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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:49:55 UTC
Update Date2022-03-07 02:53:21 UTC
HMDB IDHMDB0032459
Secondary Accession Numbers
  • HMDB32459
Metabolite Identification
Common Name2-Pentenoic acid
Description2-Pentenoic acid, also known as (2E)-2-pentenoate or 5:1, N-3 trans, belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain. Based on a literature review a significant number of articles have been published on 2-Pentenoic acid.
Structure
Data?1563862266
Synonyms
ValueSource
(2E)-2-Pentenoic acidChEBI
(e)-2-Pentenic acidChEBI
(e)-2-Pentenoic acidChEBI
(e)-Pent-2-en-1-Oic acidChEBI
5:1, N-3 transChEBI
C5:1, N-3 transChEBI
e-2-PentencarbonsaeureChEBI
Pent-2t-ensaeureChEBI
trans-2-Pentenic acidChEBI
trans-2-Pentenoic acidChEBI
trans-alpha,beta-Penteneoic acidChEBI
trans-Pent-2-ensaeureChEBI
(2E)-2-PentenoateGenerator
(e)-2-PentenateGenerator
(e)-2-PentenoateGenerator
(e)-Pent-2-en-1-OateGenerator
trans-2-PentenateGenerator
trans-2-PentenoateGenerator
trans-a,b-PenteneoateGenerator
trans-a,b-Penteneoic acidGenerator
trans-alpha,beta-PenteneoateGenerator
trans-Α,β-penteneoateGenerator
trans-Α,β-penteneoic acidGenerator
2-PentenoateGenerator
(2Z)-2-Pentenoic acidHMDB
(2Z)-Pent-2-enoic acidHMDB
(Z)-2-Pentenoic acidHMDB
2-En-valproic acidHMDB
2-Ene-vpaHMDB
2-N-Propyl-2-pentenoic acidHMDB
AmicetoseHMDB
C2H5CH=chcoohHMDB
cis-alpha,beta-Penteneoic acidHMDB
b-Ethyl acrylateGenerator
b-Ethyl acrylic acidGenerator
beta-Ethyl acrylateGenerator
Β-ethyl acrylateGenerator
Β-ethyl acrylic acidGenerator
Pent-2-enoic acid, (e)-isomerMeSH
Pent-2-enoic acidMeSH
Chemical FormulaC5H8O2
Average Molecular Weight100.1158
Monoisotopic Molecular Weight100.0524295
IUPAC Name(2E)-pent-2-enoic acid
Traditional Nametrans-2-pentenoic acid
CAS Registry Number626-98-2
SMILES
CC\C=C\C(O)=O
InChI Identifier
InChI=1S/C5H8O2/c1-2-3-4-5(6)7/h3-4H,2H2,1H3,(H,6,7)/b4-3+
InChI KeyYIYBQIKDCADOSF-ONEGZZNKSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentStraight chain fatty acids
Alternative Parents
Substituents
  • 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

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility62.9 mg/mL at 20 °CNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility42.6 g/LALOGPS
logP1.19ALOGPS
logP1.36ChemAxon
logS-0.37ALOGPS
pKa (Strongest Acidic)5.03ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity27.57 m³·mol⁻¹ChemAxon
Polarizability10.56 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]+123.24531661259
DarkChem[M-H]-116.35231661259
DeepCCS[M+H]+130.69330932474
DeepCCS[M-H]-127.91430932474
DeepCCS[M-2H]-164.26930932474
DeepCCS[M+Na]+138.96930932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Pentenoic acidCC\C=C\C(O)=O1834.6Standard polar33892256
2-Pentenoic acidCC\C=C\C(O)=O976.9Standard non polar33892256
2-Pentenoic acidCC\C=C\C(O)=O925.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Pentenoic acid,1TMS,isomer #1CC/C=C/C(=O)O[Si](C)(C)C1016.0Semi standard non polar33892256
2-Pentenoic acid,1TBDMS,isomer #1CC/C=C/C(=O)O[Si](C)(C)C(C)(C)C1244.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Pentenoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0zi3-9000000000-a8f27797731f7436a9da2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Pentenoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-05fr-9200000000-08e4b025e14e4f1f91062017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Pentenoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Pentenoic 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 - 2-Pentenoic acid 10V, Positive-QTOFsplash10-0ue9-9700000000-3205cce1587246faa6ee2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentenoic acid 20V, Positive-QTOFsplash10-0a5c-9100000000-51ba496011d71a9154fb2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentenoic acid 40V, Positive-QTOFsplash10-052f-9000000000-2e1fe9f091dd06587f282016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentenoic acid 10V, Negative-QTOFsplash10-0002-9000000000-2fef3b0b5dcc9e843b512016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentenoic acid 20V, Negative-QTOFsplash10-052b-9000000000-03532d3f0928e895c0ee2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentenoic acid 40V, Negative-QTOFsplash10-0a4l-9000000000-2b1a41f408f771e0d1fe2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentenoic acid 10V, Negative-QTOFsplash10-000t-9000000000-c0d5422d0568a302c7ea2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentenoic acid 20V, Negative-QTOFsplash10-001i-9000000000-2d451157410efa0f1e232021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentenoic acid 40V, Negative-QTOFsplash10-0nmi-9000000000-0e285b5eef3fae315efc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentenoic acid 10V, Positive-QTOFsplash10-001i-9000000000-1288d590f152cb299bb82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentenoic acid 20V, Positive-QTOFsplash10-0a4l-9000000000-b665acbbdb5d48a0a7162021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Pentenoic acid 40V, Positive-QTOFsplash10-0a4r-9000000000-d104abd18ec917550cae2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart 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 IDFDB010036
KNApSAcK IDC00011928
Chemspider ID553682
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPentenoic acid
METLIN IDNot Available
PubChem Compound638122
PDB IDNot Available
ChEBI ID38366
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 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.