From Wikipedia, the free encyclopedia
3,5-Dihydroxycinnamic acid
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Names
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IUPAC name
(E)-3-(3,5-dihydroxyphenyl)prop-2-enoic acid
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Identifiers
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ChemSpider
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InChI=1S/C9H8O4/c10-7-3-6(1-2-9(12)13)4-8(11)5-7/h1-5,10-11H,(H,12,13)/b2-1+ Key: MFFCZSWTQMCKFP-OWOJBTEDSA-N InChI=1/C9H8O4/c10-7-3-6(1-2-9(12)13)4-8(11)5-7/h1-5,10-11H,(H,12,13)/b2-1+ Key: MFFCZSWTQMCKFP-OWOJBTEDBQ
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c1c(cc(cc1O)O)/C=C/C(=O)O
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Properties
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C9H8O4
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Molar mass
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180.159 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
3,5-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. PMID 3158357.
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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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