ChemFOnt: Showing chemical card for (2E,4E)-2,4-Hexadienoic acid (CFc000010819)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:58:23 UTC

Chemfont ID

CFc000010819

Molecule Identification

Common Name

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

Definition

(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 pp

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 Weight

112.1265

Monoisotopic Molecular Weight

112.0524295

IUPAC Name

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

Traditional Name

sorbic acid

CAS Registry Number

110-44-1

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 )

Functional Ontology

Physiological effect

Organoleptic effect

Odor

Bland

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0029581)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0029581)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0029581)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029581)

Source

Endogenous

Endogenous (HMDB: HMDB0029581)

Animal

Animal (HMDB: HMDB0029581)

Exogenous

Food

Food (HMDB: HMDB0029581)

Beverage

Fermented beverage

Beer (FooDB: FOOD00268)
Grape wine (FooDB: FOOD00612)

Exogenous (HMDB: HMDB0029581)

Synthetic

Personal care products

Personal care products (HMDB: HMDB0029581)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0029581)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0029581)

Lipid metabolism pathway (HMDB: HMDB0029581)

Cellular process

Cell signaling (HMDB: HMDB0029581)

Biochemical process

Lipid transport (HMDB: HMDB0029581)

Role

Industrial application

Personal care product

Personal care product (HMDB: HMDB0029581)

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0029581)

Food and nutrition

Food and nutrition (HMDB: HMDB0029581)

Biological role

Energy source (HMDB: HMDB0029581)

Physical Properties

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	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0029581

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000738

KNApSAcK ID

Not Available

Chemspider ID

558605

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Sorbic acid

METLIN ID

Not Available

PubChem Compound

643460

PDB ID

Not Available

ChEBI ID

38358

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (2E,4E)-2,4-Hexadienoic acid (CFc000010819)

MOL for CFc000010819 ((2E,4E)-2,4-Hexadienoic acid)

3D MOL for CFc000010819 ((2E,4E)-2,4-Hexadienoic acid)

3D SDF for CFc000010819 ((2E,4E)-2,4-Hexadienoic acid)

3D-SDF for CFc000010819 ((2E,4E)-2,4-Hexadienoic acid)

PDB for CFc000010819 ((2E,4E)-2,4-Hexadienoic acid)

3D PDB for CFc000010819 ((2E,4E)-2,4-Hexadienoic acid)

SMILES for CFc000010819 ((2E,4E)-2,4-Hexadienoic acid)

INCHI for CFc000010819 ((2E,4E)-2,4-Hexadienoic acid)

Structure for CFc000010819 ((2E,4E)-2,4-Hexadienoic acid)

3D Structure for CFc000010819 ((2E,4E)-2,4-Hexadienoic acid)