37580
3,4-Dihydroxybenzoic acid
≥97.0% (T)
Sinónimos:
Protocatechuic acid
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Fórmula lineal:
(HO)2C6H3CO2H
Número CAS:
Peso molecular:
154.12
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-760-0
Beilstein/REAXYS Number:
1448841
MDL number:
Assay:
≥97.0% (T)
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Permítanos ayudarleInChI key
YQUVCSBJEUQKSH-UHFFFAOYSA-N
InChI
1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11)
SMILES string
OC(=O)c1ccc(O)c(O)c1
assay
≥97.0% (T)
Quality Level
functional group
carboxylic acid
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General description
3,4-Dihydroxybenzoic acid is reported as dietery polyphenol. Antiviral activity of 3,4-dihydroxybenzoic acid (protocatechuic acid, PCA) against a virulent H9N2 strain in a mouse model is reported. Cytotoxic effects of PCA on 3 non-small cell lung cancer (NSCLC) cell lines, A549, H3255, and Calu-6 cell lines is reported. PCA is reported to prevent the carcinogenesis or antitumor growth in vivo. Signaling pathway involved in PCA-induced apoptosis in human gastric adenocarcinoma (AGS) cells is reported. The oxidation of 3,4-dihydroxybenzoic acid by H2O2 in aqueous/goethite slurry at varying operating conditions (catalyst load, temperature, pH, substrate and hydrogen peroxide starting concentration) is investigated.
Application
3,4-Dihydroxybenzoic acid is suitable for use in a study to investigate the effect of 4-coumaric and 3,4-dihydroxybenzoic acid on the basal oxidative DNA damage of rat colonic mucosa in vivo. It may be used in the derivatization of chitosan resin.
Biochem/physiol Actions
Chemopreventive in several animal models of carcinogenesis. Blocks cell proliferation in the post-initiation phase.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Roberto Andreozzi et al.
Water research, 36(11), 2761-2768 (2002-07-31)
The oxidation by H2O2 of 3,4-dihydroxybenzoic acid (3,4-DHB) in aqueous/goethite slurry at varying operating conditions (catalyst load, temperature, pH, substrate and hydrogen peroxide starting concentration) is investigated. At adopted catalyst loads the observed kinetic developments are consistent with a non-radicalic
Hui-Hsuan Lin et al.
International journal of cancer, 120(11), 2306-2316 (2007-02-17)
3,4-Dihydroxybenzoic acid (protocatechuic acid, PCA) is discussed to represent antioxidative food components in a human diet rich in fruits and vegetables, and has been shown to prevent carcinogenesis or antitumor growth in vivo. However, the molecular mechanisms involved in chemopreventive
Akhmad Sabarudin et al.
Analytica chimica acta, 581(2), 214-220 (2007-03-28)
A chitosan resin derivatized with 3,4-dihydroxybenzoic acid moiety (CCTS-DHBA resin) was newly synthesized for the collection/concentration of trace uranium by using cross-linked chitosan (CCTS) as base material, and the adsorption behavior of uranium as well as 60 elements on the
Shih-ming Tsao et al.
Nutrition and cancer, 66(8), 1331-1341 (2014-10-31)
Cytotoxic effects of protocatechuic acid (PCA) upon 3 nonsmall cell lung cancer (NSCLC) cell lines, A549, H3255, and Calu-6 cell lines, were examined. PCA at 1, 2, 4, and 8 μM was used to treat these cells. Results showed that
Francesco Guglielmi et al.
The British journal of nutrition, 89(5), 581-587 (2003-05-02)
The effect of 4-coumaric and 3,4-dihydroxybenzoic (protocatechuic) acid on the basal oxidative DNA damage of rat colonic mucosa in vivo was studied, relative to vitamin E. F344 rats were treated with 4-coumaric or protocatechuic acid mixed in the diet (25
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