ContaminantDB: (2E,4E)-2,4-Hexadienoic acid

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (1)XML

Record Information

Version

1.0

Creation Date

2014-09-11 05:18:52 UTC

Update Date

2026-04-16 21:18:13 UTC

Accession Number

CHEM003799

Identification

Common Name

(2E,4E)-2,4-Hexadienoic acid

Class

Small Molecule

Description

(2E,4E)-2,4-Hexadienoic acid is a preservative for many foodstuffs. Generally used as K salt or (less frequently) as Ca salt. (2E,4E)-2,4-Hexadienoic acid is an antimicrobial agent against a wide variety of microorganisms, especially yeasts and moulds. (2E,4E)-2,4-Hexadienoic acid is a preservative action more efficient in acidic foods. Typical usage levels 500-2000 ppm (2E,4E)-2,4-Hexadienoic acid belongs to the family of Unsaturated Fatty Acids. These are fatty acids whose chain contains at least one CC double bond.

Contaminant Sources

Cosmetic Chemicals
EAFUS Chemicals
FooDB Chemicals
HPV EPA Chemicals
STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Ester
Food Additive
Food Toxin
Household Toxin
Metabolite
Organic Compound
Preservative
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(e,e)-1,3-Pentadiene-1-carboxylic acid	ChEBI
(e,e)-2,4-Hexadienoic acid	ChEBI
(e,e)-SA	ChEBI
(e,e)-Sorbic acid	ChEBI
1,3-Pentadiene-1-carboxylic acid	ChEBI
alpha-trans-gamma-trans-Sorbic acid	ChEBI
SA	ChEBI
trans,trans-2,4-Hexadienoic acid	ChEBI
trans,trans-SA	ChEBI
trans,trans-Sorbic acid	ChEBI
(e,e)-1,3-Pentadiene-1-carboxylate	Generator
(e,e)-2,4-Hexadienoate	Generator
(e,e)-Sorbate	Generator
1,3-Pentadiene-1-carboxylate	Generator
a-trans-g-trans-Sorbate	Generator
a-trans-g-trans-Sorbic acid	Generator
alpha-trans-gamma-trans-Sorbate	Generator
Α-trans-γ-trans-sorbate	Generator
Α-trans-γ-trans-sorbic acid	Generator
trans,trans-2,4-Hexadienoate	Generator
trans,trans-Sorbate	Generator
(2E,4E)-2,4-Hexadienoate	Generator
(2E,4E)-2,4-Hexadienoic acid	ChEBI
Sorbate	Generator, HMDB
(2-Butenylidene)-acetic acid	HMDB
(2-Butenylidene)acetic acid	HMDB
(2E,4E)-Hexa-2,4-dienoic acid	HMDB
2, 4-Hexadienoic acid potassium salt	HMDB
2,4-Hexadienoic acid	HMDB
2-Propenylacrylic acid	HMDB
2E,4E-Hexadienoic acid	HMDB
Acidum sorbicum	HMDB
alpha-trans-laquo gammaraquo -trans-Sorbic acid	HMDB
Crotylidene acetic acid	HMDB
Crotylidene-acetic acid	HMDB
FEMA 3921	HMDB
Hexa-2,4-dienoic acid	HMDB
Hexadienic acid	HMDB
Hexadienoic acid	HMDB
Hexadienoic acid, (e,e)	HMDB
Hexadienoic acid1,3-pentadiene-1-carboxylic acid	HMDB
Panosorb	HMDB
Preservastat	HMDB
Sorbic acid (NF)	HMDB
Sorbic acid, potassium salt	HMDB
Sorbistat	HMDB
trans-trans-2,4-Hexadienoic acid	HMDB
Acid, sorbic	MeSH
Sorbate, sodium	MeSH
Sorbate, potassium	MeSH
Acid, propenylacrylic	MeSH
Potassium sorbate	MeSH
Sodium sorbate	MeSH
Acid, hexadienoic	MeSH
Propenylacrylic acid	MeSH

Chemical Formula

C₆H₈O₂

Average Molecular Mass

112.127 g/mol

Monoisotopic Mass

112.052 g/mol

CAS Registry Number

110-44-1

IUPAC Name

(2E,4E)-hexa-2,4-dienoic acid

Traditional Name

sorbic acid

SMILES

C\C=C\C=C\C(O)=O

InChI Identifier

InChI=1S/C6H8O2/c1-2-3-4-5-6(7)8/h2-5H,1H3,(H,7,8)/b3-2+,5-4+

InChI Key

WSWCOQWTEOXDQX-MQQKCMAXSA-N

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-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 Framework

Aliphatic acyclic compounds

External Descriptors

alpha,beta-unsaturated monocarboxylic acid (CHEBI:38358 )
sorbic acid (CHEBI:38358 )
Unsaturated fatty acids (LMFA01030100 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	134.5 °C
Boiling Point	Not Available
Solubility	1.91 mg/mL at 30 °C

Predicted Properties

Property	Value	Source
Water Solubility	17.2 g/L	ALOGPS
logP	1.77	ALOGPS
logP	1.45	ChemAxon
logS	-0.81	ALOGPS
pKa (Strongest Acidic)	5.01	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	33.28 m³·mol⁻¹	ChemAxon
Polarizability	11.8 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-9100000000-5613b88acb29c3469c89	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00xr-9200000000-957aa1f63b275675dc73	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , negative	splash10-03di-2900000000-d4eb42b36810ed470695	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-90f3f65a34c78dcb95a8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-014i-9300000000-bbc83c452662b533cec8	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-03xr-9600000000-f23c4245a6970fb64472	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-00kf-9000000000-1e001225ce94335a0e97	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-014i-9000000000-72552301942533b9fb16	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-014i-9200000000-fc6379b9c479651e5a33	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dj-9600000000-5c19197e14f2cfc99e02	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0uxr-9100000000-e177123e55a992422e1a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9000000000-b3dd13da1d673c99f853	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-2900000000-8b6fa6fb8d8182477feb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03xr-9800000000-7a9de47828353460dce7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-9000000000-3559005a9bdd1b4a889e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9200000000-69ae4e13265083f8056f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004l-9000000000-4910ce8a1bf6201d8f33	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-02t9-9000000000-ebd7dafdaddabfebcfc1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014j-9000000000-7b8c42c0ddf1f0caf73e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014l-9000000000-f84d19a529970cfc2eb9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014r-9000000000-17f72b81834cd44b3277	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-02td-9100000000-b3752b25f6984879cf22	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum