Citreorosein

Base Information

• Chemical Name: Citreorosein
• CAS No.: 481-73-2
• Molecular Formula: C15H10O6
• Molecular Weight: 286.241
• NSC Number: 624612
• UNII: O2H2Z421AP
• DSSTox Substance ID: DTXSID60197420
• Nikkaji Number: J13.188A
• Wikipedia: Citreorosein
• Wikidata: Q27155287
• Metabolomics Workbench ID: 46547
• ChEMBL ID: CHEMBL290932
• Mol file: 481-73-2.mol

Synonyms:1,3,8-trihydroxy-6-hydroxymethylanthraquinone;omega-hydroxyemodin

Chemical Property of Citreorosein

Chemical Property:

• Vapor Pressure: 5.43E-19mmHg at 25°C
• Melting Point: 288 °C
• Boiling Point: 672.3°Cat760mmHg
• PKA: 6.23±0.20(Predicted)
• Flash Point: 374.4°C
• PSA: 115.06000
• Density: 1.702g/cm³
• LogP: 1.07110
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 286.04773803
• Heavy Atom Count: 21
• Complexity: 449

Purity/Quality:

98%min ^*data from raw suppliers

Citreorosein ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C2=C1C(=O)C3=C(C2=O)C(=CC(=C3)O)O)O)CO

Technology Process of Citreorosein

There total 35 articles about Citreorosein 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: 98.0%

6-bromomethyl-1,3,8-triacetoxyanthracene-9,10-dione (84993-87-3) → citreorosein (481-73-2)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; water; for 1.5h; Heating;

DOI:10.1007/PL00010159

Reference yield: 98.0%

6-formyl-1,3,8-trihydroxyanthracene-9,10-dione (33770-95-5) → citreorosein (481-73-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 4h;

DOI:10.1007/s12272-012-0307-4

Reference yield: 95.0%

1,3,8-triacetoxyanthracene-9,10-dione-6-carbaldehyde (96822-98-9) → citreorosein (481-73-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 4h;

DOI:10.1007/s12272-012-0307-4

upstream raw materials:

3-bromomethyl-1,6,8-trihydroxy-anthraquinone

1,6,8-Tri-O-acetyl-3-acetoxymethylanthrachinon

1,6,8-trihydroxy-3-methyl-9,10-anthraquinone

1,8-dihydroxy-3-hydroxymethyl-6-methoxy-anthraquinone

Downstream raw materials:

emodinanthrone

1,8-dihydroxy-3-hydroxymethyl-6-methoxy-anthraquinone

ω-hydroxyemodin-5-methyl ether

6,8-dihydroxy-3-(hydroxymethyl)-1-methoxyanthra-9,10-quinone

Refernces

• 1、 Das, Kiran,De, Arijit,Husain, Syed Masood,Maity, Biswanath,Mondal, Amit,Rajput, Anshul. "A biocatalytic approach towards the preparation of natural deoxyanthraquinones and their impact on cellular viability". supporting information. p. 3087 - 3090. Retrieved 2022/02/21.
• 2、 Mondal, Amit,Saha, Nirmal,Rajput, Anshul,Singh, Shailesh Kumar,Roy, Brindaban,Husain, Syed Masood. "Chemoenzymatic reduction of citreorosein and its implications on aloe-emodin and rugulosin C (bio)synthesis". supporting information. p. 8711 - 8715. Retrieved 2019/10/16.