m -Coumaric acid
Names
Preferred IUPAC name
(2E )-3-(3-Hydroxyphenyl)prop-2-enoic acid
Other names
meta -Coumaric acid 3-Hydroxycinnamic acid
Identifiers
ChEBI
ChemSpider
ECHA InfoCard
100.008.742
EC Number
KEGG
UNII
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
C1=CC(=CC(=C1)O)/C=C/C(=O)O
Properties
C9 H8 O3
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).
Chemical compound
m -Coumaric acid is a hydroxycinnamic acid , an organic compound that is a hydroxy derivative of cinnamic acid .[ 1] There are three isomers of coumaric acid – o -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 .
Aglycones
Precursor Monohydroxycinnamic acids (Coumaric acids) Dihydroxycinnamic acids Trihydroxycinnamic acids O -methylated formsothers
Esters
glycoside-likes
Esters of caffeic acid with cyclitols
Glycosides
Tartaric acid estersOther esters with caffeic acid Caffeoyl phenylethanoid glycoside (CPG)
Echinacoside
Calceolarioside A , B , C , F
Chiritoside A , B , C
Cistanoside A , B , C , D , E , F , G , H
Conandroside
Myconoside
Pauoifloside
Plantainoside A
Plantamajoside
Tubuloside B
Verbascoside (Isoverbascoside , 2′-Acetylverbascoside )
Oligomeric forms
Dimers
Diferulic acids (DiFA) : 5,5′-Diferulic acid , 8-O -4′-Diferulic acid , 8,5′-Diferulic acid , 8,5′-DiFA (DC) , 8,5′-DiFA (BF) , 8,8′-Diferulic acid
Trimers Tetramers
Conjugates withcoenzyme A (CoA)