A phenolic compound with antioxidant, anti-inflammatory, and anticancer properties
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Protocatechuic Acid

Item No. 14916

Technical Information
Formal Name
3,4-dihydroxy-benzoic acid
CAS Number
99-50-3
Synonyms
  • NSC 16631
  • PCA
Molecular Formula
C7H6O4
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 20 mg/mlDMSO: 16.7 mg/mlEthanol: 16.7 mg/mlPBS (pH 7.2): 0.14 mg/ml
λmax
220, 260, 296 nm
SMILES
OC1=CC=C(C(O)=O)C=C1O
InChi Code
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
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    Protocatechuic acid (PCA) is a dihydroxybenzoic acid phenolic compound found in many edible and medicinal plants. It is a major metabolite of antioxidant polyphenols found in green tea and demonstrates free radical scavenging capability in a 1,1-diphenyl-2-picrylhydrazyl radical scavenging activity assay (IC50 = 16.3 μM).1,2 It is thought to possess anti-inflammatory, antihyperglycemic, neuroprotective, and anticancer activities. Dietary administration of PCA dose dependently inhibits in vitro chemical carcinogenesis and exerts pro-apoptotic and anti-proliferative effects in different tissues.3 In studies of tumor cell migration and invasion using mouse melanoma B16/F10 cells, PCA at 0.1-2 mM down-regulated the Ras/Akt/NF-κB pathway by targeting RhoB activation, leading to a reduction of MMP-mediated activity.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, X., Lin, J., Han, W., et alAntioxidant ability and mechanism of rhizoma Atractylodes macrocephala. Molecules 17(11), 13457-13472 (2012).

    2. Al-Musayeib, N., Perveen, S., Fatima, I., et alAntioxidant, anti-glycation and anti-inflammatory activities of phenolic constituents from Cordia sinensis. Molecules 16(12), 10214-10226 (2011).

    3. Tanaka, T., Kojima, T., Suzui, M., et alChemoprevention of colon carcinogenesis by the natural product of a simple phenolic compound protocatechuic acid: Suppressing effects on tumor development and biomarkers expression of colon tumorigenesis. Cancer Res. 53(17), 3908-3913 (1993).

    4. Lin, H.H., Chen, J.H., Chou, F.P., et alProtocatechuic acid inhibits cancer cell metastasis involving the down-regulation of Ras/Akt/NF-κB pathway and MMP-2 production by targeting RhoB activation. Br. J. Pharmacol. 162(1), 237-254 (2011).