4-(3-Hydroxy-1-propen-1-yl)-2-methoxyphenyl beta-glucopyranoside

Base Information

• Chemical Name: 4-(3-Hydroxy-1-propen-1-yl)-2-methoxyphenyl beta-glucopyranoside
• CAS No.: 531-29-3
• Molecular Formula: C₁₆H₂₂O₈
• Molecular Weight: 342.346
• DSSTox Substance ID: DTXSID201023811
• Mol file: 531-29-3.mol

Synonyms:4-(3-Hydroxy-1-propen-1-yl)-2-methoxyphenyl beta-glucopyranoside;DTXSID201023811

Chemical Property of 4-(3-Hydroxy-1-propen-1-yl)-2-methoxyphenyl beta-glucopyranoside

Chemical Property:

• Vapor Pressure: 1.66E-16mmHg at 25°C
• Melting Point: 186°C
• Refractive Index: 1.4430 (estimate)
• Boiling Point: 625.4°Cat760mmHg
• PKA: 12.81±0.70(Predicted)
• Flash Point: 332°C
• PSA: 128.84000
• Density: 1.432g/cm³
• LogP: -1.12060
• Storage Temp.: ?20°C
• Water Solubility.: 4.975g/L(cold water)
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 6
• Exact Mass: 342.13146766
• Heavy Atom Count: 24
• Complexity: 404

Purity/Quality:

99%, ^*data from raw suppliers

Coniferin ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)C=CCO)OC2C(C(C(C(O2)CO)O)O)O
• Isomeric SMILES: COC1=C(C=CC(=C1)C=CCO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

Technology Process of 4-(3-Hydroxy-1-propen-1-yl)-2-methoxyphenyl beta-glucopyranoside

There total 2 articles about 4-(3-Hydroxy-1-propen-1-yl)-2-methoxyphenyl beta-glucopyranoside 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:

4-(3′-hydroxypropenyl)-2-methoxyphenyl β-D-{6″-O-[(1?S,2?R,4?S, 6?R,7?E,9?Z)-4'''-dihydrophaseyl]}glucopyranoside → coniferin (109361-66-2,124151-33-3,531-29-3,39937-31-0) + (1′R,3′S,5′R,8′S,2Z,4E)-dihydrophaseic acid

Guidance literature:

With water; lithium hydroxide; In methanol; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.phytochem.2019.03.021

Reference yield:

UDP-glucose (133-89-1) + coniferol (458-35-5) → coniferin (109361-66-2,124151-33-3,531-29-3,39937-31-0)

Guidance literature:

With magnesium chloride; BSA; In dimethyl sulfoxide; pH=7.5;

DOI:10.1074/jbc.M115.659631

Reference yield:

coniferin (109361-66-2,124151-33-3,531-29-3,39937-31-0)

Guidance literature:

Hydrolyse: Konstanten, Halbwertszeiten (Tab.1);

DOI:10.1007/BF00851197

upstream raw materials:

UDP-glucose

coniferol

Refernces

• 1、 Daniel, Bastian,Pavkov-Keller, Tea,Steiner, Barbara,Dordic, Andela,Gutmann, Alexander,Nidetzky, Bernd,Sensen, Christoph W.,Van Der Graaff, Eric,Wallner, Silvia,Gruber, Karl,Macheroux, Peter. "Oxidation of monolignols by members of the berberine bridge enzyme family suggests a role in plant cell wall metabolism". . p. 18770 - 18781. Retrieved 2015/08/04.