propionic acid
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). — NCATS
Clinical trial activity
3 trials · 2 clinical orgs · 0 marketing orgs
Earliest trial started May 1, 2009 (NCT00902369)
Timeline
2000s
- Jan 1, 2009
Earliest Phase 2 Sponsor(trial)
Indications
Mechanism of action
- Unspecified targetUnclear
unclear
Chemistry & pharmacology
SMILES
CCC(O)=O- Mol. weight
- 74.0785 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- Yes
- Chirality
- Achiral Molecule
- Inorganic
- No
- Polymer
- No
Oral
No
Parenteral
No
Topical
No
Sources
- NCATSJHU490RVYR ↗
- ChEMBLCHEMBL14021 ↗
Also known as
- ak106-001616
- chromium propionate
- e280
- e280
- ethanecarboxylic acid
- ethanecarboxylic acid
- ethylformic acid
- lithium propanoate
- monoprop
- potassium propionate
- propanoic acid
- propanoic acid
- propanoic acid
- propionic acid
- propionic acid
- propionic acid
- propionic acid
- propionic acid, zinc salt
- zinc propionate
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT06402487 | Phase 2/Phase 3 (Phase 3) | May 1, 2024 | University of Salzburg |
| NCT01285752 | Phase 2 | Feb 1, 2011 | Asahi Kasei Pharma |
| NCT00902369 | Phase 2 | May 1, 2009 | Asahi Kasei Pharma |
Organizations
Research & Development (2)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Asahi Kasei Pharma | For profit | 2 | 2 | 1 | 2009 |
| University of Salzburg | Academic/Hospital | 1 | 1 | 1 | 2024 |