3,5-Dihydroxycinnamic acid
3,5-Dihydroxycinnamic acid
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| Names |
| IUPAC name
(E)-3-(3,5-dihydroxyphenyl)prop-2-enoic acid |
| Identifiers |
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28374-93-8 |
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
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| Jmol-3D images |
Image |
| PubChem |
6443769 |
C1=C(C=C(C=C1O)O)C=CC(=O)O
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| Properties |
| Molecular formula |
C9H8O4 |
| Molar mass |
180.16 g·mol−1 |
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa) |
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| Infobox references |
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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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| Trihydroxycinnamic acids |
- 3,4,5-Trihydroxycinnamic acid
- 3,4,6-Trihydroxycinnamic acid
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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 | esters of
quinic acid |
- Chlorogenic acid (3-caffeoylquinic acid)
- Cryptochlorogenic acid (4-O-caffeoylquinic acid)
- Neochlorogenic acid (5-O-Caffeoylquinic acid)
- Cynarine (1,5-dicaffeoylquinic acid)
- 3,4-dicaffeoylquinic acid
- 3,5-dicaffeoylquinic acid
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| esters of
shikimic acid | |
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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 and F
- Chiritoside A, B and C
- Cistanoside A, B, C, D, E, F, G an 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 | |
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