6-Hydroxyskimmin

Base Information

• Chemical Name: 6-Hydroxyskimmin
• CAS No.: 531-58-8
• Molecular Formula: C15H16 O9
• Molecular Weight: 340.287
• Wikidata: Q105308962
• Mol file: 531-58-8.mol

Synonyms:6-Hydroxyskimmin;SCHEMBL13784420

Chemical Property of 6-Hydroxyskimmin

Chemical Property:

• Vapor Pressure: 1.97E-20mmHg at 25°C
• Melting Point: 213-215° (after drying in desiccator)
• Boiling Point: 697.7°Cat760mmHg
• PKA: 8.03±0.20(Predicted)
• Flash Point: 262.8°C
• PSA: 149.82000
• Density: 1.679g/cm³
• LogP: -1.32270
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 340.07943208
• Heavy Atom Count: 24
• Complexity: 495

Purity/Quality:

98%min ^*data from raw suppliers

Cichoriin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)OC2=CC(=C(C=C21)O)OC3C(C(C(C(O3)CO)O)O)O

Technology Process of 6-Hydroxyskimmin

There total 5 articles about 6-Hydroxyskimmin 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:

aesculetin (305-01-1) → 6-hydroxy-7-β-D-glucopiranolyloxycoumarin (531-58-8)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous KOH-solution; acetone

2: ethanol; ammonia

With potassium hydroxide; ethanol; ammonia; acetone;

DOI:10.1002/ardp.19322700806

Reference yield:

aesculetin (305-01-1) + diphosphoric acid 1''-β-D-[1'']glucopyranosyl ester 2-(uridin-5'-yl)ester (133-89-1,2956-16-3,7307-71-3,7349-77-1,16375-64-7,16375-65-8,16414-46-3,17012-87-2,25318-68-7,78391-94-3,99020-05-0,99945-86-5) → 6-hydroxy-7-β-D-glucopiranolyloxycoumarin (531-58-8)

Guidance literature:

With CtUGT₁; In aq. buffer; at 30 ℃; for 12h; Enzymatic reaction;

DOI:10.1016/j.fitote.2021.104995

Reference yield:

6-hydroxy-7-(tetra-O-acetyl-β-D-glucopyranosyloxy)-coumarin → 6-hydroxy-7-β-D-glucopiranolyloxycoumarin (531-58-8)

Guidance literature:

With ethanol; ammonia;

DOI:10.1002/ardp.19322700806

upstream raw materials:

frachinoside

aesculetin

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

diphosphoric acid 1''-β-D-[1'']glucopyranosyl ester 2-(uridin-5'-yl)ester

Downstream raw materials:

7-hydroxy-6-methoxy-2H-1-benzopyran-2-one

Refernces

• 1、 Xu, Xiping,Yan, Yaru,Huang, Wenqian,Mo, Ting,Wang, Xiaohui,Wang, Juan,Li, Jun,Shi, Shepo,Liu, Xiao,Tu, Pengfei. "Molecular cloning and biochemical characterization of a new coumarin glycosyltransferase CtUGT1 from Cistanche tubulosa". . . Retrieved 2021/07/28.