m-Coumaric acid
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| Names
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Preferred IUPAC name
(2E)-3-(3-Hydroxyphenyl)prop-2-enoic acid
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| Other names
meta-Coumaric acid 3-Hydroxycinnamic acid
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| Identifiers
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| ChEBI
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| ChemSpider
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| ECHA InfoCard
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100.008.742
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| EC Number
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| KEGG
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| UNII
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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
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C1=CC(=CC(=C1)O)/C=C/C(=O)O
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| Properties
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C9H8O3
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| Molar mass
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164.16 g/mol
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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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.
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) |
- 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)
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| 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
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| Trimers | |
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| Tetramers | |
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Conjugates with coenzyme A (CoA) | |
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