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

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

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
Fatal propionic acidemia in mice lacking propionyl-CoA carboxylase and its rescue by postnatal, liver-specific supplementation via a transgene.
2001-09-21
Influence of anaerobic culture acclimation on the degradation kinetics of various substrates.
2001-08-05
A biochemical hypothesis explaining the response of enhanced biological phosphorus removal biomass to organic substrates.
2001-08
Degradation of natural polyphenols by methanogenic consortia enriched from digested municipal sludge.
2001-08
Significance of substrate hydrophobicity for recognition by an oligopeptide transporter (PEPT1).
2001-07-19
Identification and quantification of phosphatidylethanolamine-derived glucosylamines and aminoketoses from human erythrocytes--influence of glycation products on lipid peroxidation.
2001-07-15
Factors determining the orientation of axially coordinated imidazoles in heme proteins.
2001-07-03
C1-C5 organic acid emissions from an SI engine: influence of fuel and air/fuel equivalence ratio.
2001-07-01
New natural epothilones from Sorangium cellulosum, strains So ce90/B2 and So ce90/D13: isolation, structure elucidation, and SAR studies.
2001-07
Acetate, propionate and butyrate in plasma: determination of the concentration and isotopic enrichment by gas chromatography/mass spectrometry with positive chemical ionization.
2001-07
Influence of carbohydrate source and buffer on rumen fermentation characteristics, milk yield, and milk composition in late-lactation Holstein cows.
2001-07
Effects of NutriDense and waxy corn hybrids on the rumen fermentation, digestibility and lactational performance of dairy cows.
2001-07
Influence of supplemental chromium on concentrations of liver triglyceride, blood metabolites and rumen VFA profile in steers fed a moderately high fat diet.
2001-07
Sensitivity of acid-adapted and acid-shocked Shigella flexneri to reduced pH achieved with acetic, lactic, and propionic acids.
2001-07
Short-chain fatty acids and human colonic function: roles of resistant starch and nonstarch polysaccharides.
2001-07
Effect of temperature increase from 55 to 65 degrees C on performance and microbial population dynamics of an anaerobic reactor treating cattle manure.
2001-07
Artificial cytochrome b: computer modeling and evaluation of redox potentials.
2001-06-27
Snapshots of protein folding. A study on the multiple transition state pathway of cytochrome c(551) from Pseudomonas aeruginosa.
2001-06-22
[Ten-year trend of analgesic drug use (1984 to 1995): results of three MONICA-based surveys in Augsburg)].
2001-06-01
Studies of propionate toxicity in Salmonella enterica identify 2-methylcitrate as a potent inhibitor of cell growth.
2001-06-01
Normal and abnormal heme biosynthesis. 3.(1)Synthesis and metabolism of tripropionate analogues of coproporphyrinogen-III: novel probes for the active site of coproporphyrinogen oxidase.
2001-06-01
Functional and structural response of a cellulose-degrading methanogenic microbial community to multiple aeration stress at two different temperatures.
2001-06
The roles of the multiple CheW and CheA homologues in chemotaxis and in chemoreceptor localization in Rhodobacter sphaeroides.
2001-06
Effect of an E461G mutation of beta-galactosidase (Escherichia coli, lac Z) on pL rate profiles and solvent deuterium isotope effects.
2001-06
2-Methylisocitrate lyases from the bacterium Escherichia coli and the filamentous fungus Aspergillus nidulans: characterization and comparison of both enzymes.
2001-06
Fixed drug eruption due to naproxen; lack of cross-reactivity with other propionic acid derivatives.
2001-06
Inhibition of growth of methane-producing bacteria of the ruminant forestomach by hydroxymethylglutaryl-SCoA reductase inhibitors.
2001-06
Effect of administration with the extract of Gymnema sylvestre R. Br leaves on lipid metabolism in rats.
2001-06
Experimental approach to optimize the use of alpha-Amylases in breadmaking.
2001-06
Subcritical mineralization of sodium salt of dodecyl benzene sulfonate using sonication-wet oxidation (SONIWO) technique.
2001-06
Stable performance of anaerobic digestion in the presence of a high concentration of propionic acid.
