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Gentiopicroside

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Gentiopicroside Basic information

Product Name:
Gentiopicroside
Synonyms:
  • 1H,3H-Pyrano[3,4-c]pyran-1-one,5-ethenyl-6-(β-D-
  • glucopyranosyloxy)-5,6-dihydro-,(5R-trans)-
  • (5R,6S)-5-ethenyl-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydro-3H-pyrano[5,4-c]pyran-1-one
  • 1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(b-D-glucopyranosyloxy)-5,6-dihydro-, (5R,6S)-
  • 1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(b-D-glucopyranosyloxy)-5,6-dihydro-, (5R-trans)-
  • (5R)-5β-Ethenyl-6α-(β-D-glucopyranosyloxy)-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one
  • (5R)-5β-Vinyl-6α-(β-D-glucopyranosyloxy)-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one
  • GENTIOPICRIN
CAS:
20831-76-9
MF:
C16H20O9
MW:
356.33
EINECS:
244-070-2
Product Categories:
  • Inhibitors
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Iridoids
Mol File:
20831-76-9.mol
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Gentiopicroside Chemical Properties

Melting point:
191°C
alpha 
-200 º (c=2, H2O)
Boiling point:
667.8±55.0 °C(Predicted)
Density 
1.52±0.1 g/cm3(Predicted)
storage temp. 
2-8°C(protect from light)
solubility 
DMSO (Slightly), Ethanol (Slightly, Sonicated)
form 
Solid
pka
12.79±0.70(Predicted)
color 
Pale Beige
optical activity
[α]/D -185 to -205°, c =1 in H2O
biological source
plant (Gentiana macrophylla Pall)
Water Solubility 
H2O: 20mg/mL, clear
Stability:
Hygroscopic
LogP
-3.170 (est)
CAS DataBase Reference
20831-76-9(CAS DataBase Reference)
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Safety Information

HS Code 
29389090

MSDS

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Gentiopicroside Usage And Synthesis

Uses

Gentiopicroside is an anticonvulsant agent present in plant extracts.

Definition

ChEBI: Gentiopicrin is a glycoside.

Biological Activity

Gentiopicroside is an important active component of secoiridoid glycosides from Gentiana macrophylla Pall th at exhibit anti-inflammatory, antibacterial and liver protecting activities. Gentiopicroside protects chondrocytes from IL-1β-induced inflammation response.', 'Gentiopicroside possesses analgesic, anti proliferative, wound healing and antioxidant properties (free radical scavenging activity). Gentiopicroside shows low oral bioavailability, hence it establishes its therapeutic action after metabolism.

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