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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:40:22 UTC
Update Date2021-10-13 06:12:47 UTC
HMDB IDHMDB0031003
Secondary Accession Numbers
  • HMDB31003
Metabolite Identification
Common Name9-Decenoic acid
Description9-Decenoic acid, also known as caproleic acid or caproleate, belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Based on a literature review a significant number of articles have been published on 9-Decenoic acid.
Structure
Data?1563862069
Synonyms
ValueSource
Caproleic acidChEBI
Delta(9)-Decenoic acidChEBI
CaproleateGenerator
delta(9)-DecenoateGenerator
Δ(9)-decenoateGenerator
Δ(9)-decenoic acidGenerator
9-DecenoateGenerator
9-Decylenic acidHMDB
Dec-9-enoic acidHMDB
FEMA 3660HMDB
9-Decenoic acidChEBI
Chemical FormulaC10H18O2
Average Molecular Weight170.2487
Monoisotopic Molecular Weight170.13067982
IUPAC Namedec-9-enoic acid
Traditional Name9-decenoic acid
CAS Registry Number14436-32-9
SMILES
OC(=O)CCCCCCCC=C
InChI Identifier
InChI=1S/C10H18O2/c1-2-3-4-5-6-7-8-9-10(11)12/h2H,1,3-9H2,(H,11,12)
InChI KeyKHAVLLBUVKBTBG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMedium-chain fatty acids
Alternative Parents
Substituents
  • Medium-chain fatty acid
  • Unsaturated fatty acid
  • Straight chain fatty acid
  • 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

Biological location

Source

Route of exposure

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point269.00 to 271.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility74.1 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.346 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.072 g/LALOGPS
logP10(3.36) g/LALOGPS
logP10(3.29) g/LChemAxon
logS10(-3.4) g/LALOGPS
pKa (Strongest Acidic)4.99ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity49.52 m³·mol⁻¹ChemAxon
Polarizability20.65 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+141.14831661259
DarkChem[M-H]-139.79131661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
9-Decenoic acidOC(=O)CCCCCCCC=C2228.8Standard polar33892256
9-Decenoic acidOC(=O)CCCCCCCC=C1295.8Standard non polar33892256
9-Decenoic acidOC(=O)CCCCCCCC=C1383.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
9-Decenoic acid,1TMS,isomer #1C=CCCCCCCCC(=O)O[Si](C)(C)C1448.1Semi standard non polar33892256
9-Decenoic acid,1TBDMS,isomer #1C=CCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C1687.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 9-Decenoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-00mo-9200000000-cd7f60acc4a048d8f4eb2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 9-Decenoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-00du-9300000000-f2c2d047a4095d3f686b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 9-Decenoic 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 - 9-Decenoic acid 10V, Positive-QTOFsplash10-0fk9-0900000000-a06754ea216a50e1102b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Decenoic acid 20V, Positive-QTOFsplash10-0fi0-4900000000-90d1cadc9d1204dd9f9e2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Decenoic acid 40V, Positive-QTOFsplash10-05mo-9000000000-538075c24cc8c5d015a22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Decenoic acid 10V, Negative-QTOFsplash10-014i-0900000000-854d31db979bfbeaae802016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Decenoic acid 20V, Negative-QTOFsplash10-016r-1900000000-a7dd91e37c51971608cb2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Decenoic acid 40V, Negative-QTOFsplash10-0a4l-9300000000-07099cf2b10f047370f02016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Decenoic acid 10V, Negative-QTOFsplash10-014i-0900000000-63f63b3bb1be8f4b50a82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Decenoic acid 20V, Negative-QTOFsplash10-0uxr-1900000000-eed829822975361e47a92021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Decenoic acid 40V, Negative-QTOFsplash10-00kf-9100000000-0fafc418289d070af86e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Decenoic acid 10V, Positive-QTOFsplash10-00lr-9300000000-2a3eac0dd7c3514409332021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Decenoic acid 20V, Positive-QTOFsplash10-067i-9000000000-67e5253549972fd1f2332021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Decenoic acid 40V, Positive-QTOFsplash10-0aou-9000000000-f405e896c8b5a4c5a0a02021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • Membrane
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 IDFDB002992
KNApSAcK IDNot Available
Chemspider ID55635
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCis-2-Decenoic acid
METLIN IDNot Available
PubChem Compound61743
PDB IDNot Available
ChEBI ID32381
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1018301
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
  5. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.