Syringic acid

Source: Wikipedia, the free encyclopedia.
Syringic acid
Chemical structure of syringic acid
Names
Preferred IUPAC name
4-Hydroxy-3,5-dimethoxybenzoic acid
Other names
Gallic acid 3,5-dimethyl ether
Identifiers
3D model (
JSmol
)
ChEBI
ChEMBL
ECHA InfoCard
 100.007.716 Edit this at Wikidata
KEGG
UNII
  • COC1=CC(=CC(=C1O)OC)C(=O)O
Properties
C9H10O5
Molar mass 198.174 g·mol−1
Melting point 206 to 209
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
UV visible spectrum of syringic acid.

Syringic acid is a naturally occurring phenolic compound and dimethoxybenzene that is commonly found as a plant metabolite.

Natural occurrence

Syringic acid can be found in several plants including

shikimic acid pathway in plants.[2]

Synthesis

Syringic acid can be prepared by selectively hydrolyzing (demethylating) eudesmic acid with 20% sulfuric acid.[3]

Presence in food

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 drink shedeh could confirm it was made out of grape, as syringic acid is released by the breakdown of the compound malvidin, also found in red wine. It is also found in vinegar.[6]

Applications

Various studies have found syringic acid to have potentially useful properties such as

anti-diabetic.[2]

Syringic acid can be

poly(1,4-phenylene oxide) bearing a carboxylic acid at one end and a phenolic hydroxyl group at the other.[7]

See also

References

  1. PMID 31947649
    .
  2. ^
    PMID 30243088
    .
  3. doi:10.1021/ja02226a013
    . Retrieved 2 November 2013.
  4. PMID 18662007
    .
  5. PMID 18522407
    .
  6. S2CID 91784893
    .
  7. ISBN 0-8412-3646-1
    .
Retrieved from "https://en.wikipedia.org/w/index.php?title=Syringic_acid&oldid=1172631478"