PURPUROGALLIN Struktur

2,3,4,6-Tetrahydroxybenzocyclohepten-5-on

Bezeichnung:2,3,4,6-Tetrahydroxybenzocyclohepten-5-on

CAS-Nr569-77-7

Englisch Name:PURPUROGALLIN

CBNumberCB7329636

SummenformelC11H8O5

Molgewicht220.18

MOL-Datei569-77-7.mol

Synonyma

2,3,4,6-Tetrahydroxybenzocyclohepten-5-on

2,3,4,6-Tetrahydroxybenzocyclohepten-5-on physikalisch-chemischer Eigenschaften

Schmelzpunkt	275 °C (dec.)(lit.)
Siedepunkt	321.11°C (rough estimate)
Dichte	1.3824 (rough estimate)
Brechungsindex	1.5140 (estimate)
storage temp.	−20°C
Löslichkeit	DMSO (Slightly), Methanol (Slightly)
Aggregatzustand	Solid
pka	6.75±0.20(Predicted)
Farbe	Very Dark Brown
Merck	7946
Stabilität	Air Sensitive
LogP	2.050 (est)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
RTECS-Nr.	DE8380000

Gefahreninformationscode (GHS)

PURPUROGALLIN 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.
Beschreibung
Purpurogallin is a phenol that has been found in D. divisa and a derivative of pyrogallol that has diverse biological activities, including antimicrobial, antioxidant, and enzyme inhibitory properties. It is active against the Gram-positive bacteria S. aureus, methicillin-resistant S. aureus (MRSA), S. epidermidis, and B. subtilis (MICs = 11-110 μg/ml), the Gram-negative bacteria S. marcescens, P. vulgaris, K. pneumoniae, E. coli, S. typhi, and E. cloacae (MIC = 110 μg/ml for all), as well as P. falciparum strain FCB1 clone NC-1 (IC₅₀ = 55 μM). Purpurogallin (2, 5, and 10 μM) scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) radicals in a cell-free assay and reduces hydrogen peroxide- and radiation-induced production of reactive oxygen species (ROS) in HaCaT keratinocytes. It inhibits the activity of EGFR, glutathione-S-transferase (GST), prolyl endopeptidase, and glyoxalase I (IC₅₀s = 27.5, 8, 16, and 50 μM, respectively), as well as catechol O-methyltransferase (COMT; K_i = 0.074 μM), in cell-free assays.
Chemische Eigenschaften
BROWN FINE CRYSTALLINE POWDER
Verwenden
xanthine oxidase inhibitor, antioxidant
Definition
ChEBI: A cyclic ketone that is 5H-benzocycloheptene bearing an oxo group at position 5 and hydroxy groups at positions 2, 3, 4 and 6.
Enzyminhibitor
This aglycone (FW = 220.18 g/mol) of a number of glycosides (e.g., dryophantin) from several nutgalls. Purpurogallin is a scavenger of polymorphonuclear leukocyte-derived oxyradicals and acts as a cardioprotector. Target(s): catechol O-methyltransferase; cystathionine b-synthase; glutathione-disulfide reductase; glutathione S-transferase; HIV-1 integrase; lactoylglutathione lyase, or glyoxalase I; 3-phosphoglycerate kinase; prolyl endopeptidase; protein-tyrosine kinase; and xanthine oxidase.

2,3,4,6-Tetrahydroxybenzocyclohepten-5-on Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

569-77-7, PURPUROGALLIN Verwandte Suche:

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