purpurogallin

5H-benzocyclohepten-5-one, 2,3,4,6-tetrahydroxy-

CAS: 569-77-7 C11 H8 O5 MW: 220.18076000

Identification

Namepurpurogallin
IUPAC2,3,4,5-tetrahydroxybenzo[7]annulen-6-one
CAS Number569-77-7
EINECS209-324-9
FDA UNIIL3Z7U4N28P
Molecular FormulaC11 H8 O5
Molecular Weight220.18076000
MDL NumberMFCD00004145
Nikkaji NumberJ20.746B
Beilstein1978265

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 274.50 °C. @ 760.00 mm Hg
Boiling Point 653.00 °C. @ 760.00 mm Hg (est)
Flash Point 685.00 °F. TCC ( 362.70 °C. ) (est)
logP (o/w) 2.050 (est)
Soluble in water, 3433 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Preferred SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for purpurogallin usage levels up tonot for fragrance use.
Recommendation for purpurogallin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature

Synonyms

5H- benzocyclohepten-5-one, 2,3,4,6-tetrahydroxy- purpurogalline 2,3,4,6- tetrahydroxy-5H-benzo[7]annulen-5-one 2,3,4,6- tetrahydroxy-5H-benzo[a]cyclohepten-5-one 2,3,4,6- tetrahydroxy-5H-benzocyclohepten-5-one 2,3,4,6- tetrahydroxy-5H-benzocycloheptene-5-one 2,3,4,6- tetrahydroxy-benzocyclohepten-5-one 2,3,4,6- tetrahydroxybenzo[7]annulen-6-one 2,7,8,9- tetrahydroxybenzo[a][7]annulen-1-one 2,3,4,6- tetrahydroxybenzocyclohepten-5-one PubMed: Purpurogallin, a natural phenol, attenuates high-mobility group box 1 in subarachnoid hemorrhage induced vasospasm in a rat model. PubMed: New insights of superoxide dismutase inhibition of pyrogallol autoxidation. PubMed: Theaflavins enhance intestinal barrier of Caco-2 Cell monolayers through the expression of AMP-activated protein kinase-mediated Occludin, Claudin-1, and ZO-1. PubMed: Antiplatelet and antithrombotic activities of purpurogallin in vitro and in vivo. PubMed: Purpurogallin exerts anti‑inflammatory effects in lipopolysaccharide‑stimulated BV2 microglial cells through the inactivation of the NF‑κB and MAPK signaling pathways. PubMed: [Targeting the substrate binding domain of polo-like kinase 1: advances in the study of PBD1 inhibitors]. PubMed: Spectrophotometric determination of sulfide based on peroxidase inhibition by detection of purpurogallin formation. PubMed: Synthesis and evaluation as potential anticancer agents of novel tetracyclic indenoquinoline derivatives. PubMed: Anti-inflammatory functions of purpurogallin in LPS-activated human endothelial cells. PubMed: Characterization of an UV- and VIS-absorbing, purpurogallin-derived secondary pigment new to algae and highly abundant in Mesotaenium berggrenii (Zygnematophyceae, Chlorophyta), an extremophyte living on glaciers. PubMed: Triterpene hexahydroxydiphenoyl esters and a quinic acid purpurogallin carbonyl ester from the leaves of Castanopsis fissa. PubMed: A graphene oxide/hemoglobin composite hydrogel for enzymatic catalysis in organic solvents. PubMed: Natural products in regression and slowing of progression of atherosclerosis. PubMed: Exploring Potential Binding Modes of Small Drug-like Molecules to the Polo-Box Domain of Human Polo-like Kinase 1. PubMed: Hybrid inorganic/organic alumina adsorbents-functionalized-purpurogallin for removal and preconcentration of Cr(III), Fe(III), Cu(II), Cd(II) and Pb(II) from underground water. PubMed: Biocatalysis in water-in-ionic liquid microemulsions: a case study with horseradish peroxidase. PubMed: Deficiency in chromosome congression by the inhibition of Plk1 polo box domain-dependent recognition. PubMed: Flow-injection chemiluminescent determination of vanadium(IV) and total vanadium by means of catalysis on the periodate oxidation of purpurogallin. PubMed: Cytotoxicity of chloroquine in isolated rat hepatocytes. PubMed: Peroxidase activity can dictate the in vitro lignin dehydrogenative polymer structure. PubMed: Potent inhibitory effects of black tea theaflavins on off-odor formation from citral. PubMed: Protection by tropolones against H2O2-induced DNA damage and apoptosis in cultured Jurkat cells. PubMed: Benzotropolone inhibitors of estradiol methylation: kinetics and in silico modeling studies. PubMed: [Separation and identification of two benzotropolones from teapigment]. PubMed: Metabolism of pyrogallol to purpurogallin by human erythrocytic hemoglobin. PubMed: A mesh microcontactor for 2-phase reactions. PubMed: