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Shanzhiside methylester

Names

[ CAS No. ]:
64421-28-9

[ Name ]:
Shanzhiside methylester

[Synonym ]:
Methyl (1S,4aS,5R,7S,7aS)-1-(β-D-glucopyranosyloxy)-5,7-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-4-carboxylate
shanziside Me-ester
shanziside methyl ester
shanzhiside methy ester
Shanzhiside methylester
Shanzhiside methyl ester
hanzhiside Methyl ester
Cyclopenta[c]pyran-4-carboxylic acid, 1-(β-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-5,7-dihydroxy-7-methyl-, methyl ester, (1S,4aS,5R,7S,7aS)-
Shaniside methyl ester
shanzhiside Me ester

Biological Activity

[Description]:

Shanzhiside methy lester is isolated from L. rotata. Shanzhiside methyl ester is a small molecule glucagon-like peptide-1 (GLP-1) receptor agonist and has the ability to induce anti-allodynic tolerance[1].

[Related Catalog]:

Research Areas >> Neurological Disease
Signaling Pathways >> GPCR/G Protein >> Glucagon Receptor

[Target]

IC50: GLP-1 receptor[1]


[In Vivo]

Shanzhiside methyl ester exerts dose-dependent and long-lasting (>4 h) anti-allodynic effects in spinal nerve injury-induced neuropathic rats, with a maximal inhibition of 49% and a projected ED50 of 40.4 μg[1].

[References]

[1]. Fan H, et al. Shanzhiside methylester, the principle effective iridoid glycoside from the analgesic herb Lamiophlomis rotata, reduces neuropathic pain by stimulating spinal microglial β-endorphin expression.Neuropharmacology. 2016 Feb;101:98-109.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
651.4±55.0 °C at 760 mmHg

[ Melting Point ]:
90ºC (dec.)

[ Molecular Formula ]:
C17H26O11

[ Molecular Weight ]:
406.382

[ Flash Point ]:
233.0±25.0 °C

[ Exact Mass ]:
406.147522

[ PSA ]:
175.37000

[ LogP ]:
-3.25

[ Vapour Pressure ]:
0.0±4.4 mmHg at 25°C

[ Index of Refraction ]:
1.621

Safety Information

[ Safety Phrases ]:
22-24/25

Related Compounds