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Protocatechuic acid

Protocatechuic acid Structure
CAS No.
99-50-3
Chemical Name:
Protocatechuic acid
Synonyms
3,4-DIHYDROXYBENZOIC ACID;protocatechuate;3,4-Dihydroxybenzoic;Protocatechuic aci;Protocatechoic Acid;PROTOCATECHUIC ACID(P);3,4-Dihydroxybenzoic acid,97%;Pyrocatechol-p-carboxylic acid;3,4- twohydroxybenzoic acid/protocatechuicacid;3,4-Dihydroxybenzoic acid Vetec(TM) reagent grade, 97%
CBNumber:
CB3305861
Molecular Formula:
C7H6O4
Molecular Weight:
154.12
MOL File:
99-50-3.mol
MSDS File:
SDS
Modify Date:
2024/7/29 17:07:33

Protocatechuic acid Properties

Melting point 197-200 °C (dec.) (lit.)
Boiling point 237.46°C (rough estimate)
Density 1.54
refractive index 1.6400 (estimate)
FEMA 4430 | 3,4-DIHYDROXYBENZOIC ACID
storage temp. Store below +30°C.
solubility 20g/l
pka 4.48(at 25℃)
form Fine Crystalline Powder
color Beige to brown
PH 3.78(1 mM solution);3.25(10 mM solution);2.74(100 mM solution)
Odor at 100.00 %. mild phenolic balsamic
Odor Type phenolic
Water Solubility Soluble in hot alcohol and ether. Slightly soluble in water.
Sensitive Air Sensitive
Merck 14,7894
BRN 1448841
Stability Stable. Incompatible with strong oxidizing agents, strong bases.
InChIKey YQUVCSBJEUQKSH-UHFFFAOYSA-N
LogP 1.16
CAS DataBase Reference 99-50-3(CAS DataBase Reference)
EPA Substance Registry System Protocatechuic acid (99-50-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-37/39
WGK Germany  3
RTECS  UL0560000
HS Code  29182990
NFPA 704
1
2 0

Protocatechuic acid price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 37580 3,4-Dihydroxybenzoic acid ≥97.0% (T) 99-50-3 25G ₹5693.95 2022-06-14 Buy
Sigma-Aldrich(India) 37580 3,4-Dihydroxybenzoic acid ≥97.0% (T) 99-50-3 100G ₹14862.73 2022-06-14 Buy
Sigma-Aldrich(India) 08992 3,4-Dihydroxybenzoic acid analytical standard 99-50-3 50MG ₹9731.68 2022-06-14 Buy
TCI Chemicals (India) C0055 3,4-Dihydroxybenzoic Acid 99-50-3 25G ₹5300 2022-05-26 Buy
TCI Chemicals (India) C0055 3,4-Dihydroxybenzoic Acid 99-50-3 100G ₹8600 2022-05-26 Buy
Product number Packaging Price Buy
37580 25G ₹5693.95 Buy
37580 100G ₹14862.73 Buy
08992 50MG ₹9731.68 Buy
C0055 25G ₹5300 Buy
C0055 100G ₹8600 Buy

Protocatechuic acid Chemical Properties,Uses,Production

Chemical Properties

white to light yellow crystal powder

Uses

3,4-Dihydroxybenzoic Acid is a metabolite of polyphenols such as Phloretin (P339000) and Quercetin (Q509500).

Definition

ChEBI: A dihydroxybenzoic acid in which the hydroxy groups are located at positions 3 and 4.

Biosynthesis

Protocatechuic acid is synthesized from the intermediates of the shikimate pathway. In this case, 3-dehydroshikimate is converted to protocatechuic acid as shown in Fig.11.2. Activity measurements from mung bean seedlings, on the other hand, indicate that 3-dehydroshikimate can be converted to protocatechuic acid (Widhalm and Dudareva 2015). Protocatechuic acid (11.12) upon hydroxylation produces gal- lic acid. The enzyme catalyzing this reaction is not well understood (Muir et al.2011).
Biosynthesis of Protocatechuic Acid
Biosynthesis of Protocatechuic Acid

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.

Biological Activity

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). 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. 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.

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3,4-Dihydroxybenzoic acid >=97.0% (T) Carbohydroquinonic acid Hypogallic acid 3,4-Dihydroxybenzoic acid, >=99% Benzoic acid, 3,4-dihydroxy- PROTOCATECHUIC ACID(RG) 3,4-DIHYDROXYBENZOIC ACID / PROTOCATECHUIC ACID 4-Carboxy-1,2-dihydroxybenzene Protocatechuic acid ,99% 4-Carboxypyrocatechol Catechol-p-carboxylic acid Protocatechuic acid / 3,4-Dihydroxybenzoic acid Protocatechuic Acid (25 mg) (3,4-dihydroxybenzoic acid) 3,4-Dihydroxybenzoic acid, 97% 25GR 4,5-dihydroxybenzoicacid 3,4-DihydroxybenzoicAcid98% 1,2-Dihydroxybenzene-4-carboxylic Acid NSC 16631 Catechol-4-carboxylic Acid Protocatechuic Acid Pyrocatechol-4-carboxylic Acid CATECHOL-4-CARBOXYLIC ACID 3,4-DIHYDROXYBENZOIC ACID N-HYDRATE 3,4-DIHYDROBENZOIC ACID AKOS 220-70 RARECHEM AL BO 0347 PROTOCATECHUIC ACID N-HYDRATE PROTOCATECHUIC ACID PYROCATECHOL-4-CARBOXYLIC ACID 3,4-dihydroxy-benzoicaci 3,4-Dihydroxybenzoic acid in stock Factory 3,4-Dihydroxybenzoic acid 99-50-3 Protocatechuic acid, 99%, for synthesis Protocatechuic acid@100 μg/mL in AcCN 3,4-Dihydroxybenzoic acid USP/EP/BP Protocatechuic acid CAS 99-50-3 with best price Protocatechuic acidQ: What is Protocatechuic acid Q: What is the CAS Number of Protocatechuic acid Q: What is the storage condition of Protocatechuic acid Q: What are the applications of Protocatechuic acid Protocatechuic aci Protocatechuic acid, 4-Carboxybenzene-1,2-diol, 4-Carboxycatechol 3,4- twohydroxybenzoic acid/protocatechuicacid 3,4-Dihydroxybenzoic acid Vetec(TM) reagent grade, 97% PROTOCATECHUIC ACID(P) Pyrocatechol-p-carboxylic acid protocatechuate 3,4-Dihydroxybenzoic acid,97% 3,4-Dihydroxybenzoic Protocatechoic Acid 3,4-DIHYDROXYBENZOIC ACID Protocatechuic acid (8CI) Nano-Liposomal Protocatechuic acid Water-Soluble Protocatechuic acid 99-50-3 99-50-4 C7H6O4xH2O C7H7O6 Chemopreventive Agents C7 Cancer Research Carbonyl Compounds Carboxylic Acids