Ethyl protocatechuate

Ethyl protocatechuate is a phenolic compound. It can be found in the peanut seed testa. It is also present in wine. It is the ethylic ester of protocatechuic acid.

Ethyl protocatechuate
Names
Preferred IUPAC name
Ethyl 3,4-dihydroxybenzoate
Other names
Ethyl ester of 3,4-dihydroxybenzoic acid
3,4-Dihydroxybenzoic acid ethyl ester
EDHB
Ethyl-3,4-dihydroxybenzoate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.021.391
EC Number
  • 223-529-0
PubChem CID
UNII
  • InChI=1S/C9H10O4/c1-2-13-9(12)6-3-4-7(10)8(11)5-6/h3-5,10-11H,2H2,1H3
    Key: KBPUBCVJHFXPOC-UHFFFAOYSA-N
SMILES
  • CCOC(=O)C1=CC(=C(C=C1)O)O
Properties
C9H10O4
Molar mass 182.175 g·mol−1
Appearance White or pale brownish yellow, crystalline powder; odorless or has a faint

phenol-like odour

Melting point 132 to 135 °C (270 to 275 °F; 405 to 408 K)
Boiling point 357 to 358 °C (675 to 676 °F; 630 to 631 K)
Insoluble in water; soluble in ethanol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The compound is a prolyl 4-hydroxylase inhibitor and can be used to protect the myocardium.

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