Rubrofusarin

Base Information

• Chemical Name: Rubrofusarin
• CAS No.: 3567-00-8
• Molecular Formula: C₁₅H₁₂O₅
• Molecular Weight: 272.257
• Hs Code.: 2914509090
• NSC Number: 258316
• UNII: 533T23P5CF
• DSSTox Substance ID: DTXSID90189171
• Nikkaji Number: J13.000A
• Wikidata: Q27108180
• Metabolomics Workbench ID: 67889
• ChEMBL ID: CHEMBL475086
• Mol file: 3567-00-8.mol

Synonyms:5,6-dihydroxy-8-methoxy-2-methyl-4H-benzo(g)chromen-4-one;rubrofusarin

Chemical Property of Rubrofusarin

Chemical Property:

• Vapor Pressure: 2.63E-08mmHg at 25°C
• Melting Point: 214℃ (benzene )
• Boiling Point: 438.7°Cat760mmHg
• PKA: 3.83±0.40(Predicted)
• Flash Point: 167°C
• PSA: 79.90000
• Density: 1.432g/cm³
• LogP: 2.67440
• Storage Temp.: -20°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 272.06847348
• Heavy Atom Count: 20
• Complexity: 432

Purity/Quality:

≥98% ^*data from raw suppliers

Rubrofusarin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)C2=C(C3=C(C=C(C=C3C=C2O1)OC)O)O
• Uses: Rubrofusarin is useful for treating chronic restraint stress-induced depressive symptoms.

Technology Process of Rubrofusarin

There total 4 articles about Rubrofusarin 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: 75.0%

2-Hydroxy-4-methoxy-6-(6-methyl-4-oxo-4H-pyran-2-ylmethyl)-thiobenzoic acid S-ethyl ester (102357-95-9) → rubrofusarin (3567-00-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1039/c39860000015

Reference yield:

(rubrofusarin 6-O-β-D-apiofuranosyl-(1→6)-O-β-D-glucopyranoside) (119170-51-3) → rubrofusarin (3567-00-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 0.5h; Heating;

Reference yield:

2-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-6-(6-methyl-4-oxo-4H-pyran-2-ylmethyl)-thiobenzoic acid S-ethyl ester → rubrofusarin (3567-00-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acid

2: 75 percent / LDA / tetrahydrofuran / 0.5 h / 0 °C

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1039/c39860000015

upstream raw materials:

(rubrofusarin 6-O-β-D-apiofuranosyl-(1→6)-O-β-D-glucopyranoside)

2-Hydroxy-4-methoxy-6-(6-methyl-4-oxo-4H-pyran-2-ylmethyl)-thiobenzoic acid S-ethyl ester

Downstream raw materials:

Nor-rubrofusarin