Structure via PubChem · Public domain (PubChem)
protocatechualdehyde
Sign in to saveAlso known as 1,2-dihydroxy-4-formylbenzene, protocatechuic aldehyde, 4-formyl-1,2-benzenediol, 4-formyl-1,2-dihydroxybenzene, 3,4-dihydroxybenzenecarbonal
3,4-Dihydroxybenzaldehyde, also known as protocatechuic aldehyde, is a phenolic aldehyde, a compound released from cork stoppers into wine. It is an isomer of 2,4-dihydroxybenzaldehyde.
Chemical data
- Formula
- C7H6O3
- Molecular weight
- 138.12 g/mol
- IUPAC name
- 3,4-dihydroxybenzaldehyde
- SMILES
- C1=CC(=C(C=C1C=O)O)O
- InChIKey
- IBGBGRVKPALMCQ-UHFFFAOYSA-N
- XLogP
- 1.3
- Polar surface area
- 57.5 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
410 papers- Protocatechualdehyde improves cyclophosphamide-induced premature ovarian insufficiency by inhibiting granulosa cell apoptosis and senescence through the SIRT1/p53 axis.Reproductive toxicology (Elmsford, N.Y.) · 2025
- Protocatechualdehyde attenuates oxidative stress in diabetic cataract via GLO1-mediated inhibition of AGE/RAGE glycosylation.Frontiers in pharmacology · 2025
- Protocatechualdehyde induced tumor suppressive autophagy through AMPK/ULK1 signaling pathway in gastric cancer.Frontiers in oncology · 2025
- Protocatechualdehyde restores endothelial dysfunction in streptozotocin-induced diabetic rats.Annals of translational medicine · 2021
- Ascorbate peroxidase catalyses synthesis of protocatechualdehyde from p-hydroxybenzaldehyde in Lycoris aurea.Gene · 2024
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 138.032
Show 6 more facts
- found in taxon
- Bulbophyllum wendlandianum
- chemical formula
- C₇H₆O₃
- canonical SMILES
- C1=CC(=C(C=C1C=O)O)O
- subject has role
- anticoagulant
- melting point
- 155
- Commons category
- Protocatechuic aldehyde
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Pharmacological effects
- References
- See also
3,4-Dihydroxybenzaldehyde, also known as protocatechuic aldehyde, is a phenolic aldehyde, a compound released from cork stoppers into wine. It is an isomer of 2,4-dihydroxybenzaldehyde.
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. It is also found in the mushroom Phellinus linteus.
Excerpted from Wikipedia’s “protocatechualdehyde” article, available under the CC BY-SA 4.0 licence.