CAS 569-77-7|PURPUROGALLIN

Introduction:Basic information about CAS 569-77-7|PURPUROGALLIN, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NamePURPUROGALLIN
CAS Number569-77-7Molecular Weight220.17800
Density1.74g/cm3Boiling Point357.9ºC at 760mmHg
Molecular FormulaC11H8O5Melting Point275ºC (dec.)(lit.)
MSDS/Flash Point184.5ºC

Names

Namepurpurogallin
SynonymMore Synonyms

PURPUROGALLIN BiologicalActivity

DescriptionPurpurogallin is a naturally phenol extracted from the plants of Quercus spp, has potent xanthine oxidase (XO) inhibitory activity with an IC50 of 0.2 µM. Purpurogallin has antioxidant and anti-inflammatory effects[1][2][3].
Related CatalogResearch Areas >>Cancer
Target

IC50: 0.2 µM (xanthine oxidase)[3]

In VitroPurpurogallin (50 or 100 µM; 7 or 25 hours; BV2 murine microglial cells) treatment attenuates the production of pro-inflammatory cytokines, including interleukin-1β (IL-1β) and tumor necrosis factor-α (TNF-α) by suppressing their mRNA and protein expression in LPS-stimulated BV2 microglial cells[1]. Purpurogallin (100 µM; 75-120 minutes; BV2 murine microglial cells) exhibits anti-inflammatory properties by suppressing the phosphatidylinositol 3-kinase/Akt and mitogen-activated protein kinase signaling pathways in LPS-stimulated BV2 microglial cells[1]. RT-PCR[1] Cell Line: BV2 murine microglial cells Concentration: 50 or 100 µM Incubation Time: 7 or 25 hours Result: Attenuated the production of pro-inflammatory cytokines, including interleukin-1β (IL-1β) and tumor necrosis factor-α (TNF-α) by suppressing their mRNA and protein expression. Western Blot Analysis[1] Cell Line: BV2 murine microglial cells Concentration: 100 µM Incubation Time: 75 minutes, 90 minutes, 120 minutes Result: Suppressed the phosphatidylinositol 3-kinase/Akt and mitogen-activated protein kinase signaling pathways.
In VivoPurpurogallin (100-400 μg/kg; intraperitoneal injection; for 48 or 72 hours; male Sprague-Dawley rats) exerts its neuroinflammation effect through the dual effect of inhibiting IL-6 and TNF-α mRNA expression and reducing HMGB1 protein and mRNA expression[2]. Animal Model: Fifty-four male Sprague-Dawley rats (250-350 g) with subarachnoid hemorrhage (SAH)[2] Dosage: 100 μg/kg, 200 μg/kg, 400 μg/kg Administration: Intraperitoneal injection; for 48 or 72 hours Result: Dose-dependently reduced HMGB1 protein expression. High dose reduced TNF-α and HMGB1 mRNA levels.
References

[1]. Park HY, et al. Purpurogallin exerts anti‑inflammatory effects in lipopolysaccharide‑stimulated BV2 microglial cells through the inactivation of the NF‑κB and MAPK signaling pathways. Int J Mol Med. 2013 Nov;32(5):1171-8.

[2]. Chang CZ, et al. Purpurogallin, a natural phenol, attenuates high-mobility group box 1 in subarachnoid hemorrhage induced vasospasm in a rat model. Int J Vasc Med. 2014;2014:254270.

[3]. Honda S, et al. Conversion to purpurogallin, a key step in the mechanism of the potent xanthine oxidase inhibitory activity of pyrogallol. Free Radic Biol Med. 2017 May;106:228-235.

Chemical & Physical Properties

Density1.74g/cm3
Boiling Point357.9ºC at 760mmHg
Melting Point275ºC (dec.)(lit.)
Molecular FormulaC11H8O5
Molecular Weight220.17800
Flash Point184.5ºC
Exact Mass220.03700
PSA97.99000
LogP1.02240
Index of Refraction1.79

Safety Information

Hazard CodesXi
Risk Phrases36/37/38
Safety PhrasesS26;S36
HS Code2914400090

Customs

HS Code2914400090
Summary2914400090 other ketone-alcohols and ketone-aldehydes。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

Synonyms

2,3,4,6-Tetrahydroxy-benzocyclohepten-5-on
Purpurogalline
2,3,4,6-Tetrahydroxybenzocyclohepten-5-one
2,3,4,6-tetrahydroxy-5H-benzo[7]annulen-5-one
2,3,4,6-tetrahydroxy-5H-benzocyclohepten-5-one
2,3,4,5-tetrahydroxybenzo[7]annulen-6-one
EINECS 209-324-9
MFCD00004145
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