EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

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

Supplier Sponsors

Name:2,3,4,5-tetrahydroxybenzo[7]annulen-6-one
CAS Number: 569-77-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:209-324-9
FDA UNII: L3Z7U4N28P
Nikkaji Web:J20.746B
Beilstein Number:1978265
MDL:MFCD00004145
XlogP3-AA:0.50 (est)
Molecular Weight:220.18076000
Formula:C11 H8 O5
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Purpurogallin
Sigma-Aldrich: Sigma
For experimental / research use only.
Purpurogallin, Sigma Grade
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for purpurogallin usage levels up to:
 not for fragrance use.
 
Recommendation for purpurogallin flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5281571
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2,3,4,5-tetrahydroxybenzo[7]annulen-6-one
Chemidplus:0000569777
RTECS:DE8380000 for cas# 569-77-7
 
References:
 2,3,4,5-tetrahydroxybenzo[7]annulen-6-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5281571
Pubchem (sid):134975962
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C09964
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2914.50.3000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 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
 

Articles:

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.
 
Notes:
oxidation product of pyrogallol.
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