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SMB00416 Sigma-Aldrich

Gentiopicroside

≥98% (HPLC)

Synonym: (3S,4R)-4-ethenyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,6-dihydro-3H-pyrano[3,4-c]pyran-8-one, (5R,6S)-5-Ethenyl-6-(-D-glucopyranosyloxy)-5,6-dihydro-1H,3H-Pyrano[3,4-c]pyran-1-one, (5R-trans)-5-ethenyl-6-(-D-glucopyranosyloxy)-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one, Gentiopicrin, NSC606402

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Properties

Related Categories Biochemicals and Reagents, Carbohydrates, Carbohydrates A to Z, Carbohydrates G, Cell Biology,
Quality Level   200
biological source   plant (Gentiana macrophylla Pall)
assay   ≥98% (HPLC)
form   powder
storage temp.   2-8°C
SMILES string   C=C[C@H]1[C@H](O[C@]2([H])O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C3C(OCC=C31)=O
InChI   1S/C16H20O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2-3,6-7,10-13,15-20H,1,4-5H2/t7-,10-,11-,12+,13-,15+,16+/m1/s1
InChI key   DUAGQYUORDTXOR-GPQRQXLASA-N

Description

General description

Gentiopicroside is an iridoid found in many species of Gentiana.

Packaging

25 mg in poly bottle

5 mg in glass bottle

Biochem/physiol Actions

Gentiopicroside is an important active component of secoiridoid glycosides from Gentiana macrophylla Pall that exhibit anti-inflammatory, antibacterial and liver protecting activities. Gentiopicroside protects chondrocytes from IL-1β-induced inflammation response.

Gentiopicroside acts as an anticonvulsant agent. It shows anti-addiction, anticonvulsant, and anxiolytic activities in vivo.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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