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Methyl gallate

From Wikipedia, the free encyclopedia
Methyl gallate
Chemical structure of methyl gallate
Names
Preferred IUPAC name
Methyl 3,4,5-trihydroxybenzoate
Other names
Methylgallate
Gallic acid methyl ester
Gallicin
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.002.492 Edit this at Wikidata
EC Number
  • 202-741-7
UNII
  • InChI=1S/C8H8O5/c1-13-8(12)4-2-5(9)7(11)6(10)3-4/h2-3,9-11H,1H3
    Key: FBSFWRHWHYMIOG-UHFFFAOYSA-N
  • InChI=1/C8H8O5/c1-13-8(12)4-2-5(9)7(11)6(10)3-4/h2-3,9-11H,1H3
    Key: FBSFWRHWHYMIOG-UHFFFAOYAZ
  • COC(=O)C1=CC(=C(C(=C1)O)O)O
Properties
C8H8O5
Molar mass 184.147 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Methyl gallate is a phenolic compound. It is the methyl ester of gallic acid.

Natural occurrences

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It is found in Terminalia myriocarpa,[1] Bergenia ciliata (hairy Bergenia) and Geranium niveum.[2]

It is found in the fruit extract of Paeonia anomala.[3]

It is also found in wine.[4]

See also

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References

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  1. ^ Marzouk, Mohamed S.A.; El-Toumy, Sayed A.A.; Moharram, Fatma A.; Shalaby, NM; Ahmed, AA (2002). "Pharmacologically Active Ellagitannins from Terminalia myriocarpa". Planta Medica. 68 (6): 523–7. doi:10.1055/s-2002-32549. PMID 12094296.
  2. ^ Calzada, F; Cerda-García-Rojas, CM; Meckes, M; Cedillo-Rivera, R; Bye, R; Mata, R (1999). "Geranins a and B, new antiprotozoal A-type proanthocyanidins from Geranium niveum". Journal of Natural Products. 62 (5): 705–9. doi:10.1021/np980467b. PMID 10346950.
  3. ^ Oidovsambuu, S.; Kim, C.Y.; Kang, K.; Dulamjav, B.; Jigjidsuren, T.; Nho, C.W. (2013). "Protective effect of Paeonia anomala extracts and constituents against tert-butylhydroperoxide-induced oxidative stress in HepG2 cells". Planta Med. 79 (2): 116–122. doi:10.1055/s-0032-1328062. PMID 23349023. Retrieved 2016-04-20.
  4. ^ Simultaneous Determination of Nonanthocyanin Phenolic Compounds in Red Wines by HPLC-DAD/ESI-MS. María Monagas, Rafael Suárez, Carmen Gómez-Cordovés and Begoña Bartolomé, Am J Enol Vitic. June 2005, 56, pages 139-147