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: O=C1OCC=C2C1=COC(OC3OC(CO)C(O)C(O)C3O)C2C=C

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
• NSC 606402

Gentiopicroside

CAS: 20831-76-9

Gentiopicroside analytical standard provided with w/w absolute assay, to be used for quantitative titration.

• Formula: C₁₆H₂₀O₉
• Purity: (HPLC) ≥98%
• Color and Shape: Powder
• Molecular weight: 356.33

1H,3H-Pyrano[3,4-c]pyran-1-one, 5-ethenyl-6-(β-D-glucopyranosyloxy)-5,6-dihydro-, (5R,6S)-

CAS: 20831-76-9

• Formula: C₁₆H₂₀O₉
• Purity: 98%
• Color and Shape: Solid
• Molecular weight: 356.3246

Gentiopicroside

CAS: 20831-76-9

• Formula: C₁₆H₂₀O₉
• Purity: ≥ 98.0%
• Color and Shape: White to light-yellow powder
• Molecular weight: 356.32

Gentiopicroside

CAS: 20831-76-9

• Purity: ≥98%
• Molecular weight: 356.32g/mol

Gentiopicroside

CAS: 20831-76-9

• Molecular weight: 356.32g/mol

Gentiopicroside

CAS: 20831-76-9

• Formula: C₁₆H₂₀O₉
• Purity: >97.0%(HPLC)
• Color and Shape: White to Orange to Green powder to crystal
• Molecular weight: 356.33

Gentiopicrin

CAS: 20831-76-9

Gentiopicroside has been developed into a novel traditional Chinese drug named gentiopicroside injection, and it …

• Formula: C₁₆H₂₀O₉
• Purity: 95%~99%
• Molecular weight: 356.327

Gentiopicroside

CAS: 20831-76-9

Gentiopicroside, an iridoid from Gentiana manshurica, inhibits CYP2A6 (IC50=61μM, Ki=22.8μM), and has anti-inflammatory and antioxidant …

• Formula: C₁₆H₂₀O₉
• Purity: 98% - 99.8%
• Color and Shape: White Powder
• Molecular weight: 356.32

Gentiopicroside

CAS: 20831-76-9

Natural glycoside

• Formula: C₁₆H₂₀O₉
• Purity: ≥ 95.0 % (HPLC)
• Color and Shape: Powder
• Molecular weight: 356.33

Gentiopicroside

CAS: 20831-76-9

Stability Hygroscopic Applications Gentiopicroside is an anticonvulsant agent present in plant extracts. References Mahendran, G. …

• Formula: C₁₆H₂₀O₉
• Color and Shape: Neat
• Molecular weight: 356.32

Gentiopicroside

CAS: 20831-76-9

Please enquire for more information about Gentiopicroside including the price, delivery time and more detailed …

• Formula: C₁₆H₂₀O₉
• Purity: Min. 95%
• Color and Shape: Powder
• Molecular weight: 356.33 g/mol