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Picroside II

Names

[ CAS No. ]:
39012-20-9

[ Name ]:
Picroside II

[Synonym ]:
AMPHICOSIDE
Amphicoside II
PicrosideII
Vanilloyl catalpol
Picroside-2
6'-VANILLOYL CATALPOL
2-(Hexopyranosyloxy)-1a-(hydroxymethyl)-1a,1b,2,5a,6,6a-hexahydrooxireno[4,5]cyclopenta[1,2-c]pyran-6-yl 4-hydroxy-3-methoxybenzoate
PICROSID II
Benzoic acid, 4-hydroxy-3-methoxy-, 2-(hexopyranosyloxy)-1a,1b,2,5a,6,6a-hexahydro-1a-(hydroxymethyl)oxireno[4,5]cyclopenta[1,2-c]pyran-6-yl ester

Biological Activity

[Description]:

Picroside II, an iridoid compound extracted from Picrorhiza, exhibits anti-inflammatory and anti-apoptotic activities. picroside II alleviates the inflammatory response in sepsis and enhances immune function by inhibiting the activation of NLRP3 inflammasome and NF-κB pathways[1]. Picroside II is an antioxidant, exhibits a significant neuroprotective effect through reducing ROS production and protects the blood-brain barrier (BBB) after cerebral ischemia-reperfusion (CI/R) injury[2].

[Related Catalog]:

Signaling Pathways >> Protein Tyrosine Kinase/RTK >> ROS
Research Areas >> Inflammation/Immunology
Research Areas >> Neurological Disease

[References]

[1]. Huang Y, et al. Picroside II protects against sepsis via suppressing inflammation in mice. Am J Transl Res. 2016 Dec 15;8(12):5519-5531. eCollection 2016.

[2]. Zhai L, et al. Picroside II protects the blood-brain barrier by inhibiting the oxidative signaling pathway in cerebral ischemia-reperfusion injury. PLoS One. 2017 Apr 7;12(4):e0174414.

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
780.8±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C23H28O13

[ Molecular Weight ]:
512.461

[ Flash Point ]:
267.9±26.4 °C

[ Exact Mass ]:
512.153015

[ PSA ]:
197.13000

[ LogP ]:
-2.50

[ Vapour Pressure ]:
0.0±2.8 mmHg at 25°C

[ Index of Refraction ]:
1.681

[ Storage condition ]:
2-8°C

[ Water Solubility ]:
ethanol: soluble1mg/mL, clear, colorless

Safety Information

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

Related Compounds