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Details

Stereochemistry ACHIRAL
Molecular Formula C3H5O2.H4N
Molecular Weight 91.1091
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMMONIUM PROPIONATE

SMILES

[NH4+].CCC([O-])=O

InChI

InChIKey=XJMWHXZUIGHOBA-UHFFFAOYSA-N
InChI=1S/C3H6O2.H3N/c1-2-3(4)5;/h2H2,1H3,(H,4,5);1H3

HIDE SMILES / InChI

Molecular Formula H3N
Molecular Weight 17.0305
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C3H6O2
Molecular Weight 74.0785
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Propionic acid (PA), also known as propanoic acid, with chemical formula C3H6O2, is an organic acid used as a food additive and found naturally on the skin and in the gastrointestinal tract. It is a byproduct of fermentation reactions and is also produced industrially from ethylene or ethanol and carbon monoxide. Propionic acid is a fungicide and bactericide, registered to controlfungi and bacteria in stored grains, hay, grain storage areas, poultry litter,and drinking water for livestock and poultry. As a food preservative, propionic acid prevents mold in bread and baked goods, and it is used as a flavoring agent in cheese and other packaged goods. The U.S. Environmental Protection Agency considers it safe and therefore, has no limitation on its use. It has been demonstrated that PA lowers fatty acids content in liver and plasma, reduces food intake, exerts immunosuppressive actions and probably improves tissue insulin sensitivity. Thus increased production of PA by the microbiota might be considered beneficial in the context of prevention of obesity and diabetes type 2. The molecular mechanisms by which PA may exert this plethora of physiological effects are slowly being elucidated and include intestinal cyclooxygenase enzyme, the G-protein coupled receptors 41 and 43 and activation of the peroxisome proliferator-activated receptor γ, in turn inhibiting the sentinel transcription factor NF-κB and thus increasing the threshold for inflammatory responses in general. Taken together, PA emerges as a major mediator in the link between nutrition, gut microbiota and physiology. The sodium salt of propionic acid was previously approved in Canada as an active ingredient in Amino-Cerv (used to treat inflammation or injury of the cervix).

Approval Year

PubMed

PubMed

TitleDatePubMed
[Acidemia, propionic].
2001
Cytosolic acidification as a signal mediating hyperosmotic stress responses in Dictyostelium discoideum.
2001
PET reversed mismatch in an experimental model of subacute myocardial infarction.
2001 Apr
The effect of season and monensin sodium on the digestive characteristics of autumn and spring pasture fed to sheep.
2001 Apr
Fluticasone propionate aqueous nasal spray reduces inflammatory cells in unchallenged allergic nasal mucosa: effects of single allergen challenge.
2001 Apr
Influence of anaerobic culture acclimation on the degradation kinetics of various substrates.
2001 Aug 5
Effect of the liquid upflow velocity on thermophilic sulphate reduction in acidifying granular sludge reactors.
2001 Feb
Isolation and preliminary characterization of the medium-chain fatty acid:CoA ligase responsible for activation of short- and medium-chain fatty acids in colonic mucosa from swine.
2001 Feb
Role of type II thioesterases: evidence for removal of short acyl chains produced by aberrant decarboxylation of chain extender units.
2001 Feb
Canthin-6-one and beta-carboline alkaloids from Eurycoma harmandiana.
2001 Feb
Effects of corn particle size and source on performance of lactating cows fed direct-cut grass-legume forage.
2001 Feb
In vitro metabolism of citalopram by monoamine oxidase B in human blood.
2001 Feb
Fermentation characteristics and ruminal ciliate protozoal populations in cattle fed medium- or high-concentrate barley-based diets.
2001 Feb
Radiolabeled cholinesterase substrates: in vitro methods for determining structure-activity relationships and identification of a positron emission tomography radiopharmaceutical for in vivo measurement of butyrylcholinesterase activity.
2001 Feb
Uremic concentrations of guanidino compounds inhibit neutrophil superoxide production.
2001 Feb
Quantification of benzoic, phenylacetic, and phenylbutyric acids from filter-paper blood spots by gas chromatography--mass spectrometry with stable isotope dilution.
2001 Feb
The effects of intracellular pH changes on resting cytosolic calcium in voltage-clamped snail neurones.
2001 Feb 1
Interaction of hydrophobic anions with the rat skeletal muscle chloride channel ClC-1: effects on permeation and gating.
2001 Feb 1
Arginine catabolism by Thermanaerovibrio acidaminovorans.
2001 Feb 20
Cloning and biochemical characterization of Co(2+)-activated bromoperoxidase-esterase (perhydrolase) from Pseudomonas putida IF-3 strain.
2001 Feb 9
Laboratory study on the high-temperature capture of HCl gas by dry-injection of calcium-based sorbents.
2001 Feb-Mar
Perturbation of rat renal tubule transport of the organic cation amantadine in recent onset streptozotocin-induced diabetes and in uninephrectomy.
2001 Jan
Modeling the growth boundary of Staphylococcus aureus for risk assessment purposes.
2001 Jan
Synthesis and applications of chitosan mercaptanes as heavy metal retention agent.
2001 Jan 10
Fluticasone propionate: a rare contact sensitizer.
2001 Jan-Feb
New natural epothilones from Sorangium cellulosum, strains So ce90/B2 and So ce90/D13: isolation, structure elucidation, and SAR studies.
2001 Jul
Acetate, propionate and butyrate in plasma: determination of the concentration and isotopic enrichment by gas chromatography/mass spectrometry with positive chemical ionization.
2001 Jul
Influence of carbohydrate source and buffer on rumen fermentation characteristics, milk yield, and milk composition in late-lactation Holstein cows.
2001 Jul
Effects of NutriDense and waxy corn hybrids on the rumen fermentation, digestibility and lactational performance of dairy cows.
2001 Jul
Influence of supplemental chromium on concentrations of liver triglyceride, blood metabolites and rumen VFA profile in steers fed a moderately high fat diet.
2001 Jul
Short-chain fatty acids and human colonic function: roles of resistant starch and nonstarch polysaccharides.
2001 Jul
Identification and quantification of phosphatidylethanolamine-derived glucosylamines and aminoketoses from human erythrocytes--influence of glycation products on lipid peroxidation.
2001 Jul 15
Factors determining the orientation of axially coordinated imidazoles in heme proteins.
2001 Jul 3
Functional and structural response of a cellulose-degrading methanogenic microbial community to multiple aeration stress at two different temperatures.
2001 Jun
2-Methylisocitrate lyases from the bacterium Escherichia coli and the filamentous fungus Aspergillus nidulans: characterization and comparison of both enzymes.
2001 Jun
Fixed drug eruption due to naproxen; lack of cross-reactivity with other propionic acid derivatives.
2001 Jun
Inhibition of growth of methane-producing bacteria of the ruminant forestomach by hydroxymethylglutaryl-SCoA reductase inhibitors.
2001 Jun
Subcritical mineralization of sodium salt of dodecyl benzene sulfonate using sonication-wet oxidation (SONIWO) technique.
2001 Jun
Snapshots of protein folding. A study on the multiple transition state pathway of cytochrome c(551) from Pseudomonas aeruginosa.
2001 Jun 22
Interannual variations in the lipids of the Antarctic pteropods Clione limacina and Clio pyramidata.
2001 Mar
Molecular characterization, enzyme properties and transcriptional regulation of phosphoenolpyruvate carboxykinase and pyruvate kinase in a ruminal bacterium, Selenomonas ruminantium.
2001 Mar
Crystal structure of the oxidized cytochrome c(2) from Blastochloris viridis.
2001 Mar 2
Biosynthesis of complex polyketides in a metabolically engineered strain of E. coli.
2001 Mar 2
Production of PHA from starchy wastewater via organic acids.
2001 Mar 30
[Directed modification of the pyrrole ring D in natural chlorins].
2001 Mar-Apr
Preferential utilization of dipeptides by Porphyromonas gingivalis.
2001 May
Study on sludge expansion during treatment of salad oil manufacturing wastewater by yeast.
2001 May
Thin layer chromatographic determination of organic acids for rapid identification of bifidobacteria at genus level.
2001 May
Desensitization of ileal vagal receptors by short-chain fatty acids in pigs.
2001 May
Indolinone tyrosine kinase inhibitors block Kit activation and growth of small cell lung cancer cells.
2001 May 1
Patents

