Methyl caffeate
Chemical structure of methyl caffeate | |
Names | |
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Preferred IUPAC name Methyl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate | |
Other names Caffeic acid methyl ester methylcaffeate Methyl 3,4-dihydroxycinnamate | |
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3D model (JSmol) |
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ChemSpider |
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ECHA InfoCard | 100.236.052 |
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CompTox Dashboard (EPA) |
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InChI
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Properties | |
Chemical formula | C10H10O4 |
Molar mass | 194.186 g·mol−1 |
Related compounds | |
Related compounds | Caffeic acid, Ethyl caffeate |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Chemical compound
Methyl caffeate is an ester of caffeic acid, a naturally occurring phenolic compound. It is an α-glucosidase inhibitor.[1] Its physical form is a powder.
Natural occurrences
Methyl caffeate can be found in the fruit of Solanum torvum.[2]
Health effect
Methyl caffeate shows an antidiabetic effect in streptozotocin-induced diabetic rats.[2]
References
- ^ Takahashi, Keisuke; Yoshioka, Yasuyuki; Kato, Eisuke; Katsuki, Shigeki; Iida, Osamu; Hosokawa, Keizo; Kawabata, Jun (2014). "Methyl Caffeate as an α-Glucosidase Inhibitor from Solanum torvum Fruits and the Activity of Related Compounds". Bioscience, Biotechnology, and Biochemistry. 74 (4): 741–745. doi:10.1271/bbb.90789. hdl:2115/53430. PMID 20378981. S2CID 23067847.
- ^ a b Gandhi, Gopalsamy Rajiv; Ignacimuthu, Savarimuthu; Paulraj, Michael Gabriel; Sasikumar, Ponnusamy (2011). "Antihyperglycemic activity and antidiabetic effect of methyl caffeate isolated from Solanum torvum Swartz. Fruit in streptozotocin induced diabetic rats". European Journal of Pharmacology. 670 (2–3): 623–631. doi:10.1016/j.ejphar.2011.09.159. PMID 21963451.
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Types of hydroxycinnamic acids
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 | |
others |
glycoside-likes |
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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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Dimers |
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Trimers |
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Tetramers |
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coenzyme A (CoA)
- Caffeoyl-CoA
- Cinnamoyl-CoA
- Coumaroyl-CoA
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