Phloretic acid
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 | |
ECHA InfoCard
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100.007.211 |
EC Number |
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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
Phloretic acid is produced by reduction of the unsaturated side chain of
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]
References
- PMID 12659724.
- PMID 16346090.
- ^ Booth AN, Masri MS, Robbins DJ, Emerson OH, Jones FT, Deeds F (1960). "Urinary phenolic acid metabolities of tyrosine". Journal of Biological Chemistry. 235 (9): 2649–2652.
- .
- PMID 14532034.
External links
- Media related to Phloretic acid at Wikimedia Commons