o-Coumaric acid
o-Coumaric acid is a hydroxycinnamic acid, an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers of coumaric acids — o-coumaric acid, m-coumaric acid, and p-coumaric acid — that differ by the position of the hydroxy substitution of the phenyl group.
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Names | |
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IUPAC name
(E)-3-(2-Hydroxyphenyl)prop-2-enoic acid | |
Other names
ortho-Coumaric acid 2-Hydroxycinnamic acid | |
Identifiers | |
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ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.009.444 |
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CompTox Dashboard (EPA) |
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Properties | |
C9H8O3 | |
Molar mass | 164.16 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
Natural occurrence
o-Coumaric acid can be found in vinegar.
2-Coumarate reductase is an enzyme that produces 2-coumarate from 3-(2-hydroxyphenyl)propanoate and NAD+. This enzyme participates in phenylalanine metabolism.[1]
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References
- Levy, Carl C.; Weinstein, Gerald D. (1964). "The Metabolism of Coumarin by a Microorganism. II. The Reduction of o-Coumaric Acid to Melilotic Acid". Biochemistry. 3 (12): 1944–7. doi:10.1021/bi00900a027. PMID 14269315.
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