Phloretic acid
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| Names | |
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| Preferred IUPAC name
3-(4-Hydroxyphenyl)propanoic acid | |
| Other names
Desaminotyrosine
Hydro-p-coumaric acid Phloretate | |
| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChemSpider | |
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| EC Number |
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| E number | Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). |
| KEGG | |
| MeSH | C008869 |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C9H10O3 | |
| Molar mass | 166.176 g·mol−1 |
| Melting point | 129 °C (264 °F; 402 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phloretic acid is an organic compound with the formula HOC6H4(CH2)2CO2H. It is a white solid. The compound contains both phenol and carboxylic acid functional groups. It is sometimes called Desaminotyrosine (DAT) because it is identical to the common alpha amino acid tyrosine except for the absence of the amino functional group on the alpha carbon.
Production and occurrence
[edit | edit source]Phloretic acid is produced by reduction of the unsaturated side chain of p-coumaric acid. Together with phloroglucinol, it is produced by the action of the enzyme phloretin hydrolase on phloretin.
It is found in olives.[1] It is found in the rumen of sheep fed with dried grass.[2] It is also a urinary metabolite of tyrosine in rats.[3]
Polyesters have been prepared from phloretic acid.[4]
It is one of the products of flavonoid metabolism performed by the bacterium Clostridium orbiscindens, a resident of some human intestinal tracts. [5]
Drug uses
[edit | edit source]Phloretic acid is used in the synthesis of Esmolol.
References
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External links
[edit | edit source]- Error creating thumbnail: File missing Media related to Lua error in Module:Commons_link at line 62: attempt to index field 'wikibase' (a nil value). at Wikimedia Commons
