2,4,5-Trihydroxycinnamic acid
2,4,5-Trihydroxycinnamic acid
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Names
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Preferred IUPAC name
(2E)-3-(2,4,5-Trihydroxyphenyl)prop-2-enoic acid
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Other names
2,4,5-THC (Z)-2,4,5-Trihydroxycinnamic acid
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Identifiers
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ChEMBL
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ChemSpider
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UNII
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InChI=1S/C9H8O5/c10-6-4-8(12)7(11)3-5(6)1-2-9(13)14/h1-4,10-12H,(H,13,14)/b2-1- Key: GUOJZFSYQUIYCN-UPHRSURJSA-N
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OC(=O)\C=C\c(cc1O)c(O)cc1O
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Properties
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C9H8O5
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Molar mass
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196.158 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
2,4,5-Trihydroxycinnamic acid is a hydroxycinnamic acid found in rooibos tea.[1] cis-2,4,5-Trihydroxycinnamic acid can be isolated from seeds of Alisma orientale.[2]
References
- ^ Rabe, Charlene; Steenkamp, Jacobus A.; Joubert, Elizabeth; Burger, Johann F.W.; Ferreira, Daneel (1994). "Phenolic metabolites from rooibos tea (Aspalathus linearis)". Phytochemistry. 35 (6): 1559. doi:10.1016/S0031-9422(00)86894-6.
- ^ Zhao, M; Chen, J. Y.; Xu, L. J.; Goedecke, T; Zhang, X. Q.; Duan, J. A.; Che, C. T. (2012). "Cis-aconitic anhydride ethyl ester and phenolic compounds from the seeds of Alisma orientale". Natural Product Communications. 7 (6): 785–7. doi:10.1177/1934578X1200700624. PMID 22816308. S2CID 21479738.
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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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