CAS Number569-77-7
Synonyms2,3,4,6-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
Molecular FormulaC11H8O5
Molecular Weight220.18
Density1.74g/cm3
Boiling Point357.9ºC at 760mmHg
Melting Point275ºC (dec.)(lit.)
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 569-77-7 |
| Catalog No. | 2A-9081620 |
| Chinese Name | 红陪酚 |
| 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 |
| Molecular Formula | C11H8O5 |
| Molecular Weight | 220.18 |
| Density | 1.74g/cm3 |
| Boiling Point | 357.9ºC at 760mmHg |
| Melting Point | 275ºC (dec.)(lit.) |
| Storage Condition | Storage: Storage conditions: -20℃ |
| Application | Purpurogallin is a natural phenol extracted from Quercus genus. It has strong xanthine oxidase (Xanthine Oxidase) inhibitory activity with an IC50 of 0.2 µM. Purpurogallin has antioxidant and anti-inf |
| HTC | 2914400090 |
| MDL Number | MFCD00004145 |
| SMILES | OC1=CC2=CC=CC(=O)C(=C2C(=C1O)O)O |
| InChI | InChI=1S/C11H8O5/c12-6-3-1-2-5-4-7(13)10(15)11(16)8(5)9(6)14/h1-4,13,15-16H,(H,12,14) |
| InChI Key | InChIKey=WDGFFVCWBZVLCE-UHFFFAOYSA-N |
| Hazard Symbols | transportation |
| MSDS | msds/81620_1_569_77_7.pdf |
| Bioactivity | Purpurogallin 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 Catalog Research Areas >> Cancer Target IC50: 0.2 µM (xanthine oxidase)[3] In Vitro Purpurogallin (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 Vivo Purpurogallin (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 Density 1.74g/cm3 Boiling Point 357.9ºC at 760mmHg Melting Point 275ºC (dec.)(lit.) Molecular Formula C11H8O5 Molecular Weight 220.17800 Flash Point 184.5ºC Exact Mass 220.03700 PSA 97.99000 LogP 1.02240 Index of Refraction 1.79 |
| Use of | Purpurogallin 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]. Properties Name purpurogallin Synonym More Synonyms PURPUROGALLIN Biological Activity Description Purpurogallin 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 Catalog Research Areas >> Cancer IC50: 0.2 µM (xanthine oxidase)[3] References [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 Molecular Formula C11H8O5 Exact Mass 220.03700 PSA 97.99000 LogP 1.02240 Index of Refraction 1.79 |
| Tax Rebate | 9.0% |
| Supervision | none |
| Transport Info | Product name: Purity: 96.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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