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PURPUROGALLIN

Product Name
PURPUROGALLIN
CAS No.
569-77-7
Chemical Name
PURPUROGALLIN
Synonyms
C09964;MLS0007;NSC 35676;NSC 646653;AIDS138915;CHEBI:8647;AIDS-138915;AKOS 209-004;KBio1_001351;KBio2_000828
CBNumber
CB7329636
Molecular Formula
C11H8O5
Formula Weight
220.18
MOL File
569-77-7.mol
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PURPUROGALLIN Property

Melting point:
275 °C (dec.)(lit.)
Boiling point:
321.11°C (rough estimate)
Density 
1.3824 (rough estimate)
refractive index 
1.5140 (estimate)
storage temp. 
−20°C
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
6.75±0.20(Predicted)
form 
Solid
color 
Very Dark Brown
Merck 
7946
Stability:
Air Sensitive
LogP
2.050 (est)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
DE8380000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
29689
Product name
Purpurogallin
Packaging
50mg
Price
$38
Updated
2024/03/01
Cayman Chemical
Product number
29689
Product name
Purpurogallin
Packaging
100mg
Price
$67
Updated
2024/03/01
Cayman Chemical
Product number
29689
Product name
Purpurogallin
Packaging
500mg
Price
$166
Updated
2024/03/01
Cayman Chemical
Product number
29689
Product name
Purpurogallin
Packaging
1g
Price
$292
Updated
2024/03/01
TRC
Product number
B416273
Product name
2,3,4,6-Tetrahydroxy-5H-benzo[7]annulen-5-one
Packaging
50mg
Price
$50
Updated
2021/12/16
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PURPUROGALLIN Chemical Properties,Usage,Production

Description

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; Ki = 0.074 μM), in cell-free assays.

Chemical Properties

BROWN FINE CRYSTALLINE POWDER

Uses

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.

Enzyme inhibitor

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.

PURPUROGALLIN Preparation Products And Raw materials

Raw materials

Preparation Products

569-77-7, PURPUROGALLINRelated Search:


  • 2,3,4,6-tetrahydroxy-5h-benzocycloheptene-5-on
  • 2,3,4,6-tetrahydroxy-5h-benzocycloheptene-5-one
  • 2,3,4,6-TETRAHYDROXY-BENZOCYCLOHEPTEN-5-ONE
  • AKOS 209-004
  • PURPUROGALLIN
  • PURPUROGALLIN(RG)
  • PURPUROGALLINE
  • BENZOCYCLOHEPTENE-5-ONE,2,3,4,6-TETRAHYDROXY-
  • NSC 35676
  • NSC 646653
  • 1,2,3,9-tetrahydroxy-8-benzo[7]annulenone
  • 1,2,3,9-tetrahydroxybenzo[7]annulen-8-one
  • 2,3,4,6-tetrahydroxy-5H-benzo[7]annulen-5-one
  • 2,3,4,6-Tetrahydroxy-5H-benzo[a]cyclohepten-5-one
  • PURPUROGALLIN, TECH.
  • AIDS138915
  • 2,3,4,5-tetrahydroxy-6-benzo[7]annulenone
  • AIDS-138915
  • C09964
  • CHEBI:8647
  • DivK1c_006407
  • KBio1_001351
  • KBio2_000828
  • KBio2_003396
  • KBio2_005964
  • KBio3_001663
  • KBioSS_000828
  • MLS0007
  • NCGC00095229-01
  • NCGC00095229-02
  • Oprea1_685478
  • SDCCGMLS-0066536.P001
  • SPBio_000424
  • Spectrum_000348
  • Spectrum2_000582
  • SPECTRUM210505
  • Spectrum4_001547
  • 5H-Benzocyclohepten-5-one, 2,3,4,6-tetrahydroxy-
  • Inhibitor,inhibit,Purpurogallin,Xanthine Oxidase
  • 569-77-7
  • Tropolones
  • Tropolones & Azulenes
  • Tropolones
  • Tropolones & Azulenes