3,4-Dihydroxybenzoesure

Bezeichnung:3,4-Dihydroxybenzoesure

CAS-Nr99-50-3

Englisch Name:Protocatechuic acid

CBNumberCB3305861

SummenformelC7H6O4

Molgewicht154.12

MOL-Datei99-50-3.mol

Synonyma

3,4-Dihydroxybenzoesure

3,4-Dihydroxybenzoesure physikalisch-chemischer Eigenschaften

Schmelzpunkt	197-200 °C (dec.) (lit.)
Siedepunkt	237.46°C (rough estimate)
Dichte	1.54
Brechungsindex	1.6400 (estimate)
FEMA	4430 \| 3,4-DIHYDROXYBENZOIC ACID
storage temp.	Store below +30°C.
Löslichkeit	20g/l
pka	4.48(at 25℃)
Aggregatzustand	Fine Crystalline Powder
Farbe	Beige to brown
PH	3.78(1 mM solution);3.25(10 mM solution);2.74(100 mM solution)
Geruch (Odor)	at 100.00 %. mild phenolic balsamic
Geruchsart	phenolic
Wasserlöslichkeit	Soluble in hot alcohol and ether. Slightly soluble in water.
Sensitive	Air Sensitive
Merck	14,7894
BRN	1448841
Stabilität	Stable. Incompatible with strong oxidizing agents, strong bases.
InChIKey	YQUVCSBJEUQKSH-UHFFFAOYSA-N
LogP	1.16
CAS Datenbank	99-50-3(CAS DataBase Reference)
EPA chemische Informationen	Protocatechuic acid (99-50-3)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36-37/39
WGK Germany	3
RTECS-Nr.	UL0560000
HS Code	29182990

Gefahreninformationscode (GHS)

Protocatechuic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Chemische Eigenschaften
white to light yellow crystal powder
Verwenden
3,4-Dihydroxybenzoic acid is a metabolite of polyphenols such as phloretin and quercetin. It is also a phenolic acid antioxidant present in fruits, vegetables and nuts. Further, it is found to be an efficacious chemopreventive agent in several carcinogenesis models. In addition to this, it acts as an anti-inflammatory agent.
Verwenden
A phenolic acid antioxidant and chemopreventive agent
Verwenden
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.
Biosynthese
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
Allgemeine Beschreibung
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.
Biologische Aktivität
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.
Biochem/physiol Actions
Chemopreventive in several animal models of carcinogenesis. Blocks cell proliferation in the post-initiation phase.
Source
Protocatechuic acid, in free or bound form, is found in the leaves, fruits, wood, barks, flowers of many angiosperms. Free protocatechuic acid is found in the scales of onion (Allium cepa L.), star anise fruits (Illicium L.) and leaves of grapevines (Vitis L.). It is part of the tannins from leaves of apple trees, bark of oak, bark and flowers of acacia (Acacia L). The 3,4-dimethyl ether of protocatechuic acid, the socalled veratric acid, is widely distributed.

Protocatechuic acid Upstream-Materialien And Downstream Produkte

3,4-Dihydroxybenzoesure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

99-50-3, Protocatechuic acid Verwandte Suche:

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