2001-06
[Directed modification of the pyrrole ring D in natural chlorins].
2001-05-19
One-pot, catalytic, asymmetric synthesis of polypropionates.
2001-05-17
[Extracellular protein of propionic acid bacteria inhibits induced mutation in strains of Salmonella typhimurium].
2001-05-08
Preferential utilization of dipeptides by Porphyromonas gingivalis.
2001-05
Study on sludge expansion during treatment of salad oil manufacturing wastewater by yeast.
2001-05
Comamonas nitrativorans sp. nov., a novel denitrifier isolated from a denitrifying reactor treating landfill leachate.
2001-05
The effect of Lactobacillus buchneri and other additives on the fermentation and aerobic stability of barley silage.
2001-05
Carbon-11 acetate as a tracer of myocardial oxygen consumption.
2001-05
Human responses to propionic acid. II. Quantification of breathing responses and their relationship to perception.
2001-05
Uptake mechanism of valproic acid in human placental choriocarcinoma cell line (BeWo).
2001-04-13
Release rates for pine sawfly pheromones from two types of dispensers and phenology of Neodiprion sertifer.
2001-04
PET reversed mismatch in an experimental model of subacute myocardial infarction.
2001-04
[Effects of chemical agents on the prevention of fungal contamination during household wheat storage in Cixian county].
2001-03
Cloning and biochemical characterization of Co(2+)-activated bromoperoxidase-esterase (perhydrolase) from Pseudomonas putida IF-3 strain.
2001-02-09
Effect of the liquid upflow velocity on thermophilic sulphate reduction in acidifying granular sludge reactors.
2001-02
Palladium-catalyzed heteroannulation leading to heterocyclic structures with two heteroatoms: a highly regio- and stereoselective synthesis of (Z)-4-alkyl-2-alkyl(aryl)idene-3,4-dihydro-2H-1,4-benzoxazines and (Z)-3-alkyl(aryl)idene-4-tosyl-3,4-dihydro-2H-1,4-benzoxazines.
2001-01-12
[Acidemia, propionic].
2001
Inhibition by chromium and cadmium of anaerobic acidogenesis.
2001
Cytosolic acidification as a signal mediating hyperosmotic stress responses in Dictyostelium discoideum.
2001
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
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on Mon Mar 31 19:33:48 GMT 2025
Edited
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on Mon Mar 31 19:33:48 GMT 2025
Record UNII
V18VR2SK15
Record Status Validated (UNII)
Record Version
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Name Type Language
LUPROSIL NC
Preferred Name English
AMMONIUM PROPIONATE
INCI  
INCI  
Official Name English
PROPANOIC ACID, AMMONIUM SALT (1:1)
Common Name English
Code System Code Type Description
FDA UNII
V18VR2SK15
Created by admin on Mon Mar 31 19:33:48 GMT 2025 , Edited by admin on Mon Mar 31 19:33:48 GMT 2025
PRIMARY
PUBCHEM
87139
Created by admin on Mon Mar 31 19:33:48 GMT 2025 , Edited by admin on Mon Mar 31 19:33:48 GMT 2025
PRIMARY
CAS
17496-08-1
Created by admin on Mon Mar 31 19:33:48 GMT 2025 , Edited by admin on Mon Mar 31 19:33:48 GMT 2025
PRIMARY
ECHA (EC/EINECS)
241-503-7
Created by admin on Mon Mar 31 19:33:48 GMT 2025 , Edited by admin on Mon Mar 31 19:33:48 GMT 2025
PRIMARY
WIKIPEDIA
Ammonium propionate
Created by admin on Mon Mar 31 19:33:48 GMT 2025 , Edited by admin on Mon Mar 31 19:33:48 GMT 2025
PRIMARY
EPA CompTox
DTXSID9066207
Created by admin on Mon Mar 31 19:33:48 GMT 2025 , Edited by admin on Mon Mar 31 19:33:48 GMT 2025
PRIMARY
SMS_ID
300000034785
Created by admin on Mon Mar 31 19:33:48 GMT 2025 , Edited by admin on Mon Mar 31 19:33:48 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE