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Merck

03930590

Protocatechuic acid

primary reference standard

Synonym(s):

3,4-Dihydroxybenzoic acid, Protocatechuic acid

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About This Item

Linear Formula:
(HO)2C6H3CO2H
CAS Number:
Molecular Weight:
154.12
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
EC Number:
202-760-0
Beilstein/REAXYS Number:
1448841
MDL number:
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grade

primary reference standard

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

mp

197-200 °C (dec.) (lit.)

application(s)

food and beverages

SMILES string

OC(=O)c1ccc(O)c(O)c1

InChI

1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11)

InChI key

YQUVCSBJEUQKSH-UHFFFAOYSA-N

General description

Protocatechuic acid belongs to the class of polyphenolic compounds, which can be generally isolated from the dried flower of roselle. It can serve as a potential candidate possessing anticancer property, which can be involved in suppressing the growth of human promyelocytic leukemia HL-60 cells.
Produced and qualified by HWI pharma services GmbH.
Exact content by quantitative NMR can be found on the certificate.

Application

Reference Standard in the analysis of herbal medicinal products

Biochem/physiol Actions

Chemopreventive in several animal models of carcinogenesis. Blocks cell proliferation in the post-initiation phase.

Other Notes

This compound is commonly found in plants of the genus: allium carum cinnamomum curcuma ginkgo humulus melissa pimpinella thymus


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signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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T H Tseng et al.
Biochemical pharmacology, 60(3), 307-315 (2000-06-17)
Hibiscus protocatechuic acid (PCA), a phenolic compound isolated from the dried flower of Hibiscus sabdariffa L. (Malvaceae), demonstrated antioxidant and antitumor promotion effects in our previous study. In the present study, Hibiscus PCA was found to inhibit the survival of
In vivo protective effect of protocatechuic acid on tert-butyl hydroperoxide-induced rat hepatotoxicity
Liu C-L, et al.
Food And Chemical Toxicology, 40, 635-641 (2002)
Saravanan Palani et al.
eLife, 10 (2021-07-17)
Actin filaments are central to numerous biological processes in all domains of life. Driven by the interplay with molecular motors, actin binding and actin modulating proteins, the actin cytoskeleton exhibits a variety of geometries. This includes structures with a curved