Chemistry:Methyl gallate

Methyl gallate
Names
	Preferred IUPAC name Methyl 3,4,5-trihydroxybenzoate
	Other names Methylgallate; Gallic acid methyl ester; Gallicin
Identifiers
CAS Number	99-24-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:145828;
ChemSpider	7150;
EC Number	202-741-7;
PubChem CID	7428;
UNII	623D3XG80C ;
	InChI 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;
	SMILES COC(=O)C1=CC(=C(C(=C1)O)O)O;
Properties
Chemical formula	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).
	Infobox references

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

Natural occurrences

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]

↑ 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.
↑ 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.
↑ 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. https://www.thieme-connect.com/DOI/DOI?10.1055/s-0032-1328062. Retrieved 2016-04-20.
↑ 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

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Names

Preferred IUPAC name Methyl 3,4,5-trihydroxybenzoate
Other names Methylgallate Gallic acid methyl ester Gallicin
Identifiers
CAS Number	99-24-1^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:145828
ChemSpider	7150
EC Number	202-741-7
PubChem CID	7428
UNII	623D3XG80C^Y
InChI 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
SMILES COC(=O)C1=CC(=C(C(=C1)O)O)O
Properties
Chemical formula	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).
Infobox references