From Wikipedia, the free encyclopedia
2,3-Dihydroxycinnamic acid
|
Names
|
Preferred IUPAC name
(2E)-3-(2,3-Dihydroxyphenyl)prop-2-enoic acid
|
Other names
trans-2,3-Dihydroxycinnamate 3-(2,3-Dihydroxyphenyl)acrylic acid
|
Identifiers
|
|
|
|
|
ChemSpider
|
|
|
|
UNII
|
|
InChI=1S/C9H8O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-5,10,13H,(H,11,12)/b5-4+ Key: SIUKXCMDYPYCLH-SNAWJCMRSA-N InChI=1/C9H8O4/c10-7-3-1-2-6(9(7)13)4-5-8(11)12/h1-5,10,13H,(H,11,12)/b5-4+ Key: SIUKXCMDYPYCLH-SNAWJCMRBO
|
c1cc(c(c(c1)O)O)/C=C/C(=O)O
|
Properties
|
|
C9H8O4
|
Molar mass
|
180.159 g·mol−1
|
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Chemical compound
2,3-Dihydroxycinnamic acid is a
hydroxycinnamic acid. It is an
isomer of
caffeic acid.
It is a
metabolite found in human urine.
[1]
References
-
^ Heindl, A; Rau, O; Spiteller, G (1985). "Identification of aromatic dihydroxy acids in biological fluids". Biomedical Mass Spectrometry. 12 (2): 59–66.
doi:
10.1002/bms.1200120203.
PMID
3158357.
|
---|
Aglycones | Precursor | |
---|
Monohydroxycinnamic acids (Coumaric acids) | |
---|
Dihydroxycinnamic acids | |
---|
Trihydroxycinnamic acids | |
---|
O-methylated forms | |
---|
others | |
---|
|
---|
Esters | glycoside-likes | Esters of caffeic acid with cyclitols | |
---|
Glycosides | |
---|
|
---|
Tartaric acid esters | |
---|
Other 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 with
coenzyme A (CoA) | |
---|