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CAS 644-69-9

:

(S)-5-[(β-D-glucopyranosyloxy)methyl]furan-2(5H)-one

Description:
(S)-5-[(β-D-glucopyranosyloxy)methyl]furan-2(5H)-one, commonly known as a furan derivative, is a naturally occurring compound characterized by its furan ring structure, which is a five-membered aromatic ring containing four carbon atoms and one oxygen atom. This compound features a glucopyranosyl moiety, indicating that it is a glycoside, where a glucose unit is attached via a glycosidic bond. The presence of the hydroxymethyl group contributes to its solubility in polar solvents, making it more bioavailable. It exhibits potential biological activities, including antioxidant and antimicrobial properties, which are of interest in pharmaceutical and nutraceutical applications. The stereochemistry of the compound, indicated by the (S) configuration, suggests specific spatial arrangements that can influence its reactivity and interaction with biological targets. Overall, this compound represents a fascinating intersection of carbohydrate chemistry and natural product chemistry, with implications for further research in medicinal chemistry and biochemistry.
Formula:C11H16O8
InChI:InChI=1/C11H16O8/c12-3-6-8(14)9(15)10(16)11(19-6)17-4-5-1-2-7(13)18-5/h1-2,5-6,8-12,14-16H,3-4H2/t5-,6?,8?,9?,10?,11?/m0/s1
InChI key:InChIKey=TYWXNGXVSZRXNA-NVZSGMJQSA-N
SMILES:O(C[C@H]1OC(=O)C=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O
Synonyms:
  • (5S)-5-[(β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy)methyl]-2(5H)-furanone
  • (S)-5-((beta-D-Glucopyranosyloxy)methyl)furan-2(5H)-one
  • 2(5H)-Furanone, 5-[(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)methyl]-, (5S)-
  • 2(5H)-Furanone, 5-[(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)methyl]-, (S)-
  • Nsc 616960
  • Ranunculin
  • [(2R)-5-oxo-2,5-dihydrofuran-2-yl]methyl (3xi)-beta-D-ribo-hexopyranoside
  • [(2S)-5-oxo-2,5-dihydrofuran-2-yl]methyl beta-D-glucopyranoside
  • [(2S)-5-oxo-2,5-dihydrofuran-2-yl]methyl hexopyranoside
  • 2(5H)-Furanone, 5-[(β-D-glucopyranosyloxy)methyl]-, (S)-
  • See more synonyms
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Found 2 products.
  • Ranunculin
    TRC
    + Info

    Ranunculin

    Controlled Product
    CAS:

    Applications Ranunculin is a part of the angiosperm family Ranunculaceae. The compound is used to study the effects of angiotensin II-​induced myocardial hypertrophy of total glycosides.
    References Wang, R. et al.: Gua. Yao. Xue., 24(2), 154-156, (2008)

    Formula:C11H16O8
    Color and Shape:Neat
    Molecular weight:276.24

    Ref: TR-R639090

    5mg
    1,530.00€
  • Ranunculin
    Biosynth
    + Info

    Ranunculin

    CAS:

    Ranunculin is a natural product that is used in the food industry as a flavoring agent. It is also used in pharmaceutical preparations to treat pancreatitis and other stomach ailments. Ranunculin has been shown to have hemolytic activity, which may be due to its ability to cause cell lysis through the disruption of lipid membranes. Ranunculin also has chemical diversity, and has been found to inhibit the polymerase chain reaction (PCR). Ranunculin has not been found to have carcinogenic effects on solid tumours or any effect on DNA template.

    Formula:C11H16O8
    Purity:Min. 95%
    Molecular weight:276.24 g/mol

    Ref: 3D-AAA64469

    500mg
    7,019.00€