| Names | |
|---|---|
| Preferred IUPAC name 4-Hydroxy-3,5-dimethoxybenzoic acid | |
| Other names Gallic acid 3,5-dimethyl ether | |
| Identifiers | |
| |
3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.007.716 |
| EC Number |
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| KEGG |
|
| UNII | |
| |
| |
| Properties | |
| C9H10O5 | |
| Molar mass | 198.174 g·mol−1 |
| Melting point | 206 to 209 |
| Hazards | |
| GHS labelling:[1] | |
| Warning | |
| H315,H319,H335 | |
| P261,P264,P264+P265,P271,P280,P302+P352,P304+P340,P305+P351+P338,P319,P321,P332+P317,P337+P317,P362+P364,P403+P233,P405,P501 | |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Syringic acid is a naturally occurringphenolic compound anddimethoxybenzene that is commonly found as a plant metabolite.
Syringic acid can be found in several plants includingArdisia elliptica andSchumannianthus dichotomus.[1] It is biosynthesized by theshikimic acid pathway in plants.[2]
Syringic acid can be prepared by selectivelyhydrolyzing (demethylating)eudesmic acid with 20%sulfuric acid.[3]
Syringic acid can be found in several fruits including olives, dates, spices, pumpkin, grapes,[4] acai palm,[5] honey, red wine, among others.[2] Its presence in the ancient Egyptian drinkshedeh could confirm it was made out of grape, as syringic acid is released by the breakdown of the compoundmalvidin, also found inred wine. It is also found invinegar.[6]
Various studies have found syringic acid to have potentially useful properties such asanti-oxidant,anti-microbial,anti-inflammation,anti-cancer, andanti-diabetic.[2]
Syringic acid can beenzymatically polymerized.Laccase andperoxidase induced the polymerization of syringic acid to give apoly(1,4-phenylene oxide) bearing acarboxylic acid at one end and aphenolic hydroxyl group at the other.[7]