Gentiopicroside
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
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
- biological source
- plant (Gentiana macrophylla Pall)
- optical activity
- [α]/D -185 to -205°, c =1 in H2O
- Water Solubility
- H2O: 20mg/mL, clear
- Stability:
- Hygroscopic
- LogP
- -3.170 (est)
- CAS DataBase Reference
- 20831-76-9(CAS DataBase Reference)
MSDS
- Language:English Provider:Gentiopicrin
Gentiopicroside Usage And Synthesis
Chemical Properties
Off-white crystalline powder, easily soluble in methanol, almost insoluble in ether, derived from Gentiana longipedalis (Tibet, Gansu) Gentiana rhizome, Gentiana scabra.
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.
in vivo
Gentiopicroside (20, 40, and 80 mg/kg, p.o.) significantly reduces gastric ulcerindex in mice. Gentiopicroside (20, 40, and 80 mg/kg) also ovbiously decreases the levels of HSP-70, TNF-α, IL-6, MDA and increases ncreased GSH level and SOD activity. In addition, Gentiopicroside normalizes EGF and VEGF level in mice[2].
IC 50
CYP2
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Gentiopicroside(20831-76-9)Related Product Information
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- VINYL PROPIONATE
- Borneol
- Oleuropein
- Amygdalin
- Ethyl 3-ethoxyacrylate
- 2-ETHOXY-3,4-DIHYDRO-2H-PYRAN
- 3,4-DIHYDRO-2-METHOXY-2H-PYRAN
- 3,4-DIHYDRO-2H-PYRAN-5-CARBALDEHYDE
- CROTYL ACRYLATE
- PENT-4-ENYL-D-GLUCOPYRANOSIDE
- METHYL 5,5-DIMETHOXYVALERATE
- Gentiopicroside
- Gentiopicroside tertaacetate
- GENTIOPICROSIDE(RG)
- Gentiopicrin (Gentiopicroside)
- GENTIOPICROSIDE(P)
- 5-(methoxymethoxy)-Pentanoicacidmethylester