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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 (2E,4E)-2,4-Hexadienoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (2E,4E)-2,4-Hexadienoic acid is a potentially toxic compound.
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
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-03di-2900000000-d4eb42b36810ed470695JSpectraViewer | 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
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