Sample Use Guides

The maximum safe dietary level of propionic acid for poultry is 10 g/kg complete feed and for pigs 30 g/kg complete feed.
Route of Administration: Oral
Propionic acid concentrations equal to or more than 3 mM showed a remarkable high inhibition of lymphocyte proliferation, whereas 2 mM produced only a mild reduction in lymphocyte proliferation. 3 mM PA or higher inhibited the production of the pro-inflammatory cytokine, resistin, by human adipose tissue.
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:09:14 GMT 2023
Edited
by admin
on Fri Dec 15 19:09:14 GMT 2023
Record UNII
V18VR2SK15
Record Status Validated (UNII)
Record Version
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Name Type Language
AMMONIUM PROPIONATE
INCI  
INCI  
Official Name English
LUPROSIL NC
Common Name English
PROPANOIC ACID, AMMONIUM SALT (1:1)
Common Name English
AMMONIUM PROPIONATE [INCI]
Common Name English
Code System Code Type Description
FDA UNII
V18VR2SK15
Created by admin on Fri Dec 15 19:09:14 GMT 2023 , Edited by admin on Fri Dec 15 19:09:14 GMT 2023
PRIMARY
PUBCHEM
87139
Created by admin on Fri Dec 15 19:09:14 GMT 2023 , Edited by admin on Fri Dec 15 19:09:14 GMT 2023
PRIMARY
CAS
17496-08-1
Created by admin on Fri Dec 15 19:09:14 GMT 2023 , Edited by admin on Fri Dec 15 19:09:14 GMT 2023
PRIMARY
ECHA (EC/EINECS)
241-503-7
Created by admin on Fri Dec 15 19:09:14 GMT 2023 , Edited by admin on Fri Dec 15 19:09:14 GMT 2023
PRIMARY
WIKIPEDIA
Ammonium propionate
Created by admin on Fri Dec 15 19:09:14 GMT 2023 , Edited by admin on Fri Dec 15 19:09:14 GMT 2023
PRIMARY
EPA CompTox
DTXSID9066207
Created by admin on Fri Dec 15 19:09:14 GMT 2023 , Edited by admin on Fri Dec 15 19:09:14 GMT 2023
PRIMARY
SMS_ID
300000034785
Created by admin on Fri Dec 15 19:09:14 GMT 2023 , Edited by admin on Fri Dec 15 19:09:14 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE