3,4-Dihydroxybenzoic acid structure, CAS 99-50-3

3,4-Dihydroxybenzoic acid

CAS Number99-50-3

SynonymsMFCD00002509; 3,4-dihydroxy-benzoic acid; 4,5-Dihydroxybenzoic acid; 3,4-Dihydroxybenzoic acid; 4-Carboxy-1,2-dihydroxybenzene; Protocatehuic acid; protocatechuate; EINECS 202-760-0; protochatechuic acid; protocatechuic acid; 3,4-dihydroxybenzoate; Benzoic acid,3,4-dihydroxy

Molecular Formula(HO)2C6H3CO2H

Molecular Weight154.12

Purity≥97.0 (T)%

Density1.6±0.1 g/cm3

Boiling Point410.7±35.0 °C at 760 mmHg

Melting Point197-200 °C (dec.) (lit.)

Flash Point

AppearanceWhite to light yellow crystal powder

EINECS202-760-0

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Cat. No.: 2A-9013384 Purity: ≥97.0 (T)%
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Chemical & Physical Properties
CAS Number99-50-3
Catalog No.2A-9013384
Chinese Name原儿茶酸
SynonymsMFCD00002509; 3,4-dihydroxy-benzoic acid; 4,5-Dihydroxybenzoic acid; 3,4-Dihydroxybenzoic acid; 4-Carboxy-1,2-dihydroxybenzene; Protocatehuic acid; protocatechuate; EINECS 202-760-0; protochatechuic acid; protocatechuic acid; 3,4-dihydroxybenzoate; Benzoic acid,3,4-dihydroxy
Molecular Formula(HO)2C6H3CO2H
Molecular Weight154.12
Purity≥97.0 (T)
Density1.6±0.1 g/cm3
Boiling Point410.7±35.0 °C at 760 mmHg
Melting Point197-200 °C (dec.) (lit.)
AppearanceWhite to light yellow crystal powder
Storage ConditionStore in a cool, dry and ventilated special explos
ApplicationProtocatechuic acid is a natural polyphenol that has neuroprotective effects.
EINECS202-760-0
HTC2918290000
PubChem ID57649743
MDL NumberMFCD00002509
SMILESOC(=O)c1ccc(O)c(O)c1
InChI1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11)
InChI KeyYQUVCSBJEUQKSH-UHFFFAOYSA-N
Beilstein/REAXYS1448841
NACRES CodeNA.22
UNSPSC12352100
Hazard SymbolsTransport
MSDSmsds/13384_1_99_50_3.pdf
BioactivityProtocatechuic acid is a phenolic compound which exhibits neuroprotective effect. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Neurological Disease Natural Products >> Phenols In Vitro Protocatechuic acid inhibits the aggregation of Aβ and αS and destabilizes their preformed fibrils. Protocatechuic acid prevents the death of PC12 cells triggered by Aβ- and αS-induced toxicity[3]. In Vivo Protocatechuic acid is able to prevent stress induced immobility time in forced swim test without altering locomotor activity in mice. Further, Protocatechuic acid treatment attenuates the elevation of serum corticosterone, lipid peroxidation and restores enzymatic antioxidants in cerebral cortex and hippocampus in ARS mice[1]. Rat administered cadmium and treated with prostigmine and doses of Protocatechuic acid (10−20 mg/kg) has significantly reduced BChE activity. Cadmium and either prostigmine or Protocatechuic acid (10−20 mg/kg) treated rats shows significant reduction in MDA level[2]. Kinase Assay AChE activity investigation is carried out in a reaction mixture containing 50 μL of tissue homogenate, 50 μL of 5, 5'-dithiobis-(2-nitrobenzoic) acid (DTNB), 1175 μL of 0.1 M phosphate-buffered solution, pH 8.0. After incubation for 20 min at 25°C, 25 μL of acetylthiocholine iodide solution is added as the substrate. The AChE activity is determined as changes in absorbance reading at 412 nm for 3 min at 25°C and using a UV/Visible spectrophotometer. Cell Assay Dilutions of Protocatechuic acid (2, 