Daidzin

Base Information

• Chemical Name: Daidzin
• CAS No.: 552-66-9
• Deprecated CAS: 1329-08-4,28572-56-7
• Molecular Formula: C21H20O9
• Molecular Weight: 416.384
• Hs Code.: 29389090
• UNII: 4R2X91A5M5
• DSSTox Substance ID: DTXSID00862180
• Nikkaji Number: J22.589D
• Wikipedia: Daidzin
• Wikidata: Q3814656
• Pharos Ligand ID: N77W1KJYTVU4
• Metabolomics Workbench ID: 46324
• ChEMBL ID: CHEMBL486422
• Mol file: 552-66-9.mol

Synonyms:7-O-glucosyl-4'-hydroxyisoflavone;daidzin

Chemical Property of Daidzin

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 234-236 °C
• Refractive Index: 1.695
• Boiling Point: 727.558 °C at 760 mmHg
• PKA: 9.65±0.30(Predicted)
• Flash Point: 259.792 °C
• PSA: 149.82000
• Density: 1.573 g/cm³
• LogP: 0.34430
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly, Sonicated), Methanol (Slightly, Heated)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 416.11073221
• Heavy Atom Count: 30
• Complexity: 644

Purity/Quality:

NLT 98% ^*data from raw suppliers

Daidzin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)OC4C(C(C(C(O4)CO)O)O)O)O
• Isomeric SMILES: C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
• Recent ClinicalTrials: Interaction Between a Natural Aldehyde Dehydrogenase 2 (ALDH2) Inhibitor and Alcohol
• Uses: A derivative of Daidzein. Inhibitor A metabolite of isoflavone derivatives. A derivative of Daidzin. Inhibitor.

Technology Process of Daidzin

There total 25 articles about Daidzin 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: 100.0%

4'-O-hexanoyldaidzein 7-O-2'',3'',4'',6''-tetra-O-benzoyl-β-D-glucopyranoside (602329-60-2) → daidzin (552-66-9)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; methanol; at 40 ℃; for 4h;

DOI:10.1021/jo034553e

Reference yield: 93.0%

4'-O-hexanoyldaidzein-7-yl 2'',3'',4'',6''-tetra-O-acetyl-β-D-glucopyranoside (1105697-68-4) → daidzin (552-66-9)

Guidance literature:

With water; potassium carbonate; In tetrahydrofuran; methanol; at 40 ℃; for 5h; Inert atmosphere;

DOI:10.1002/ejoc.200800803

Reference yield: 17.0%

UDP-glucose (133-89-1) + daidzein (486-66-8) → daidzein-4'-O-β-D-glucopyranoside + daidzin (552-66-9) + daidzein 4',7-di-O-β-D-glucopyranoside

Guidance literature:

With glucosyltransferase OleD ASP; In dimethyl sulfoxide; at 20 ℃; for 25h; pH=8; Time; Solvent; Temperature; Enzymatic reaction;

DOI:10.1021/np300890h

upstream raw materials:

daidzein

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

6''-O-malonyldaidzin

4'-O-hexanoyldaidzein 7-O-2'',3'',4'',6''-tetra-O-benzoyl-β-D-glucopyranoside

Downstream raw materials:

daidzein

daidzein-7-O-α-D-glucopyranosyl-(1-> 4)-O-β-D-glucopyranoside

daidzein 7-O-β-maltotetraoside

C₄₇H₆₃NO₂₉

Refernces

• 1、 He, Jun-Bin,Zhao, Peng,Hu, Zhi-Min,Liu, Shuang,Kuang, Yi,Zhang, Meng,Li, Bin,Yun, Cai-Hong,Qiao, Xue,Ye, Min. "Molecular and Structural Characterization of a Promiscuous C-Glycosyltransferase from Trollius chinensis". supporting information. p. 11513 - 11520. Retrieved 2019/07/16.
• 2、 Sun, Lili,Chen, Dawei,Chen, Ridao,Xie, Kebo,Liu, Jimei,Yang, Lin,Dai, Jungui. "Exploring the aglycon promiscuity of a new glycosyltransferase from Pueraria lobata". supporting information. p. 1518 - 1521. Retrieved 2016/03/12.