Coordination of aluminium with purpurogallin and theaflavin digallate. PubMed: Discovery, characterization, and structure-activity relationships studies of proapoptotic polyphenols targeting B-cell lymphocyte/leukemia-2 proteins. PubMed: Design, synthesis, and biological evaluation of a series of simple and novel potential antimalarial compounds. PubMed: Chemiluminescent detection of catecholamines by generation of hydrogen peroxide with imidazole. PubMed: Inhibition of oncogene product enzyme activity as an approach to cancer chemoprevention. Tyrosine-specific protein kinase inhibition by purpurogallin from Quercus sp. nutgall. PubMed: Ethanol's effect on rat pituitary adrenal axis is prevented by purine metabolic pathway inhibitors. PubMed: Human immunodeficiency virus type 1 cDNA integration: new aromatic hydroxylated inhibitors and studies of the inhibition mechanism. PubMed: Flow injection determination of free and total cholesterol in animal greases using enzymes in non-aqueous media. PubMed: Inhibition of xanthine oxidase by purpurogallin and silymarin group. PubMed: Morin hydrate: a better protector than purpurogallin of corneal endothelial cell damage induced by xanthine oxidase and SIN-1. PubMed: Biological activity of purpurogallin. PubMed: Negative ion electrospray mass spectrometry of polyphenols, catecholamines and their oxidation products. PubMed: Molecular structure and antioxidant specificity of purpurogallin in three types of human cardiovascular cells. PubMed: Purpurogallin inhibits DNA synthesis of murine fibrosarcoma L-929 and human U-87 MG glioblastoma cells in vitro. PubMed: Novel inhibitors of 3-phosphoglycerate kinase. PubMed: Detection of substances with alcoholic or phenolic hydroxyl groups by generation of hydrogen peroxide with imidazole and peroxyoxalate chemiluminescence. PubMed: Comparative cytoprotection of cultured corneal endothelial cells by water-soluble antioxidants against free-radical damage. PubMed: New enhancers for the chemiluminescent peroxidase catalysed chemiluminescent oxidation of pyrogallol and purpurogallin. PubMed: Molecular mechanisms of tirapazamine (SR 4233, Win 59075)-induced hepatocyte toxicity under low oxygen concentrations. PubMed: Comparative antioxidant protection of cultured rabbit corneal epithelium. PubMed: Purpurogallin, a scavenger of polymorphonuclear leukocyte-derived oxyradicals. PubMed: Purpurogallin as a cytoprotector of cultured rabbit corneal endothelium. PubMed: Evaluation of hydroxyl radical-scavenging property of purpurogallin using high pressure liquid chromatography. PubMed: Purpurogallin: in vivo evidence of a novel and effective cardioprotector. PubMed: Purpurogallin as an antioxidant protector of human erythrocytes against lysis by peroxyl radicals. PubMed: Effects of phenol compounds, glutathione analogues and a diuretic drug on glutathione S-transferase, glutathione reductase and glutathione peroxidase from canine erythrocytes. PubMed: Purpurogallin protects both ventricular myocytes and aortic endothelial cells of rats against oxyradical damage. PubMed: Purpurogallin is a more powerful protector of kidney cells than Trolox and allopurinol. PubMed: Purpurogallin--a natural and effective hepatoprotector in vitro and in vivo. PubMed: Block copolymer microdomains: a novel medium for enzymatic reactions. PubMed: Kinetics and inhibition studies of catechol O-methyltransferase from the yeast Candida tropicalis. PubMed: Differential inhibition of rat and human glutathione S-transferase isoenzymes by plant phenols. PubMed: [Chemiluminescence immunoenzyme technic for detection of small numbers of bacteria demonstrated by the example with Pseudomonas aeruginosa]. PubMed: Plant phenols as in vitro inhibitors of glutathione S-transferase(s). PubMed: Functional differences between peroxidase compound I and the cytochrome P-450 reactive oxygen intermediate. PubMed: A quantitative enzyme-linked immunoassay for serum immune complexes. PubMed: Mutagenic and colicine-inducing activity of two antioxidants: pyrogallol and purpurogallin. PubMed: The oxidation of some pyrogallol and purpurogallin derivatives. PubMed: Oxidation of pyrogallol to purpurogallin by crystallin catalase. PubMed: Purpurogallin. PubMed: The oxidation products of phenols; the structure of purpurogallin.