![(5R-trans)-6-(β-D-glucopyranosyloxy)-5,6-dihydro-5-vinyl-1H,3H-pyrano[3,4-c]pyran-1-one](/_next/image/?url=https%3A%2Fstatic.cymitquimica.com%2Fcas-image%2Fthumb-webp%2F340675-5r-trans-6-b-d-glucopyranosyloxy-56-dihydro-5-vinyl-1h-3h-pyrano-34-c-pyran-1-one.webp&w=3840&q=75)
CAS 20831-76-9
:(5R-trans)-6-(β-D-glucopyranosyloxy)-5,6-dihydro-5-vinyl-1H,3H-pyrano[3,4-c]pyran-1-one
Description:
The chemical substance known as (5R-trans)-6-(β-D-glucopyranosyloxy)-5,6-dihydro-5-vinyl-1H,3H-pyrano[3,4-c]pyran-1-one, with the CAS number 20831-76-9, is a naturally occurring compound that belongs to the class of pyranones. It features a complex structure characterized by a pyran ring fused with a pyranone moiety, which contributes to its unique chemical properties. The presence of a β-D-glucopyranosyloxy group indicates that it is a glycoside, suggesting potential biological activity, particularly in the context of interactions with biological systems. This compound may exhibit antioxidant, anti-inflammatory, or antimicrobial properties, which are common in many natural products with similar structures. Its vinyl group may also suggest reactivity in various organic transformations. The stereochemistry, indicated by the (5R-trans) designation, plays a crucial role in determining the compound's spatial configuration and, consequently, its reactivity and biological activity. Overall, this compound is of interest in both synthetic chemistry and pharmacology due to its potential applications.
Formula:C16H20O9
InChI:InChI=1/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?/m0/s1
InChI key:InChIKey=DUAGQYUORDTXOR-GPQRQXLASA-N
SMILES:C(=C)[C@@H]1C=2C(=CO[C@H]1O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(=O)OCC2
Synonyms:- (5R,6S)-1-Oxo-5-vinyl-5,6-dihydro-1H,3H-pyrano[3,4-c]pyr-6-yl-beta-D-glucopyranoside
- (5R,6S)-1-Oxo-5-vinyl-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-6-yl beta-D-glucopyranoside
- (5R,6S)-5-Ethenyl-6-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one
- (5R,6S)-5-ethenyl-1-oxo-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-6-yl beta-D-glucopyranoside
- (5R,6S)-5-éthènyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl]oxy}-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one
- (5R,6S)-6-{[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-5-vinyl-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-on
- (5R,6S)-6-{[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-5-vinyl-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one
- (5R-trans)-5-Ethenyl-6-(.beta.-d-glucopyranosyloxy)-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one
- (5R-trans)-5-Ethenyl-6-(b-D-glucopyranosyloxy)-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-1-one
- (5S,6R)-5-ethenyl-1-oxo-5,6-dihydro-1H,3H-pyrano[3,4-c]pyran-6-yl hexopyranoside
- 1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-5,6-dihydro-, (5R,6S)-
- 1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-5,6-dihydro-, (5R-trans)-
- 1H,3H-pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(beta-D-glucopyranosyloxy)-5,6-dihydro-, (5R,6S)-
- 20831-76-9
- Gentiopicrin
- Gentiopicroside
- See more synonyms
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Found 12 products.
Gentiopicroside
CAS:Formula:C16H20O9Purity:>97.0%(HPLC)Color and Shape:White to Orange to Green powder to crystalMolecular weight:356.33Gentiopicroside
CAS:Gentiopicroside analytical standard provided with w/w absolute assay, to be used for quantitative titration.Formula:C16H20O9Purity:(HPLC) ≥98%Color and Shape:PowderMolecular weight:356.331H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(β-D-glucopyranosyloxy)-5,6-dihydro-, (5R,6S)-
CAS:Formula:C16H20O9Purity:99%Color and Shape:SolidMolecular weight:356.3246Gentiopicroside
CAS:Formula:C16H20O9Purity:≥ 98.0%Color and Shape:White to light-yellow powderMolecular weight:356.32Gentiopicrin
CAS:Gentiopicroside has been developed into a novel traditional Chinese drug named gentiopicroside injection, and it was approved for the treatment of acute jaundice and chronic active hepatitis by SFDA.Gentiopicroside has analgesic, smooth muscle relaxing, antibacterial, and free radical scavenging activities, it exerts anti-inflammatory effects on experimental acute colitis through attenuating the expression levels of TNF-α, IL-1β, IL-6, iNOS and COX-2.Formula:C16H20O9Purity:95%~99%Molecular weight:356.327Gentiopicroside
CAS:Gentiopicroside, an iridoid from Gentiana manshurica, inhibits CYP2A6 (IC50=61μM, Ki=22.8μM), and has anti-inflammatory and antioxidant properties.Formula:C16H20O9Purity:98% - 99.99%Color and Shape:White PowderMolecular weight:356.32Gentiopicroside
CAS:Natural glycosideFormula:C16H20O9Purity:≥ 95.0 % (HPLC)Color and Shape:PowderMolecular weight:356.33Gentiopicroside
CAS:Controlled Product<p>Stability Hygroscopic<br>Applications Gentiopicroside is an anticonvulsant agent present in plant extracts.<br>References Mahendran, G. et al.: Biomed. Res. Int., 2015, 542385 (2014);<br></p>Formula:C16H20O9Color and Shape:NeatMolecular weight:356.32Gentiopicroside
CAS:<p>Gentiopicroside is a bitter iridoid glycoside, which is predominantly sourced from plants of the Gentianaceae family, such as Gentiana lutea. It acts as a natural compound with several biological activities emanating from its unique chemical structure. The mode of action of gentiopicroside involves modulating various enzymatic pathways and exhibiting antioxidant properties due to its ability to scavenge free radicals and reduce oxidative stress.</p>Formula:C16H20O9Purity:Min. 95%Color and Shape:PowderMolecular weight:356.33 g/mol
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