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m-Coumaric acid

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m-Coumaric acid
Skeletal formula of m-coumaric acid
Names
Preferred IUPAC name (2E)-3-(3-Hydroxyphenyl)prop-2-enoic acid
Other names meta-Coumaric acid
3-Hydroxycinnamic acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.008.742 Edit this at Wikidata
EC Number
  • 209-615-0
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4+Key: KKSDGJDHHZEWEP-SNAWJCMRSA-N
  • InChI=1/C9H8O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6,10H,(H,11,12)/b5-4+Key: KKSDGJDHHZEWEP-SNAWJCMRBO
SMILES
  • C1=CC(=CC(=C1)O)/C=C/C(=O)O
Properties
Chemical formula C9H8O3
Molar mass 164.16 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

m-Coumaric acid is a hydroxycinnamic acid, an organic compound that is a hydroxy derivative of cinnamic acid. There are three isomers of coumaric acido-coumaric acid, m-coumaric acid, and p-coumaric acid – that differ by the position of the hydroxy substitution of the phenyl group.

m-Coumaric acid can be found in vinegar.

References

  1. m-Coumaric acid at www.phenol-explorer.eu
Types of hydroxycinnamic acids
Aglycones
Precursor
Monohydroxycinnamic acids
(Coumaric acids)
Dihydroxycinnamic acids
Trihydroxycinnamic acids
O-methylated forms
others
Esters
glycoside-likes
Esters of
caffeic acid
with cyclitols
esters of
quinic acid
esters of
shikimic acid
Glycosides
Tartaric acid esters
Other esters
with caffeic acid
Caffeoyl phenylethanoid
glycoside (CPG)
Oligomeric forms
Dimers
Trimers
Tetramers
Conjugates with
coenzyme A (CoA)


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