2-hydroxycinnamate
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''o''-Coumaric acid is a
hydroxycinnamic acid Hydroxycinnamic acids (hydroxycinnamates) are a class of aromatic acids or phenylpropanoids having a C6–C3 skeleton. These compounds are hydroxy derivatives of cinnamic acid. In the category of phytochemicals that can be found in food, there ...
, an organic compound that is a hydroxy derivative of
cinnamic acid Cinnamic acid is an organic compound with the formula C6H5-CH=CH- COOH. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Classified as an unsaturated carboxylic acid, it occurs n ...
. There are three
isomer In chemistry, isomers are molecules or polyatomic ions with identical molecular formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers. Iso ...
s of
coumaric acid Coumaric acid is a phenolic derivative of cinnamic acid Cinnamic acid is an organic compound with the formula C6H5-CH=CH- COOH. It is a white crystalline compound that is slightly soluble in water, and freely soluble in many organic solvents. Cl ...
s — ''o''-coumaric acid, ''m''-coumaric acid, and ''p''-coumaric acid — that differ by the position of the hydroxy substitution of the phenyl group.


Natural occurrence

''o''-Coumaric acid can be found in
vinegar Vinegar is an aqueous solution of acetic acid and trace compounds that may include flavorings. Vinegar typically contains 5–8% acetic acid by volume. Usually, the acetic acid is produced by a double fermentation, converting simple sugars to et ...
. 2-Coumarate reductase is an enzyme that produces 2-coumarate from 3-(2-hydroxyphenyl)propanoate and NAD+. This enzyme participates in phenylalanine metabolism.


References


External links


''o''-Coumaric acid at www.phenol-explorer.eu
Hydroxycinnamic acids Vinylogous carboxylic acids {{aromatic-stub