Record Information
Version1.0
Creation date2010-04-08 22:04:41 UTC
Update date2018-05-28 22:07:46 UTC
Primary IDFDB000738
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(2E,4E)-2,4-Hexadienoic acid
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.
CAS Number110-44-1
Structure
Thumb
Synonyms
SynonymSource
(e,e)-1,3-Pentadiene-1-carboxylic acidChEBI
(e,e)-2,4-Hexadienoic acidChEBI
(e,e)-SAChEBI
(e,e)-Sorbic acidChEBI
1,3-Pentadiene-1-carboxylic acidChEBI
alpha-trans-gamma-trans-Sorbic acidChEBI
SAChEBI
trans,trans-2,4-Hexadienoic acidChEBI
trans,trans-SAChEBI
trans,trans-Sorbic acidChEBI
(e,e)-1,3-Pentadiene-1-carboxylateGenerator
(e,e)-2,4-HexadienoateGenerator
(e,e)-SorbateGenerator
1,3-Pentadiene-1-carboxylateGenerator
a-trans-g-trans-SorbateGenerator
a-trans-g-trans-Sorbic acidGenerator
alpha-trans-gamma-trans-SorbateGenerator
Α-trans-γ-trans-sorbateGenerator
Α-trans-γ-trans-sorbic acidGenerator
trans,trans-2,4-HexadienoateGenerator
trans,trans-SorbateGenerator
(2E,4E)-2,4-HexadienoateGenerator
SorbateHMDB
(2-Butenylidene)-acetic acidHMDB
(2-Butenylidene)acetic acidHMDB
(2E,4E)-Hexa-2,4-dienoic acidHMDB
2, 4-Hexadienoic acid potassium saltHMDB
2,4-Hexadienoic acidHMDB
2-Propenylacrylic acidHMDB
2E,4E-Hexadienoic acidHMDB
Acidum sorbicumHMDB
alpha-trans-Laquo gammaraquo -trans-sorbic acidHMDB
Crotylidene acetic acidHMDB
Crotylidene-acetic acidHMDB
FEMA 3921HMDB
Hexa-2,4-dienoic acidHMDB
Hexadienic acidHMDB
Hexadienoic acidHMDB
Hexadienoic acid, (e,e)HMDB
Hexadienoic acid1,3-pentadiene-1-carboxylic acidHMDB
PanosorbHMDB
PreservastatHMDB
Sorbic acid (NF)HMDB
Sorbic acid, potassium saltHMDB
SorbistatHMDB
trans-trans-2,4-Hexadienoic acidHMDB
(2E,4E)-2,4-Hexadienoic acidChEBI
Acid, sorbicMeSH
Sorbate, sodiumMeSH
Sorbate, potassiumMeSH
Acid, propenylacrylicMeSH
Potassium sorbateMeSH
Sodium sorbateMeSH
Acid, hexadienoicMeSH
Propenylacrylic acidMeSH
(2e,4e)-2,4-HexadienoateGenerator
(2E,4E)-hexa-2,4-dienoic acidbiospider
(E,E)-2,4-hexadienoic acidbiospider
(e,e)-sorbic acidbiospider
α-trans-«gamma»-trans-sorbic acidbiospider
1,3-Pentadiene-1-carboxylic acid, (E,E)-biospider
2,4-Hexadienoic acid, (2E,4E)-biospider
2,4-Hexadienoic acid, (E,E)-biospider
Acetic acid, (2-butenylidene)-biospider
Acetic acid, crotylidene-biospider
Alpha-trans-gamma-trans-sorbic acidbiospider
sorbic acidbiospider
Sorbic acid [usan]biospider
Sorbic acid, (e,e)-biospider
Sorbic acid, potassium salt (van)biospider
Trans,trans-sorbic acidbiospider
α-trans-γ-trans-sorbateGenerator
α-trans-γ-trans-sorbic acidGenerator
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC6H8O2
IUPAC name(2E,4E)-hexa-2,4-dienoic acid
InChI IdentifierInChI=1S/C6H8O2/c1-2-3-4-5-6(7)8/h2-5H,1H3,(H,7,8)/b3-2+,5-4+
InChI KeyWSWCOQWTEOXDQX-MQQKCMAXSA-N
Isomeric SMILESC\C=C\C=C\C(O)=O
Average Molecular Weight112.1265
Monoisotopic Molecular Weight112.0524295
Classification
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

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 64.27%; H 7.19%; O 28.54%DFC
Melting PointMp 134.5°DFC
Boiling PointBp 228° dec.DFC
Experimental Water Solubility1.91 mg/mL at 30 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP1.33HANSCH,C ET AL. (1995)
Experimental pKapKa1 4.51 (25°, 0.1M NaCl)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot 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
MSMass Spectrum (Electron Ionization)splash10-02td-9100000000-b3752b25f6984879cf22JSpectraViewer | MoNA
ChemSpider ID558605
ChEMBL IDCHEMBL250212
KEGG Compound IDNot Available
Pubchem Compound ID643460
Pubchem Substance IDNot Available
ChEBI ID38358
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29581
CRC / DFC (Dictionary of Food Compounds) IDGMZ10-P:BGR93-J
EAFUS ID3488
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1068981
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
bland
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference