Carviolin

Base Information

• Chemical Name: Carviolin
• CAS No.: 478-35-3
• Molecular Formula: C₁₆H₁₂O₆
• Molecular Weight: 300.268
• DSSTox Substance ID: DTXSID801345938
• Nikkaji Number: J2.035.749E
• Wikidata: Q105331801
• Metabolomics Workbench ID: 136491
• ChEMBL ID: CHEMBL464169
• Mol file: 478-35-3.mol

Synonyms:carviolin;478-35-3;1,3-dihydroxy-6-(hydroxymethyl)-8-methoxy-9,10-anthracenedione;1,3-DIHYDROXY-6-(HYDROXYMETHYL)-8-METHOXYANTHRACENE-9,10-DIONE;Carviolin;Roseopurpurin;CHEMBL464169;SCHEMBL16226465;DTXSID801345938;Carviolin, >=95% (LC/MS-UV);HY-N10267;AKOS040754816;BS-1466;CS-0143540

Chemical Property of Carviolin

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 300.06338810
• Heavy Atom Count: 22
• Complexity: 464

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=CC2=C1C(=O)C3=C(C2=O)C=C(C=C3O)O)CO

Technology Process of Carviolin

There total 1 articles about Carviolin 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:

citreorosein (481-73-2) + methyl iodide (74-88-4) → ω-hydroxyemodin-5-methyl ether (35688-09-6) + 6,8-dihydroxy-3-(hydroxymethyl)-1-methoxyanthra-9,10-quinone (478-35-3)

Guidance literature:

citreorosein; With boric acid; acetic anhydride;

methyl iodide; With potassium carbonate;

With sodium hydroxide;

DOI:10.1016/j.bmc.2009.09.024

Reference yield:

6,8-dihydroxy-3-(hydroxymethyl)-1-methoxyanthra-9,10-quinone (478-35-3) → citreorosein (481-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1: water; acetic acid; HBr

2: aqueous acetic acid; silver acetate

With water; hydrogen bromide; silver(I) acetate; acetic acid;

Reference yield:

6,8-dihydroxy-3-(hydroxymethyl)-1-methoxyanthra-9,10-quinone (478-35-3) + benzoyl chloride (98-88-4) → 1,3-bis-benzoyloxy-6-benzoyloxymethyl-8-methoxy-anthraquinone

Guidance literature:

With pyridine;

upstream raw materials:

citreorosein

methyl iodide

Downstream raw materials:

citreorosein

Refernces