CAS 137705-39-6

6′′-O-Malonylglycitin

Description:

6′′-O-Malonylglycitin is a chemical compound classified as a glycoside, specifically a malonyl derivative of glycitin, which is an isoflavone glycoside found in soybeans. This compound is characterized by its malonyl group, which is a dicarboxylic acid moiety, attached to the sugar moiety of glycitin. It exhibits properties typical of isoflavones, including potential antioxidant activity and phytoestrogenic effects, which may influence hormonal activity in biological systems. The presence of the malonyl group can enhance the solubility and bioavailability of the compound, potentially affecting its pharmacokinetics and biological activity. 6′′-O-Malonylglycitin is of interest in nutritional and pharmaceutical research due to its potential health benefits, including anti-inflammatory and anticancer properties. Its structural characteristics contribute to its reactivity and interactions with various biological targets, making it a subject of study in the context of functional foods and natural products.

Formula: C₂₅H₂₄O₁₃

InChI: InChI=1S/C25H24O13/c1-34-16-6-13-15(35-9-14(21(13)30)11-2-4-12(26)5-3-11)7-17(16)37-25-24(33)23(32)22(31)18(38-25)10-36-20(29)8-19(27)28/h2-7,9,18,22-26,31-33H,8,10H2,1H3,(H,27,28)/t18-,22-,23+,24-,25-/m1/s1

InChI key: InChIKey=OWMHCYFEIJPHFB-GOZZSVHWSA-N

SMILES: O=C1C=2C(=CC(O[C@@H]3O[C@H](COC(CC(O)=O)=O)[C@@H](O)[C@H](O)[C@H]3O)=C(OC)C2)OC=C1C4=CC=C(O)C=C4

Synonyms:

• 3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[3-(4-hydroxyphenyl)-6-methoxy-4-oxo-chromen-8-yl]oxy-tetrahydropyran-2-yl]methoxy]propanoic acid
• 4H-1-Benzopyran-4-one, 7-6-O-(carboxyacetyl)-.beta.-D-glucopyranosyloxy-3-(4-hydroxyphenyl)-6-methoxy-
• 4H-1-Benzopyran-4-one, 7-[[6-O-(2-carboxyacetyl)-β-<span class="text-smallcaps">D</span>-glucopyranosyl]oxy]-3-(4-hydroxyphenyl)-6-methoxy-
• 4H-1-Benzopyran-4-one, 7-[[6-O-(carboxyacetyl)-β-<span class="text-smallcaps">D</span>-glucopyranosyl]oxy]-3-(4-hydroxyphenyl)-6-methoxy-
• 7-[[6-O-(2-Carboxyacetyl)-β-<span class="text-smallcaps">D</span>-glucopyranosyl]oxy]-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
• Glycitein 6′′-O-malonylglucoside
• Glycitin 6′′-O-malonate
• Malonylglycitin
• Propanedioic acid, 6′-ester with 7-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
• 4H-1-Benzopyran-4-one, 7-[[6-O-(carboxyacetyl)-β-D-glucopyranosyl]oxy]-3-(4-hydroxyphenyl)-6-methoxy-
• 4H-1-Benzopyran-4-one, 7-[[6-O-(2-carboxyacetyl)-β-D-glucopyranosyl]oxy]-3-(4-hydroxyphenyl)-6-methoxy-
• 6′′-O-Malonylglycitin
• Propanedioic acid, 6′-ester with 7-(β-D-glucopyranosyloxy)-3-(4-hydroxyphenyl)-6-methoxy-4H-1-benzopyran-4-one

6-O-Malonylglycitin

CAS: 137705-39-6

6-O-Malonylglycitin is a glycosylated flavonoid that belongs to the group of isoflavones. It is found in a variety of plants, including soybeans and fava beans. 6-O-Malonylglycitin has been shown to be an effective inhibitor of β-glucosidase activity at temperatures below 37°C, which overlaps with the range of temperatures where it inhibits glycitein production. This inhibition may be due to its pleiotropic effects on various treatments, such as its ability to inhibit cancer cell growth by inhibiting protein synthesis and inducing apoptosis. 6-O-Malonylglycitin also has synergistic effects when used concomitantly with chromatographic markers, such as high performance liquid chromatography (HPLC), which can be used to analyze the levels of endogenous compounds in human blood samples.

Formula: C₂₅H₂₄O₁₃

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 532.45 g/mol

Ref: 3D-MM09964

Glycitin 6''-O-Malonate

Controlled Product

CAS: 137705-39-6

Formula: C₂₅H₂₄O₁₃

Color and Shape: Neat

Molecular weight: 532.45

Ref: TR-G635425