protocatechuic acid

Modify Date: 2024-01-02 17:35:30

protocatechuic acid structure	Common Name	protocatechuic acid
	CAS Number	99-50-3	Molecular Weight	154.120
	Density	1.6±0.1 g/cm3	Boiling Point	410.7±35.0 °C at 760 mmHg
	Molecular Formula	C₇H₆O₄	Melting Point	197-200 °C (dec.)(lit.)
	MSDS	Chinese USA	Flash Point	216.3±22.4 °C
	Symbol	GHS07	Signal Word	Warning

Use of protocatechuic acid

Protocatechuic acid is a phenolic compound which exhibits neuroprotective effect.

Name	3,4-dihydroxybenzoic acid
Synonym	More Synonyms

Description	Protocatechuic 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.

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
Stability	Stable. Incompatible with strong oxidizing agents, strong bases.

protocatechuic acid MSDS(Chinese)

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UL0560000

CHEMICAL NAME :: Protocatechuic acid

CAS REGISTRY NUMBER :: 99-50-3

BEILSTEIN REFERENCE NO. :: 1448841

LAST UPDATED :: 199710

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C7-H6-O4

MOLECULAR WEIGHT :: 154.13

WISWESSER LINE NOTATION :: QVR CQ DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >800 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - hamster Ovary

DOSE/DURATION :: 3 gm/L

REFERENCE :: CALEDQ Cancer Letters (Shannon, Ireland). (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1975- Volume(issue)/page/year: 14,251,1981

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H315-H319-H335
Precautionary Statements	P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xi:Irritant
Risk Phrases	R36/37/38
Safety Phrases	S26-S36-S37/39
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	UL0560000
HS Code	2918290000

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HS Code	2918290000
Summary	HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%

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MFCD00002509

3,4-dihydroxy-benzoic acid

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EINECS 202-760-0

Benzoic acid, 3,4-dihydroxy-

protochatechuic acid

protocatechuic acid

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Benzoic acid,3,4-dihydroxy

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protocatechuic acid

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