This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Protocatechualdehyde
- DrugBank Accession Number
- DB11268
- Background
Also known as protocatechuic aldehyde, protocatechualdehyde is a naturally-occuring phenolic aldehyde that is found in barley, green cavendish bananas, grapevine leaves and root of the herb S. miltiorrhiza 1. Protocatechualdehyde possesses antiproliferative and pro-apoptotic properties against human breast cancer cells and colorectal cancer cells by reducing the expression of pro-oncogenes β-catenin and cyclin D1.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Protocatechualdehyde (DB11268)
- Weight
- Average: 138.1207
Monoisotopic: 138.031694058 - Chemical Formula
- C7H6O3
- Synonyms
- 3,4-dihydroxybenzaldehyde
- Protocatechuic aldehyde
- Rancinamycin IV
- External IDs
- NSC-22961
Pharmacology
- Indication
Not Available
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Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareAbciximab The risk or severity of bleeding can be increased when Abciximab is combined with Protocatechualdehyde. Acenocoumarol The risk or severity of bleeding can be increased when Acenocoumarol is combined with Protocatechualdehyde. Alteplase The risk or severity of bleeding can be increased when Alteplase is combined with Protocatechualdehyde. Ancrod The risk or severity of bleeding can be increased when Ancrod is combined with Protocatechualdehyde. Anistreplase The risk or severity of bleeding can be increased when Anistreplase is combined with Protocatechualdehyde. Antithrombin Alfa The risk or severity of bleeding can be increased when Antithrombin Alfa is combined with Protocatechualdehyde. Antithrombin III human The risk or severity of bleeding can be increased when Protocatechualdehyde is combined with Antithrombin III human. Apixaban The risk or severity of adverse effects can be increased when Protocatechualdehyde is combined with Apixaban. Ardeparin The risk or severity of bleeding can be increased when Ardeparin is combined with Protocatechualdehyde. Argatroban The risk or severity of bleeding can be increased when Argatroban is combined with Protocatechualdehyde. 
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- No interactions found.
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image O Hui White Extreme Cellight Cream 0.032 mL/100mL Topical Lg Household & Health Care Ltd. 2011-03-16 Not applicable US 
O Hui White Extreme Cellight Emulsion 0.0315 mL/100mL Topical Lg Household & Health Care Ltd. 2011-03-07 Not applicable US - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image O Hui White Extreme Cellight Protocatechualdehyde (0.032 mL/100mL) Cream Topical Lg Household & Health Care Ltd. 2011-03-16 Not applicable US O Hui White Extreme Cellight Protocatechualdehyde (0.0315 mL/100mL) Emulsion Topical Lg Household & Health Care Ltd. 2011-03-07 Not applicable US
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as hydroxybenzaldehydes. These are organic aromatic compounds containing a benzene ring carrying an aldehyde group and a hydroxyl group.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbonyl compounds
- Direct Parent
- Hydroxybenzaldehydes
- Alternative Parents
- Catechols / Benzoyl derivatives / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Organic oxides / Hydrocarbon derivatives
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Aromatic homomonocyclic compound / Benzenoid / Benzoyl / Catechol / Hydrocarbon derivative / Hydroxybenzaldehyde / Monocyclic benzene moiety / Organic oxide
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- dihydroxybenzaldehyde (CHEBI:50205) / an aryl aldehyde (CPD-7616)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 4PVP2HCH4T
- CAS number
- 139-85-5
- InChI Key
- IBGBGRVKPALMCQ-UHFFFAOYSA-N
- InChI
- InChI=1S/C7H6O3/c8-4-5-1-2-6(9)7(10)3-5/h1-4,9-10H
- IUPAC Name
- 3,4-dihydroxybenzaldehyde
- SMILES
- [H]C(=O)C1=CC(O)=C(O)C=C1
References
- General References
- Jeong JB, Lee SH: Protocatechualdehyde possesses anti-cancer activity through downregulating cyclin D1 and HDAC2 in human colorectal cancer cells. Biochem Biophys Res Commun. 2013 Jan 4;430(1):381-6. doi: 10.1016/j.bbrc.2012.11.018. Epub 2012 Nov 14. [Article]
- Choi J, Jiang X, Jeong JB, Lee SH: Anticancer activity of protocatechualdehyde in human breast cancer cells. J Med Food. 2014 Aug;17(8):842-8. doi: 10.1089/jmf.2013.0159. Epub 2014 Apr 8. [Article]
- External Links
- Human Metabolome Database
- HMDB0059965
- KEGG Compound
- C16700
- PubChem Compound
- 8768
- PubChem Substance
- 347827959
- ChemSpider
- 8438
- BindingDB
- 50192743
- 1362689
- ChEBI
- 50205
- ChEMBL
- CHEMBL222021
- ZINC
- ZINC000000013245
- PDBe Ligand
- H6N
- Wikipedia
- Protocatechuic_aldehyde
- PDB Entries
- 6i73
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Cream Topical 0.032 mL/100mL Emulsion Topical 0.0315 mL/100mL - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 14.3 mg/mL ALOGPS logP 0.89 ALOGPS logP 1.08 Chemaxon logS -0.99 ALOGPS pKa (Strongest Acidic) 7.46 Chemaxon pKa (Strongest Basic) -6.3 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 57.53 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 36.6 m3·mol-1 Chemaxon Polarizability 12.87 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Drug created at December 03, 2015 16:51 / Updated at July 11, 2020 03:43