Zearalenone β-D-Glucuronide

Base Information

• Chemical Name: Zearalenone β-D-Glucuronide
• CAS No.: 1032558-19-2
• Molecular Formula: C₂₄H₃₀O₁₁
• Molecular Weight: 494.496
• Mol file: 1032558-19-2.mol

Synonyms:Zearalenone β-D-Glucuronide;Zearalenone β-D-Glucuronide Discontinued;(3S,11E)-3,4,5,6,7,8,9,10-Octahydro-16-hydroxy-3-Methyl-1,7-dioxo-1H-2-benzoxacyclotetradecin-14-yl β-D-Glucopyranosiduronic Acid;(3S,11E)-3,4,5,6,7,8,9,10-Octahydro-16-hydroxy-3-methyl-1,7-dioxo-1H-2-benzoxacyclotetradecin-14-yl beta-D-glucopyranosiduronic acid

Chemical Property of Zearalenone β-D-Glucuronide

Chemical Property:

• Boiling Point: 846.6±65.0 °C(Predicted)
• PKA: 2.76±0.70(Predicted)
• PSA: 180.05000
• Density: 1.394±0.06 g/cm3(Predicted)
• LogP: 1.14500

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A metabolite of Zearalenone.

Technology Process of Zearalenone β-D-Glucuronide

There total 4 articles about Zearalenone β-D-Glucuronide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

uridine 5'-diphosphoglucuronic acid + zearalenone (17924-92-4,7645-23-0) → zearalenone 4-O-β-D-glucuronide (1032558-19-2)

Guidance literature:

With uridine 5'-diphosphoglucuronyl transferase; calcium chloride; D,L-dithiothreitol; bovine serum albumin; In acetonitrile; at 30 ℃; for 24h; pH=8; aq. buffer; Enzymatic reaction;

DOI:10.1021/jf800379z

Reference yield:

zearalenone-14-(2,3,4-tri-O-acetyl-β-D-glucuronic acid methyl ester) (1416776-57-2) → zearalenone 4-O-β-D-glucuronide (1032558-19-2)

Guidance literature:

zearalenone-14-(2,3,4-tri-O-acetyl-β-D-glucuronic acid methyl ester); With potassium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 4h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; pH=3; Inert atmosphere;

DOI:10.1016/j.carres.2013.03.002

Reference yield:

2,3,4-tri-O-acetyl-1-bromo-1-deoxy-β-D-glucopyranuronic acid methy ester (6919-98-8) → zearalenone 4-O-β-D-glucuronide (1032558-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetonitrile / 3 h / 20 °C / Molecular sieve; Inert atmosphere

1.2: Molecular sieve; Inert atmosphere; Darkness

2.1: potassium hydroxide / tetrahydrofuran; water / 4 h / 20 °C / Inert atmosphere

2.2: pH 3 / Inert atmosphere

With potassium hydroxide; In tetrahydrofuran; water; acetonitrile;

DOI:10.1016/j.carres.2013.03.002

upstream raw materials:

zearalenone

2,3,4-tri-O-acetyl-1-bromo-1-deoxy-β-D-glucopyranuronic acid methy ester

zearalenone-14-(2,3,4-tri-O-acetyl-β-D-glucuronic acid methyl ester)