Identification
YMDB IDYMDB01784
NameSorbic acid
SpeciesSaccharomyces cerevisiae
StrainBrewer's yeast
Description(2E,4E)-2,4-Hexadienoic acid, also known as (e,e)-sa or (e,e)-2,4-hexadienoate, 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 (2E,4E)-2,4-Hexadienoic acid.
Structure
Thumb
Synonyms
  • (2-Butenylidene)acetic acid
  • (2E,4E)-2,4-Hexadienoic acid
  • (E,E)-1,3-pentadiene-1-carboxylic acid
  • (E,E)-2,4-hexadienoic acid
  • (E,E)-SA
  • (E,E)-Sorbic acid
  • 1,3-Pentadiene-1-carboxylic acid
  • 2-Propenylacrylic acid
  • 2, 4-Hexadienoic acid potassium salt
  • 2,4-Hexadienoic acid
  • 2,4-Hexadienoic acid, potassium salt
  • Acetic acid, (2-butenylidene)-
  • Acetic acid, crotylidene-
  • alpha-trans-gamma-trans-sorbic acid
  • Crotylidene acetic acid
  • Hexa-2,4-dienoic acid
  • Hexadienic acid
  • Hexadienoic acid
  • Hexadienoic acid, (E,E)
  • Hexadienoic acid1,3-pentadiene-1-carboxylic acid
  • Kyselina 1,3-pentadien-1-karboxylova
  • Kyselina sorbova
  • Panosorb
  • Parasorbic acid
  • Potassium sorbate
  • Preservastat
  • SA
  • Sorbic acid (NF)
  • Sorbic acid, (E,E)-
  • Sorbic acid, potassium salt (VAN)
  • Sorbistat
  • Sorbistat-K
  • trans,trans-2,4-Hexadienoic acid
  • trans,trans-SA
  • trans,trans-Sorbic acid
  • (e,e)-1,3-Pentadiene-1-carboxylate
  • (e,e)-2,4-Hexadienoate
  • (e,e)-Sorbate
  • 1,3-Pentadiene-1-carboxylate
  • a-trans-g-trans-Sorbate
  • a-trans-g-trans-Sorbic acid
  • alpha-trans-gamma-trans-Sorbate
  • Α-trans-γ-trans-sorbate
  • Α-trans-γ-trans-sorbic acid
  • trans,trans-2,4-Hexadienoate
  • trans,trans-Sorbate
  • (2E,4E)-2,4-Hexadienoate
  • Sorbate
  • (2-Butenylidene)-acetic acid
  • (2E,4E)-Hexa-2,4-dienoic acid
  • 2E,4E-Hexadienoic acid
  • Acidum sorbicum
  • alpha-trans-laquo gammaraquo -trans-Sorbic acid
  • Crotylidene-acetic acid
  • FEMA 3921
  • Sorbic acid, potassium salt
  • trans-trans-2,4-Hexadienoic acid
  • Acid, sorbic
  • Sorbate, sodium
  • Sorbate, potassium
  • Acid, propenylacrylic
  • Sodium sorbate
  • Acid, hexadienoic
  • Propenylacrylic acid
CAS number110-44-1
WeightAverage: 112.1265
Monoisotopic: 112.0524295
InChI KeyWSWCOQWTEOXDQX-MQQKCMAXSA-N
InChIInChI=1S/C6H8O2/c1-2-3-4-5-6(7)8/h2-5H,1H3,(H,7,8)/b3-2+,5-4+
IUPAC Name(2E,4E)-hexa-2,4-dienoic acid
Traditional IUPAC Namesorbic acid
Chemical FormulaC6H8O2
SMILESC\C=C\C=C\C(O)=O
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
Physical Properties
StateSolid
Charge0
Melting point134.5 °C
Experimental Properties
PropertyValueReference
Water Solubility1.91 mg/mL at 30 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]PhysProp
LogP1.33 [HANSCH,C ET AL. (1995)]PhysProp
Predicted Properties
PropertyValueSource
Water Solubility17.2 g/LALOGPS
logP1.77ALOGPS
logP1.45ChemAxon
logS-0.81ALOGPS
pKa (Strongest Acidic)5.01ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity33.28 m³·mol⁻¹ChemAxon
Polarizability11.8 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic Properties
Flavour/OdourSource
BlandFDB000738
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-9100000000-5613b88acb29c3469c89JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00xr-9200000000-957aa1f63b275675dc73JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-03di-2900000000-d4eb42b36810ed470695JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-90f3f65a34c78dcb95a8JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-014i-9300000000-bbc83c452662b533cec8JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-03xr-9600000000-f23c4245a6970fb64472JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-00kf-9000000000-1e001225ce94335a0e97JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-014i-9000000000-72552301942533b9fb16JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-014i-9200000000-fc6379b9c479651e5a33JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dj-9600000000-5c19197e14f2cfc99e02JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0uxr-9100000000-e177123e55a992422e1aJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9000000000-b3dd13da1d673c99f853JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-2900000000-8b6fa6fb8d8182477febJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03xr-9800000000-7a9de47828353460dce7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-9000000000-3559005a9bdd1b4a889eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9200000000-69ae4e13265083f8056fJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004l-9000000000-4910ce8a1bf6201d8f33JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-02t9-9000000000-ebd7dafdaddabfebcfc1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014j-9000000000-7b8c42c0ddf1f0caf73eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014l-9000000000-f84d19a529970cfc2eb9JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014r-9000000000-17f72b81834cd44b3277JSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-02td-9100000000-b3752b25f6984879cf22JSpectraViewer | MoNA
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
References
References:Not Available
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID38358
HMDB IDHMDB0029581
Pubchem Compound ID643460
Kegg IDC08502
ChemSpider ID558605
FOODB IDFDB000738
Wikipedia IDSorbic acid
BioCyc IDNot Available