Gentioflavine

Base Information

• Chemical Name: Gentioflavine
• CAS No.: 18058-50-9
• Molecular Formula: C10H11NO3
• Molecular Weight: 193.1992
• DSSTox Substance ID: DTXSID60331867
• Nikkaji Number: J16.138A
• Wikidata: Q27106717
• Metabolomics Workbench ID: 69360
• Mol file: 18058-50-9.mol

Synonyms:Gentioflavine;Gentioflavin;18058-50-9;6-methyl-1-oxo-3,4,6,7-tetrahydropyrano[3,4-c]pyridine-5-carbaldehyde;C09962;1H-Pyrano[3,4-c]pyridine-5-carboxaldehyde, 3,4,6,7-tetrahydro-6-methyl-1-oxo- (9CI);AC1L9D18;CTK0H8040;CHEBI:5320;DTXSID60331867;HY-N10810;CS-0636410;Q27106717

Chemical Property of Gentioflavine

Chemical Property:

• Vapor Pressure: 5.63E-08mmHg at 25°C
• Boiling Point: 441°Cat760mmHg
• Flash Point: 220.5°C
• PSA: 55.40000
• Density: 1.27g/cm³
• LogP: 0.63320
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 354

Purity/Quality:

> 95% ^*data from raw suppliers

Gentioflavin ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(=C2CCOC(=O)C2=CN1)C=O

Technology Process of Gentioflavine

There total 1 articles about Gentioflavine 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: 11.0%

gentiopicrin (20831-76-9) → gentianol + gentioflavine (18058-50-9)

Guidance literature:

With β-glucosidase from Oriental yeast; In aq. phosphate buffer; at 38 ℃; pH=5.5; Enzymatic reaction;

DOI:10.1016/j.tetlet.2019.01.061

Reference yield:

gentioflavine (18058-50-9) → Gentianidin (2202-12-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂ / H₂O

2: aq. KOH / Raney-Ni / methanol

With potassium hydroxide; bromine; nickel; In methanol; water;

DOI:10.1016/0040-4020(68)88083-4

upstream raw materials:

gentiopicrin

Downstream raw materials:

Gentianidin

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