Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2008-10-15 12:12:16 UTC
Update Date2020-02-26 21:34:26 UTC
HMDB IDHMDB0010724
Secondary Accession Numbers
  • HMDB10724
Metabolite Identification
Common Name3-Oxodecanoic acid
Description3-Oxodecanoic acid, also known as 3-oxodecanoate or beta-ketocapric acid, 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. In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. 3-Oxodecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 3-Oxodecanoic acid exists in all eukaryotes, ranging from yeast to humans. Within humans, 3-oxodecanoic acid participates in a number of enzymatic reactions. In particular, 3-oxodecanoic acid can be biosynthesized from caprylic acid and malonic acid through the action of the enzyme fatty acid synthase. Beta ketoacyl synthase domain. In addition, 3-oxodecanoic acid can be converted into (R)-3-hydroxydecanoic acid; which is mediated by the enzyme fatty acid synthase. Beta ketoacyl synthase domain. In humans, 3-oxodecanoic acid is involved in fatty acid biosynthesis. Specifically, 3-Oxodecanoic acid is converted from Malonic acid via three enzymes; 3-oxoacyl- synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier-protein synthase II. 3-Oxodecanoic acid is an intermediate in fatty acid biosynthesis.
Structure
Data?1582752866
Synonyms
ValueSource
3-OxodecanoateGenerator
3-Ketodecanoic acidHMDB
3-Oxocapric acidHMDB
beta-Ketocapric acidHMDB
beta-Ketodecanoic acidHMDB
beta-Oxodecanoic acidHMDB
3-KetodecanoateHMDB
3-OxocaprateHMDB
b-KetocaprateHMDB
b-Ketocapric acidHMDB
beta-KetocaprateHMDB
Β-ketocaprateHMDB
Β-ketocapric acidHMDB
b-KetodecanoateHMDB
b-Ketodecanoic acidHMDB
beta-KetodecanoateHMDB
Β-ketodecanoateHMDB
Β-ketodecanoic acidHMDB
b-OxodecanoateHMDB
b-Oxodecanoic acidHMDB
beta-OxodecanoateHMDB
Β-oxodecanoateHMDB
Β-oxodecanoic acidHMDB
Chemical FormulaC10H18O3
Average Molecular Weight186.2481
Monoisotopic Molecular Weight186.125594442
IUPAC Name3-oxodecanoic acid
Traditional Name3-oxodecanoic acid
CAS Registry NumberNot Available
SMILES
CCCCCCCC(=O)CC(O)=O
InChI Identifier
InChI=1S/C10H18O3/c1-2-3-4-5-6-7-9(11)8-10(12)13/h2-8H2,1H3,(H,12,13)
InChI KeyYXTHWTPUTHTODU-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 Solubility0.39 g/LALOGPS
logP10(2.61) g/LALOGPS
logP10(2.92) g/LChemAxon
logS10(-2.7) g/LALOGPS
pKa (Strongest Acidic)4.44ChemAxon
pKa (Strongest Basic)-7.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity50.17 m³·mol⁻¹ChemAxon
Polarizability21.19 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+146.38131661259
DarkChem[M-H]-143.31731661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Oxodecanoic acidCCCCCCCC(=O)CC(O)=O2597.7Standard polar33892256
3-Oxodecanoic acidCCCCCCCC(=O)CC(O)=O1418.1Standard non polar33892256
3-Oxodecanoic acidCCCCCCCC(=O)CC(O)=O1512.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Oxodecanoic acid,1TMS,isomer #1CCCCCCCC(=O)CC(=O)O[Si](C)(C)C1556.9Semi standard non polar33892256
3-Oxodecanoic acid,1TMS,isomer #2CCCCCCCC(=CC(=O)O)O[Si](C)(C)C1693.1Semi standard non polar33892256
3-Oxodecanoic acid,1TMS,isomer #3CCCCCCC=C(CC(=O)O)O[Si](C)(C)C1642.6Semi standard non polar33892256
3-Oxodecanoic acid,2TMS,isomer #1CCCCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1721.4Semi standard non polar33892256
3-Oxodecanoic acid,2TMS,isomer #1CCCCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1725.2Standard non polar33892256
3-Oxodecanoic acid,2TMS,isomer #1CCCCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1724.6Standard polar33892256
3-Oxodecanoic acid,2TMS,isomer #2CCCCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1707.6Semi standard non polar33892256
3-Oxodecanoic acid,2TMS,isomer #2CCCCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1725.4Standard non polar33892256
3-Oxodecanoic acid,2TMS,isomer #2CCCCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C1745.6Standard polar33892256
