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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:48:29 UTC
Update Date2021-10-13 06:22:30 UTC
HMDB IDHMDB0032207
Secondary Accession Numbers
  • HMDB32207
Metabolite Identification
Common Namecis-5-Octenoic acid
Descriptioncis-5-Octenoic acid, also known as cis-5-octenoate or (Z)-oct-5-enoic 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. Based on a literature review a significant number of articles have been published on cis-5-Octenoic acid.
Structure
Data?1563862231
Synonyms
ValueSource
(5Z)-Octenoic acidChEBI
(Z)-5-Octenoic acidChEBI
(Z)-Oct-5-enoic acidChEBI
5Z-Octenoic acidChEBI
FEMA 4350ChEBI
(5Z)-OctenoateGenerator
(Z)-5-OctenoateGenerator
(Z)-Oct-5-enoateGenerator
5Z-OctenoateGenerator
cis-5-OctenoateGenerator
(5Z)-5-Octenoic acidHMDB
5E-Octenoic acidHMDB
cis-delta-OctenoateHMDB
cis-Δ-octenoateHMDB
cis-Δ-octenoic acidHMDB
Hex-3-en-1-yl acetic acidGenerator
Chemical FormulaC8H14O2
Average Molecular Weight142.1956
Monoisotopic Molecular Weight142.099379692
IUPAC Name(5Z)-oct-5-enoic acid
Traditional Namecis-5-octenoic acid
CAS Registry Number41653-97-8
SMILES
CC\C=C/CCCC(O)=O
InChI Identifier
InChI=1S/C8H14O2/c1-2-3-4-5-6-7-8(9)10/h3-4H,2,5-7H2,1H3,(H,9,10)/b4-3-
InChI KeyRRGOKSYVAZDNKR-ARJAWSKDSA-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
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point239.00 to 241.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP2.274 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.27 g/LALOGPS
logP10(2.46) g/LALOGPS
logP10(2.34) g/LChemAxon
logS10(-2) g/LALOGPS
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
Polarizability16.32 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+134.10431661259
DarkChem[M-H]-131.32331661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
cis-5-Octenoic acid,1TMS,#1CC/C=C\CCCC(=O)O[Si](C)(C)C1250.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
cis-5-Octenoic acid,1TBDMS,#1CC/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C1481.7Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - cis-5-Octenoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-014l-9000000000-06e67eca11f43385a03f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - cis-5-Octenoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-01ds-9300000000-b63caee3906fbf202a982017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - cis-5-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 - cis-5-Octenoic acid 10V, Positive-QTOFsplash10-002f-2900000000-f7df3201de8edbc32f4f2016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-5-Octenoic acid 20V, Positive-QTOFsplash10-0035-9300000000-bd147bb7d19218ac7f402016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-5-Octenoic acid 40V, Positive-QTOFsplash10-0006-9000000000-820e10dd41640454a2912016-06-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-5-Octenoic acid 10V, Negative-QTOFsplash10-0006-1900000000-3b4bde2973834b69d33b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-5-Octenoic acid 20V, Negative-QTOFsplash10-0007-7900000000-63c14e5042fa47fc63802016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-5-Octenoic acid 40V, Negative-QTOFsplash10-0a4l-9000000000-c8e78af7421b856da4772016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-5-Octenoic acid 10V, Positive-QTOFsplash10-05r1-9100000000-f3634e45dadc9acae86e2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-5-Octenoic acid 20V, Positive-QTOFsplash10-0aor-9000000000-d6d77de9447c3431ae5d2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-5-Octenoic acid 40V, Positive-QTOFsplash10-0aou-9000000000-c6ee0847113fefb38f2f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-5-Octenoic acid 10V, Negative-QTOFsplash10-00dl-0900000000-5b1ab8b211060e8bbc432021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-5-Octenoic acid 20V, Negative-QTOFsplash10-0abc-0900000000-59f8071ce0276dda1e802021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - cis-5-Octenoic acid 40V, Negative-QTOFsplash10-0006-9000000000-5cf252a230b9c81c9fe02021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • 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 IDFDB006478
KNApSAcK IDNot Available
Chemspider ID4445845
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5282718
PDB IDNot Available
ChEBI ID176781
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1593971
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. (). EAFUS: Everything Added to Food in the United States.. .
  6. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.