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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 01:19:53 UTC
Update Date2022-03-07 02:56:21 UTC
HMDB IDHMDB0039793
Secondary Accession Numbers
  • HMDB39793
Metabolite Identification
Common Name(E)-4-Octenoic acid
Description(E)-4-Octenoic acid, also known as (e)-4-octenoate, 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 small amount of articles have been published on (E)-4-Octenoic acid.
Structure
Data?1563863439
Synonyms
ValueSource
(e)-4-OctenoateGenerator
4E-OctenoateHMDB
Chemical FormulaC8H14O2
Average Molecular Weight142.1956
Monoisotopic Molecular Weight142.099379692
IUPAC Name(4E)-oct-4-enoic acid
Traditional Name(4E)-oct-4-enoic acid
CAS Registry Number18776-92-6
SMILES
CCC\C=C\CCC(O)=O
InChI Identifier
InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h4-5H,2-3,6-7H2,1H3,(H,9,10)/b5-4+
InChI KeyPFHBCQFBHMBAMC-SNAWJCMRSA-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 DescriptorsNot Available
Ontology
Disposition

Biological location

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point4 °CNot Available
Boiling Point105.00 to 106.00 °C. @ 5.00 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP2.512 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.19 g/LALOGPS
logP2.53ALOGPS
logP2.34ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)5.11ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity41.39 m³·mol⁻¹ChemAxon
Polarizability16.6 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+134.61631661259
DarkChem[M-H]-130.81331661259
DeepCCS[M+H]+129.52930932474
DeepCCS[M-H]-126.51630932474
DeepCCS[M-2H]-163.01530932474
DeepCCS[M+Na]+138.14530932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(E)-4-Octenoic acidCCC\C=C\CCC(O)=O2036.0Standard polar33892256
(E)-4-Octenoic acidCCC\C=C\CCC(O)=O1132.5Standard non polar33892256
(E)-4-Octenoic acidCCC\C=C\CCC(O)=O1189.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(E)-4-Octenoic acid,1TMS,isomer #1CCC/C=C/CCC(=O)O[Si](C)(C)C1247.8Semi standard non polar33892256
(E)-4-Octenoic acid,1TBDMS,isomer #1CCC/C=C/CCC(=O)O[Si](C)(C)C(C)(C)C1483.9Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (E)-4-Octenoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-017i-9100000000-284643c2f5f7446fc96a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (E)-4-Octenoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-010a-9300000000-fa87d442a7e2af9fa78b2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (E)-4-Octenoic 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 - (E)-4-Octenoic acid 10V, Positive-QTOFsplash10-002f-3900000000-98acdd4ba4ac3e2e2fc62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-4-Octenoic acid 20V, Positive-QTOFsplash10-0035-9300000000-c9c0b74037fd70ed1c2c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-4-Octenoic acid 40V, Positive-QTOFsplash10-0006-9000000000-b3c9709400ecbde692042016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-4-Octenoic acid 10V, Negative-QTOFsplash10-0006-1900000000-99d45d579b47647ea3982016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-4-Octenoic acid 20V, Negative-QTOFsplash10-0007-7900000000-113f7fd2ae8b50433f502016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-4-Octenoic acid 40V, Negative-QTOFsplash10-0a4l-9000000000-9a39665f91759da3fef32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-4-Octenoic acid 10V, Negative-QTOFsplash10-00dl-0900000000-5b1ab8b211060e8bbc432021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-4-Octenoic acid 20V, Negative-QTOFsplash10-0abc-0900000000-0272c0392f9b495433f22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-4-Octenoic acid 40V, Negative-QTOFsplash10-0006-9000000000-b86565d61fa7bcb556092021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-4-Octenoic acid 10V, Positive-QTOFsplash10-05r4-9100000000-12c5de4ace1d6aa57cfe2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-4-Octenoic acid 20V, Positive-QTOFsplash10-0aor-9000000000-d5da0299babcbe2dbeaf2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (E)-4-Octenoic acid 40V, Positive-QTOFsplash10-0aor-9000000000-4945a221a52401aef3542021-09-22Wishart 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 IDFDB019443
KNApSAcK IDNot Available
Chemspider ID4938791
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6433715
PDB IDNot Available
ChEBI ID37316
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1594001
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.