3-Oxodecanoic acid,1TBDMS,isomer #1CCCCCCCC(=O)CC(=O)O[Si](C)(C)C(C)(C)C1775.4Semi standard non polar33892256
3-Oxodecanoic acid,1TBDMS,isomer #2CCCCCCCC(=CC(=O)O)O[Si](C)(C)C(C)(C)C1921.2Semi standard non polar33892256
3-Oxodecanoic acid,1TBDMS,isomer #3CCCCCCC=C(CC(=O)O)O[Si](C)(C)C(C)(C)C1882.0Semi standard non polar33892256
3-Oxodecanoic acid,2TBDMS,isomer #1CCCCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2176.5Semi standard non polar33892256
3-Oxodecanoic acid,2TBDMS,isomer #1CCCCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2117.9Standard non polar33892256
3-Oxodecanoic acid,2TBDMS,isomer #1CCCCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2023.0Standard polar33892256
3-Oxodecanoic acid,2TBDMS,isomer #2CCCCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2157.3Semi standard non polar33892256
3-Oxodecanoic acid,2TBDMS,isomer #2CCCCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2122.1Standard non polar33892256
3-Oxodecanoic acid,2TBDMS,isomer #2CCCCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2033.7Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Oxodecanoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-9000000000-83ff5ecff744239360dd2016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Oxodecanoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-0076-9120000000-de558654aa558b779dcf2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Oxodecanoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Oxodecanoic 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-Oxodecanoic acid 10V, Positive-QTOFsplash10-00kr-0900000000-62fce47e373a95c976a02016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxodecanoic acid 20V, Positive-QTOFsplash10-00rl-6900000000-2b38aa0e683ccc18cbae2016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxodecanoic acid 40V, Positive-QTOFsplash10-052f-9000000000-72cf36b230641aae52502016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxodecanoic acid 10V, Negative-QTOFsplash10-000l-1900000000-0cee162f253fe64b7f552016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxodecanoic acid 20V, Negative-QTOFsplash10-052f-4900000000-4d1343dcb4fa11eb43ae2016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxodecanoic acid 40V, Negative-QTOFsplash10-0a4l-9300000000-d439552084d000fb76542016-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxodecanoic acid 10V, Negative-QTOFsplash10-000i-1900000000-2cdabb3d592eb4eea1532021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxodecanoic acid 20V, Negative-QTOFsplash10-0a4i-9100000000-ec0d7aebae71346103d22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxodecanoic acid 40V, Negative-QTOFsplash10-0006-9000000000-0a32d9e406e91b1c13872021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxodecanoic acid 10V, Positive-QTOFsplash10-0a6s-9300000000-f26e97062c7f6a7d05e92021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxodecanoic acid 20V, Positive-QTOFsplash10-0aov-9000000000-9d723b41bbc514fd2b472021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Oxodecanoic acid 40V, Positive-QTOFsplash10-0a4l-9000000000-5a12c1a625e1296c64202021-09-24Wishart 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 IDFDB027872
KNApSAcK IDNot Available
Chemspider ID4446109
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5282982
PDB IDNot Available
ChEBI ID37157
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

Enzymes

General function:
Involved in transferase activity
Specific function:
Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities and an acyl carrier protein.
Gene Name:
FASN
Uniprot ID:
P49327
Molecular weight:
273424.06
General function:
Involved in catalytic activity
Specific function:
May play a role in the biosynthesis of lipoic acid as well as longer chain fatty acids required for optimal mitochondrial function.
Gene Name:
OXSM
Uniprot ID:
Q9NWU1
Molecular weight:
40034.535