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  3. Vescalagin

Vescalagin is a hexahydroxyphenol. Vescalagin is isolable from Camu-camu (Myrciaria dubia) and immature wax apple fruits. Vescalagin exhibits inhibitory activity against a variety of enzymes, with a Ki value of 5.87 nM against AChE, 3.89 nM against BChE, 11.75 nM against hCA I, 16.23 nM against hCA II, and 16.08 nM against α-glucosidase. Vescalagin inhibits hCA I, hCA II and α-glucosidase in a non-competitive manner. Vescalagin downregulates JNK/p38 MAPK to protect pancreatic β-cells and improve insulin secretion in methylglyoxal-treated rats. Vescalagin reduces hyperglycemia and hypertriglyceridemia in rats fed a high-fructose diet. Vescalagin possesses anti-inflammatory and antioxidant properties.

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Vescalagin

Vescalagin Chemical Structure

CAS No. : 36001-47-5

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Description

Vescalagin is a hexahydroxyphenol. Vescalagin is isolable from Camu-camu (Myrciaria dubia) and immature wax apple fruits. Vescalagin exhibits inhibitory activity against a variety of enzymes, with a Ki value of 5.87 nM against AChE, 3.89 nM against BChE, 11.75 nM against hCA I, 16.23 nM against hCA II, and 16.08 nM against α-glucosidase. Vescalagin inhibits hCA I, hCA II and α-glucosidase in a non-competitive manner. Vescalagin downregulates JNK/p38 MAPK to protect pancreatic β-cells and improve insulin secretion in methylglyoxal-treated rats. Vescalagin reduces hyperglycemia and hypertriglyceridemia in rats fed a high-fructose diet. Vescalagin possesses anti-inflammatory and antioxidant properties[1].

IC50 & Target[1]

AChE

5.87 nM (Ki)

BChE

3.89 nM (Ki)

hCA I

11.75 nM (Ki)

hCA II

16.23 nM (Ki)

α‑glucosidase

16.08 nM (Ki)

In Vitro

Vescalagin is an inhibitor of acetylcholinesterase (AChE) with a Ki value of 5.87 nM[1].
Vescalagin is an inhibitor of butyrylcholinesterase (BChE) with a Ki value of 3.89 nM[1].
Vescalagin acts as a non-competitive inhibitor of α-glucosidase with a Ki value of 16.08 nM[1].
Vescalagin acts as a non-competitive inhibitor of hCA I with a Ki value of 11.75 nM[1].
Vescalagin acts as a non-competitive inhibitor of hCA II with a Ki value of 16.23 nM[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Vescalagin protects pancreatic β-cells and improves insulin secretion in Methylglyoxal-treated rats by increasing glutathione levels and antioxidant enzyme expression, as well as downregulating the JNK/p38 MAPK pathway[1].
Vescalagin reduces hyperglycemia and hypertriglyceridemia in rats fed a high-fructose diet[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

934.63

Formula

C41H26O26

CAS No.
SMILES

OC1=C(O)C(O)=C(C2=C3C=C(O)C(O)=C2O)C=C1C(OC[C@](OC(C4=C(C5=C6C(C7=C(C(O[C@@]8([H])[C@@H]9O)=O)C9=C(O)C(O)=C7O)=C(O)C(O)=C5O)C(O)=C(O)C(O)=C4)=O)([H])[C@@]([C@@H]8OC6=O)([H])OC3=O)=O

Structure Classification
Initial Source
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Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation
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Vescalagin
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HY-N19401
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