SMB00956

trans-Resveratrol 4′-O-β-D-glucuronide

≥95% (HPLC)

• 同義詞: Resveratrol 4′-O-glucuronide, Resveratrol-4′-O-D-Glucuronide, trans-Resveratrol 4′-O-glucuronide, trans-Resveratrol 4′-glucuronide
• 經驗公式（希爾表示法）: C₂₀H₂₀O₉
• CAS號碼: 387372-20-5
• 分子量：: 404.37
• 分類程式碼代碼: 12352201
• NACRES: NA.25

屬性

• 品質等級: 200
• 化驗: ≥95% (HPLC)
• 形狀: solid
• 顏色: white to beige
• 儲存溫度: 2-8°C
• SMILES 字串: O1C(C(C(C(C1C(=O)O)O)O)O)Oc2ccc(cc2)C=Cc3cc(cc(c3)O)O
• InChI: 1S/C20H20O9/c21-12-7-11(8-13(22)9-12)2-1-10-3-5-14(6-4-10)28-20-17(25)15(23)16(24)18(29-20)19(26)27/h1-9,15-18,20-25H,(H,26,27)
• InChI 密鑰: CDEBVTGYVFHDMA-UHFFFAOYSA-N

描述

一般說明

Trans-Resveratrol 4′-O-glucuronide is a stilbenoid glycoside often present in red wine and various foods. This compound is produced through the glucuronidation process, where the enzyme UDP-glucuronosyltransferase (UGT), specifically the UGT1A9 isoform, conjugates it with glucuronic acid. It serves as a phase II metabolite of the antioxidant trans-resveratrol.

應用

Resveratrol is a plant-derived polyphenol reported to be an anticancer, antidiabetic, anti-obesity, anti-oxidant, anti-inflammatory, and anti-AD agent, among others. Some of these beneficial properties may be indirectly related to its phase II metabolism. 3-O-b-D-glucuronide (3-OG) and 4′-O-b-D-glucuronide (4OG) metabolites are more potent than resveratrol against the growth of human adenocarcinoma Caco-2. Oral resveratrol administration results in high levels of 3-OG, 4′-OG and 3-sulfate metabolites in the colorectum of colon cancer patients.

生化／生理作用

Current research indicates that trans-resveratrol 4′-O-β-D-glucuronide demonstrates its anticancer effects by activating adenosine receptors located on cancer cells, ultimately triggering apoptosis. It acts as an agonist of the adenosine A3 receptor, particularly in high concentrations, resulting in apoptosis in human colon cancer cells. Moreover, this compound effectively hinders colon carcinogenesis by suppressing cell proliferation and promoting apoptosis, making it a promising agent for combating colon cancer.

其他說明

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安全資訊

• 儲存類別代碼: 11 - Combustible Solids
• 水污染物質分類（WGK）: WGK 3