5, 10, 20, 50, and 100 μM) are prepared from stock solutions, with serum-free culture medium. Equal volumes of each solution are mixed with Aβ1-42 (10 μM), then incubated for 24 h on a thermoblock, with continuous agitation, and then exposed to PC12 cells for 24 h to test whether Protocatechuic acid can prevent cell death triggered by Aβ. Cell viability is determined by MTT reduction assay. Cells are treated with 200 μL per well of MTT solution (final concentration, 0.5 mg/mL in DMEM-Glutamax medium) for 3 h, at 37°C, with 5% CO2. The dark blue formazan crystals that formed are solubilized with 100 μL per well of DMSO, for 30 min. Absorbance is measured at 540 nm, with a microplate reader. Results are expressed as the percentage of MTT reduction in relation to the absorbance of control cells at 100%. References [1]. Thakare VN, et al. Attenuation of acute restraint stress-induced depressive like behavior and hippocampal alterations with protocatechuic acid treatment in mice. Metab Brain Dis. 2016 Oct 26. [2]. Adefegha SA, et al. Alterations of Na+/K+-ATPase, cholinergic and antioxidant enzymes activity by protocatechuic acid in cadmium-induced neurotoxicity and oxidative stress in Wistar rats. Biomed Pharmacother. 2016 Oct;83:559-568. [3]. Hornedo-Ortega R, et al. Protocatechuic Acid: Inhibition of Fibril Formation, Destabilization of Preformed Fibrils of Amyloid-β and α-Synuclein, and Neuroprotection. J Agric Food Chem. 2016 Oct 10. Chemical & Physical Properties Density 1.6±0.1 g/cm3 Boiling Point 410.7±35.0 °C at 760 mmHg Melting Point 197-200 °C (dec.)(lit.) Molecular Formula C7H6O4 Molecular Weight 154.120 Flash Point 216.3±22.4 °C Exact Mass 154.026611 PSA 77.76000 LogP 1.16 Vapour Pressure 0.0±1.0 mmHg at 25°C Index of Refraction 1.671 InChIKey YQUVCSBJEUQKSH-UHFFFAOYSA-N SMILES O=C(O)c1ccc(O)c(O)c1 Stability Stable. Incompatible with strong oxidizing agents, strong bases.
Use ofProtocatechuic acid is a phenolic compound which exhibits neuroprotective effect. Properties Articles128 Name 3,4-dihydroxybenzoic acid Synonym More Synonyms protocatechuic acid Biological Activity Description Protocatechuic acid is a phenolic compound which exhibits neuroprotective effect. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Neurological Disease Natural Products >> Phenols References [1]. Thakare VN, et al. Attenuation of acute restraint stress-induced depressive like behavior and hippocampal alterations with protocatechuic acid treatment in mice. Metab Brain Dis. 2016 Oct 26. [2]. Adefegha SA, et al. Alterations of Na+/K+-ATPase, cholinergic and antioxidant enzymes activity by protocatechuic acid in cadmium-induced neurotoxicity and oxidative stress in Wistar rats. Biomed Pharmacother. 2016 Oct;83:559-568. [3]. Hornedo-Ortega R, et al. Protocatechuic Acid: Inhibition of Fibril Formation, Destabilization of Preformed Fibrils of Amyloid-β and α-Synuclein, and Neuroprotection. J Agric Food Chem. 2016 Oct 10. Chemical & Physical Properties Molecular Formula C7H6O4 Exact Mass 154.026611 PSA 77.76000 Index of Refraction 1.671 InChIKey YQUVCSBJEUQKSH-UHFFFAOYSA-N Stability Stable. Incompatible with strong oxidizing agents, strong bases.
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MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available
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