-OxoODE,2TMS,isomer #1CCCCC/C=C\C=C\C(=CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C2653.1Standard polar33892256
9-OxoODE,1TBDMS,isomer #1CCCCC/C=C\C=C\C(=O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C2757.7Semi standard non polar33892256
9-OxoODE,1TBDMS,isomer #2CCCCC/C=C\C=C\C(=CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C2900.5Semi standard non polar33892256
9-OxoODE,2TBDMS,isomer #1CCCCC/C=C\C=C\C(=CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3131.2Semi standard non polar33892256
9-OxoODE,2TBDMS,isomer #1CCCCC/C=C\C=C\C(=CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2937.3Standard non polar33892256
9-OxoODE,2TBDMS,isomer #1CCCCC/C=C\C=C\C(=CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2807.4Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 9-OxoODE GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9460000000-15e80ef34a1debfc09682017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 9-OxoODE GC-MS (1 TMS) - 70eV, Positivesplash10-0kmr-9542000000-0ccd4c1d848269239ab62017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 9-OxoODE GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-OxoODE 10V, Positive-QTOFsplash10-004j-0190000000-60d81d12a11892c6999a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-OxoODE 20V, Positive-QTOFsplash10-0a7j-8980000000-a60d7dfde80f5bf722b52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-OxoODE 40V, Positive-QTOFsplash10-05nf-9310000000-09391ce48e072e4093fd2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-OxoODE 10V, Negative-QTOFsplash10-0006-0090000000-fa2d23e4158dbe12aafe2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-OxoODE 20V, Negative-QTOFsplash10-00tg-1790000000-63f9d414f1b5928183282017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-OxoODE 40V, Negative-QTOFsplash10-0c03-7910000000-5bf4d335642db628bb482017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-OxoODE 10V, Negative-QTOFsplash10-0006-0090000000-e925eef3dc0f4d8cea022021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-OxoODE 20V, Negative-QTOFsplash10-0006-0390000000-398c3f7d6e13ca3e756f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-OxoODE 40V, Negative-QTOFsplash10-0a6u-5920000000-79b91d8ba73ffe3a75972021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-OxoODE 10V, Positive-QTOFsplash10-004j-1290000000-605222a3edda7b9c44602021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-OxoODE 20V, Positive-QTOFsplash10-0a7i-8940000000-46e196ac4439dda358822021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-OxoODE 40V, Positive-QTOFsplash10-0api-9200000000-a3f4eb735df6176bb3ff2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.00241 +/- 0.00029 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.00241 +/- 0.00029 uMAdult (>18 years old)Both
Normal
details
BloodDetected and Quantified0.0053 +/- 0.0027 uMAdult (>18 years old)Both
Normal
details
Cerebrospinal Fluid (CSF)Detected and Quantified0.00063 +/- 0.00011 uMAdult (>18 years old)Both
Normal
    • John W. Newman, U...
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023397
KNApSAcK IDNot Available
Chemspider ID8014803
KEGG Compound IDC14766
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9839084
PDB IDNot Available
ChEBI ID72842
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available