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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2008-10-15 12:12:16 UTC
Update Date2021-10-13 05:26:49 UTC
HMDB IDHMDB0010726
Secondary Accession Numbers
  • HMDB10726
Metabolite Identification
Common Nametrans-Dec-2-enoic acid
Descriptiontrans-Dec-2-enoic acid, also known as 10:1, N-8 trans or (2E)-decenoic acid, 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. trans-Dec-2-enoic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.
Structure
Data?1582752866
Synonyms
ValueSource
(2E)-Decenoic acidChEBI
(e)-2-Decenoic acidChEBI
(e)-2-DecensaeureChEBI
10:1, N-8 transChEBI
2-trans-Decenoic acidChEBI
C10:1, N-8 transChEBI
(2E)-DecenoateGenerator
(e)-2-DecenoateGenerator
2-trans-DecenoateGenerator
trans-Dec-2-enoateGenerator
2-Decenoic acidMeSH
2-Decenoic acid, (e)-isomerMeSH
cis-2-Decenoic acidMeSH
Chemical FormulaC10H18O2
Average Molecular Weight170.2487
Monoisotopic Molecular Weight170.13067982
IUPAC Name(2E)-dec-2-enoic acid
Traditional Nametrans-2-decenoic acid
CAS Registry NumberNot Available
SMILES
CCCCCCC\C=C\C(O)=O
InChI Identifier
InChI=1S/C10H18O2/c1-2-3-4-5-6-7-8-9-10(11)12/h8-9H,2-7H2,1H3,(H,11,12)/b9-8+
InChI KeyWXBXVVIUZANZAU-CMDGGOBGSA-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

Process

Naturally occurring process

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point12.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point161.00 to 162.00 °C. @ 15.00 mm HgThe Good Scents Company Information System
Water Solubility86.48 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.715 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.057 g/LALOGPS
logP10(4.02) g/LALOGPS
logP10(3.59) g/LChemAxon
logS10(-3.5) g/LALOGPS
pKa (Strongest Acidic)5.03ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity50.57 m³·mol⁻¹ChemAxon
Polarizability20.97 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]+144.16731661259
DarkChem[M-H]-140.931661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
trans-Dec-2-enoic acidCCCCCCC\C=C\C(O)=O2533.8Standard polar33892256
trans-Dec-2-enoic acidCCCCCCC\C=C\C(O)=O1387.6Standard non polar33892256
trans-Dec-2-enoic acidCCCCCCC\C=C\C(O)=O1411.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
trans-Dec-2-enoic acid,1TMS,isomer #1CCCCCCC/C=C/C(=O)O[Si](C)(C)C1508.7Semi standard non polar33892256
trans-Dec-2-enoic acid,1TBDMS,isomer #1CCCCCCC/C=C/C(=O)O[Si](C)(C)C(C)(C)C1726.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - trans-Dec-2-enoic acid EI-B (Non-derivatized)splash10-0006-9000000000-b161a74b3c916296d9a62017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - trans-Dec-2-enoic acid EI-B (Non-derivatized)splash10-0006-9000000000-b161a74b3c916296d9a62018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - trans-Dec-2-enoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-000f-9300000000-3c6ee85783258c8d9de82016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - trans-Dec-2-enoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9200000000-ac7aba764c342122133c2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - trans-Dec-2-enoic 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 - trans-Dec-2-enoic acid 10V, Positive-QTOFsplash10-0fk9-0900000000-0e4a19b2bf57f0c9f0e82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Dec-2-enoic acid 20V, Positive-QTOFsplash10-0m90-4900000000-db21f9f94ce4cb161eb42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Dec-2-enoic acid 40V, Positive-QTOFsplash10-052f-9000000000-e2c679248a5e1ecfbb472016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Dec-2-enoic acid 10V, Negative-QTOFsplash10-014i-0900000000-a55ecbe27369819808b32016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Dec-2-enoic acid 20V, Negative-QTOFsplash10-016r-1900000000-842aff7043f863a36cd52016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Dec-2-enoic acid 40V, Negative-QTOFsplash10-052f-9400000000-050992d462f10529769f2016-08-04Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Dec-2-enoic acid 10V, Positive-QTOFsplash10-0apj-9200000000-c3711ebe5d69451fa9832021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Dec-2-enoic acid 20V, Positive-QTOFsplash10-067i-9000000000-251c4ab066596d41be042021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Dec-2-enoic acid 40V, Positive-QTOFsplash10-05mo-9000000000-88b42f30dc0877d753a52021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Dec-2-enoic acid 10V, Negative-QTOFsplash10-016r-0900000000-3df3e67dbc16840f832f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Dec-2-enoic acid 20V, Negative-QTOFsplash10-014i-0900000000-b46a6b7e363a106083792021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - trans-Dec-2-enoic acid 40V, Negative-QTOFsplash10-014l-9100000000-b41467952d72f6935f0f2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
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 IDFDB016401
KNApSAcK IDNot Available
Chemspider ID4445851
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5282724
PDB IDNot Available
ChEBI ID50467
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1042171
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. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

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