O-Coumaric acid

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o-Coumaric acid
IUPAC name

(E)-3-(2-hydroxyphenyl)prop-2-enoic acid

Other names

ortho-coumaric acid
2-hydroxycinnamic acid

Identifiers
CAS number 614-60-8
PubChem 637540
ChemSpider 553146
ChEBI CHEBI:18125
Jmol-3D images Image 1
Properties
Molecular formula C9H8O3
Molar mass 164.16 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

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.

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]


External links

References

  1. ↑ 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. doi:10.1021/bi00900a027. PMID 14269315. 
Aglycones
Precursor
Monohydroxycinnamic acids
(Coumaric acids)
Trihydroxycinnamic acids
  • 3,4,6-Trihydroxycinnamic acid
O-methylated forms
others
Esters
glycoside-likes
Esters of
caffeic acid
with cyclitols
esters of
quinic acid
  • Chlorogenic acid (3-caffeoylquinic acid)
  • Cryptochlorogenic acid (4-O-caffeoylquinic acid)
  • Neochlorogenic acid (5-O-Caffeoylquinic acid)
  • Cynarine (1,5-dicaffeoylquinic acid)
  • 3,4-dicaffeoylquinic acid
  • 3,5-dicaffeoylquinic acid
esters of
shikimic acid
Glycosides
Tartaric acid esters
Other esters
with caffeic acid
Oligomeric forms
Dimers
Trimers
Tetramers
  • Tetraferulic acids
Conjugates with coenzyme A
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