crotonate (PAMDB120144)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB120144
Identification
Name: crotonate
Description:The conjugate base of crotonic acid; used by some bacterial species as a carbon and energy source.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (2E)-2-butenoate
  • (2E)-2-butenoate
  • (E)-2-butenoate
  • (E)-crotonate
  • 2-butenoate
  • 3-methylacrylate
  • α-butenoate
  • α-crotonate
  • β-methacrylate
  • β-methylacrylate
  • trans-2-butenoate
  • trans-crotonate
Chemical Formula: C4H5O2
Average Molecular Weight: 85.082
Monoisotopic Molecular Weight: 86.03678
InChI Key: LDHQCZJRKDOVOX-NSCUHMNNSA-M
InChI:InChI=1S/C4H6O2/c1-2-3-4(5)6/h2-3H,1H3,(H,5,6)/p-1/b3-2+
CAS number: 3724-65-0
IUPAC Name:(2E)-but-2-enoate
Traditional IUPAC Name: butenoic acid
SMILES:CC=CC(=O)[O-]
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as straight chain fatty acids. These are fatty acids with a straight aliphatic chain.
Kingdom Organic compounds
Super ClassLipids and lipid-like molecules
Class Fatty Acyls
Sub ClassFatty acids and conjugates
Direct Parent Straight 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 Framework Aliphatic acyclic compounds
External Descriptors
Physical Properties
State: Solid
Charge:-1
Melting point: 72 °C
Experimental Properties:
PropertyValueReference
Melting Point72 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP0.72HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility101.0 mg/mLALOGPS
logP0.94ALOGPS
logP0.92ChemAxon
logS0.07ALOGPS
pKa (Strongest Acidic)4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity22.96 m3·mol-1ChemAxon
Polarizability8.44 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
crotonate + acetyl-CoA → crotonyl-CoA + acetate
Pathways: Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
1D NMR13C NMR SpectrumNot Available
References
References:
  • Auburger G, Winter J (1996)Activation and degradation of benzoate, 3-phenylpropionate and crotonate by Syntrophus buswellii strain GA. Evidence for electron-transport phosphorylation during crotonate respiration. Applied microbiology and biotechnology 44, Pubmed: 8867639
  • Bader J, Günther H, Schleicher E, Simon H, Pohl S, Mannheim W (1980)Utilization of (E)-2-butenoate (crotonate) by Clostridium kluyveri and some other Clostridium species. Archives of microbiology 125, Pubmed: 7387331
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
METABOLIGHTSMTBLC35899
HMDBHMDB10720
CHEMSPIDER5342099
PUBCHEM6971246
CHEBI35899
LIGAND-CPDC01771
CAS3724-65-0