3,4-Dihydroxybenzaldehyde

Chemical compound From Wikipedia, the free encyclopedia

3,4-Dihydroxybenzaldehyde, also known as protocatechuic aldehyde, is a phenolic aldehyde, a compound released from cork stoppers into wine.[1] It is an isomer of 2,4-dihydroxybenzaldehyde.

Quick facts Names, Identifiers ...
3,4-Dihydroxybenzaldehyde
Chemical structure of protocatechuic aldehyde
Chemical structure of protocatechuic aldehyde
Names
Preferred IUPAC name
3,4-Dihydroxybenzaldehyde
Other names
Protocatechuic aldehyde
Protocatechualdehyde
Rancinamycin IV
Identifiers
3D model (JSmol)
774381
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.004.889 Edit this at Wikidata
EC Number
  • 205-377-7
123001
KEGG
UNII
  • InChI=1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H ☒N
    Key: IBGBGRVKPALMCQ-UHFFFAOYSA-N ☒N
  • InChI=1/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H
    Key: IBGBGRVKPALMCQ-UHFFFAOYAN
  • C1=CC(=C(C=C1C=O)O)O
Properties
C7H6O3
Molar mass 138.12 g/mol
Related compounds
Related compounds
2,4-Dihydroxybenzaldehyde
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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This molecule can be used as a precursor in the vanillin synthesis by biotransformation by cell cultures of Capsicum frutescens, a type of Chili pepper.[2] It is also found in the mushroom Phellinus linteus.[3]

Pharmacological effects

Protocatechuic aldehyde regulates G protein-coupled estrogen receptor-1 (GPER-1) and exhibits protective effects in endothelial dysfunction and atherosclerosis.[4]

References

See also

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