From Wikipedia, the free encyclopedia
Caffeoylmalic acid
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Names
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IUPAC name
2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxybutanedioic acid
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Other names
(+)-(E)-caffeoyl-L-malic acid
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Identifiers
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ChemSpider
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UNII
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InChI=1S/C13H12O8/c14-8-3-1-7(5-9(8)15)2-4-12(18)21-10(13(19)20)6-11(16)17/h1-5,10,14-15H,6H2,(H,16,17)(H,19,20)/b4-2+ Key: PMKQSEYPLQIEAY-DUXPYHPUSA-N InChI=1/C13H12O8/c14-8-3-1-7(5-9(8)15)2-4-12(18)21-10(13(19)20)6-11(16)17/h1-5,10,14-15H,6H2,(H,16,17)(H,19,20)/b4-2+ Key: PMKQSEYPLQIEAY-DUXPYHPUBQ
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C1=CC(=C(C=C1C=CC(=O)OC(CC(=O)O)C(=O)O)O)O
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Properties
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C13H12O8
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Molar mass
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296.231 g·mol−1
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Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound
Caffeoylmalic acid is an
ester of
caffeic acid and
malic acid found in the leaves and flowers of
Parietaria officinalis.
[1] It is also found in
Chelidonium majus
[2] and
Urtica dioica.
[3]
References
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Aglycones | Precursor | |
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Monohydroxycinnamic acids (Coumaric acids) | |
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Dihydroxycinnamic acids | |
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Trihydroxycinnamic acids | |
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O-methylated forms | |
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others | |
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Esters | glycoside-likes | Esters of caffeic acid with cyclitols | |
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Glycosides | |
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Tartaric acid esters | |
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Other esters with caffeic acid | |
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Caffeoyl phenylethanoid glycoside (CPG) |
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Echinacoside
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Calceolarioside A,
B,
C,
F
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Chiritoside A,
B,
C
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Cistanoside A,
B,
C,
D,
E,
F,
G,
H
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Conandroside
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Myconoside
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Pauoifloside
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Plantainoside A
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Plantamajoside
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Tubuloside B
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Verbascoside (
Isoverbascoside,
2′-Acetylverbascoside)
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Oligomeric forms | Dimers |
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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
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Trimers | |
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Tetramers | |
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Conjugates with
coenzyme A (CoA) | |
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