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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2008-10-15 12:12:16 UTC
Update Date2020-02-26 21:34:25 UTC
HMDB IDHMDB0010721
Secondary Accession Numbers
  • HMDB10721
Metabolite Identification
Common Name3-Oxooctanoic acid
Description3-Oxooctanoic acid, also known as beta-oxocaprylic acid or 3-keto-N-caprylate, belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. 3-Oxooctanoic acid exists in all eukaryotes, ranging from yeast to plants to humans. 3-Oxooctanoic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 3-oxooctanoic acid a potential biomarker for the consumption of these foods. 3-Oxooctanoic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 3-Oxooctanoic acid.
Structure
Data?1582752865
Synonyms
ValueSource
3-Keto-N-caprylic acidChEBI
3-Ketooctanoic acidChEBI
beta-Ketocaprylic acidChEBI
beta-Ketooctanoic acidChEBI
beta-Oxocaprylic acidChEBI
beta-Oxooctanoic acidChEBI
3-Keto-N-caprylateGenerator
3-KetooctanoateGenerator
b-KetocaprylateGenerator
b-Ketocaprylic acidGenerator
beta-KetocaprylateGenerator
Β-ketocaprylateGenerator
Β-ketocaprylic acidGenerator
b-KetooctanoateGenerator
b-Ketooctanoic acidGenerator
beta-KetooctanoateGenerator
Β-ketooctanoateGenerator
Β-ketooctanoic acidGenerator
b-OxocaprylateGenerator
b-Oxocaprylic acidGenerator
beta-OxocaprylateGenerator
Β-oxocaprylateGenerator
Β-oxocaprylic acidGenerator
b-OxooctanoateGenerator
b-Oxooctanoic acidGenerator
beta-OxooctanoateGenerator
Β-oxooctanoateGenerator
Β-oxooctanoic acidGenerator
3-OxooctanoateGenerator
3-oxo-OctanoateHMDB
3-oxo-Octanoic acidHMDB
Chemical FormulaC8H14O3
Average Molecular Weight158.195
Monoisotopic Molecular Weight158.094294314
IUPAC Name3-oxooctanoic acid
Traditional Name3-oxooctanoic acid
CAS Registry NumberNot Available
SMILES
CCCCCC(=O)CC(O)=O
InChI Identifier
InChI=1S/C8H14O3/c1-2-3-4-5-7(9)6-8(10)11/h2-6H2,1H3,(H,10,11)
InChI KeyFWNRRWJFOZIGQZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassKeto acids and derivatives
Sub ClassMedium-chain keto acids and derivatives
Direct ParentMedium-chain keto acids and derivatives
Alternative Parents
Substituents
  • Medium-chain keto acid
  • Beta-keto acid
  • 1,3-dicarbonyl compound
  • Beta-hydroxy ketone
  • Ketone
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Source

Route of exposure

Process

Naturally occurring process

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility3.56 g/LALOGPS
logP10(1.4) g/LALOGPS
logP10(2.03) g/LChemAxon
logS10(-1.6) g/LALOGPS
pKa (Strongest Acidic)4.58ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity40.97 m³·mol⁻¹ChemAxon
Polarizability17.02 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+137.66331661259
DarkChem[M-H]-135.97331661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Oxooctanoic acidCCCCCC(=O)CC(O)=O2375.9Standard polar33892256
3-Oxooctanoic acidCCCCCC(=O)CC(O)=O1225.1Standard non polar33892256
3-Oxooctanoic acidCCCCCC(=O)CC(O)=O1315.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Oxooctanoic acid,1TMS,isomer #1CCCCCC(=O)CC(=O)O[Si](C)(C)C1355.7Semi standard non polar33892256
3-Oxooctanoic acid,1TMS,isomer #2CCCCCC(=CC(=O)O)O[Si](C)(C)C1501.2Semi standard non polar33892256
3-Oxooctanoic acid,1TMS,isomer #3CCCCC=C(CC(=O)O)O[Si](C)(C)C1460.4Semi standard non polar33892256
3-Oxooctanoic acid,2TMS,isomer #1CCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1524.5Semi standard non polar33892256
3-Oxooctanoic acid,2TMS,isomer #1CCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1528.6Standard non polar33892256
3-Oxooctanoic acid,2TMS,isomer #1CCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1545.8Standard polar33892256
3-Oxooctanoic acid,2TMS,isomer #2CCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1519.0Semi standard non polar33892256
3-Oxooctanoic acid,2TMS,isomer #2CCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1537.4Standard non polar33892256
3-Oxooctanoic acid,2TMS,isomer #2CCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1563.6Standard polar33892256
3-Oxooctanoic acid,1TBDMS,isomer #1CCCCCC(=O)CC(=O)O[Si](C)(C)C(C)(C)C1572.9Semi standard non polar33892256
3-Oxooctanoic acid,1TBDMS,isomer #2CCCCCC(=CC(=O)O)O[Si](C)(C)C(C)(C)C1730.8Semi standard non polar33892256
3-Oxooctanoic acid,1TBDMS,isomer #3CCCCC=C(CC(=O)O)O[Si](C)(C)C(C)(C)C1696.3Semi standard non polar33892256
3-Oxooctanoic acid,2TBDMS,isomer #1CCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1968.8Semi standard non polar33892256
3-Oxooctanoic acid,2TBDMS,isomer #1CCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1934.3Standard non polar33892256
3-Oxooctanoic acid,2TBDMS,isomer #1CCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1853.5Standard polar33892256
3-Oxooctanoic acid,2TBDMS,isomer #2CCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1964.6Semi standard non polar33892256
3-Oxooctanoic acid,2TBDMS,isomer #2CCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1935.8Standard non polar33892256
3-Oxooctanoic acid,2TBDMS,isomer #2CCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C1864.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Oxooctanoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-9000000000-9b3ca2d13b28a5c5edc32016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Oxooctanoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-010c-9300000000-7e5566ef916a9047e3fe2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Oxooctanoic acid 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 - 3-Oxooctanoic acid 10V, Positive-QTOFsplash10-0a4l-1900000000-cf21d374433a2daae8452016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxooctanoic acid 20V, Positive-QTOFsplash10-06xw-9500000000-b82cae96c50d2357b7992016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxooctanoic acid 40V, Positive-QTOFsplash10-052f-9000000000-2f425485d3253a53a6e72016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxooctanoic acid 10V, Negative-QTOFsplash10-0bt9-1900000000-8f3bd0cfff780a8095132016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxooctanoic acid 20V, Negative-QTOFsplash10-08fr-7900000000-9112cbb85161de5302b12016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxooctanoic acid 40V, Negative-QTOFsplash10-0a4i-9100000000-68d647898bcdda00130e2016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxooctanoic acid 10V, Negative-QTOFsplash10-0a4i-2900000000-a2caa0b8429fb156ed962021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxooctanoic acid 20V, Negative-QTOFsplash10-0btc-9700000000-335d0c46b9d801f56f5a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxooctanoic acid 40V, Negative-QTOFsplash10-052f-9000000000-92713f9972c24d2ca36c2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxooctanoic acid 10V, Positive-QTOFsplash10-000t-9200000000-2ec333a17165f09163382021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxooctanoic acid 20V, Positive-QTOFsplash10-00dm-9000000000-942561cb773f0f1eb2322021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxooctanoic acid 40V, Positive-QTOFsplash10-00kf-9000000000-56bed0f44b01b7711e9f2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB027870
KNApSAcK IDNot Available
Chemspider ID114191
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound128859
PDB IDOOA
ChEBI ID44680
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