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
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)
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.
N-Bromosuccinimide Price
- Product number
- 29689
- Product name
- Purpurogallin
- Packaging
- 50mg
- Price
- $38
- Updated
- 2024/03/01
- Product number
- 29689
- Product name
- Purpurogallin
- Packaging
- 100mg
- Price
- $67
- Updated
- 2024/03/01
- Product number
- 29689
- Product name
- Purpurogallin
- Packaging
- 500mg
- Price
- $166
- Updated
- 2024/03/01
- Product number
- 29689
- Product name
- Purpurogallin
- Packaging
- 1g
- Price
- $292
- Updated
- 2024/03/01
- Product number
- B416273
- Product name
- 2,3,4,6-Tetrahydroxy-5H-benzo[7]annulen-5-one
- Packaging
- 50mg
- Price
- $50
- Updated
- 2021/12/16
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.
References
[1] Y INAMORI. Biological activity of purpurogallin.[J]. Bioscience, Biotechnology, and Biochemistry, 1997, 61 5: 890-892. DOI: 10.1271/bbb.61.890
[2] AO XUAN ZHEN. Purpurogallin Protects Keratinocytes from Damage and Apoptosis Induced by Ultraviolet B Radiation and Particulate Matter 2.5.[J]. Biomolecules & Therapeutics, 2019, 27 4: 395-403. DOI: 10.4062/biomolther.2018.151
[3] JOHN F. BARNARD John F H David L Vander Jagt. Small molecule probes of glyoxalase I and glyoxalase II[J]. Biochimica et Biophysica Acta (BBA) - Protein Structure and Molecular Enzymology, 1994, 1208 1: Pages 127-135. DOI: 10.1016/0167-4838(94)90169-4
[4] M ABOU-KARAM W T S. Inhibition of oncogene product enzyme activity as an approach to cancer chemoprevention. Tyrosine-specific protein kinase inhibition by purpurogallin from Quercus sp. nutgall.[J]. Phytotherapy Research, 1999, 13 4: 337-340. DOI: 10.1002/(sici)1099-1573(199906)13:4<337::aid-ptr451>3.0.co;2-j
[5] MUKUL DAS Hasan M David R Bickers. Plant phenols as invitro inhibitors of glutathione S-transferase(s)[J]. Biochemical and biophysical research communications, 1984, 120 2: Pages 427-433. DOI: 10.1016/0006-291x(84)91271-3
[6] VESER J. Kinetics and inhibition studies of catechol O-methyltransferase from the yeast Candida tropicalis.[J]. Journal of Bacteriology, 1987, 169 8: 3696-3700. DOI: 10.1128/jb.169.8.3696-3700.1987
PURPUROGALLIN Preparation Products And Raw materials
Raw materials
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