Physcion

Base Information

• Chemical Name: Physcion
• CAS No.: 521-61-9
• Molecular Formula: C16H12O5
• Molecular Weight: 284.268
• Hs Code.: 29146990
• European Community (EC) Number: 208-315-7
• NSC Number: 251670
• UNII: H6PT94IV61
• DSSTox Substance ID: DTXSID20200101
• Nikkaji Number: J11.586J
• Wikipedia: Parietin
• Wikidata: Q1668551
• Metabolomics Workbench ID: 55795
• ChEMBL ID: CHEMBL42624
• Mol file: 521-61-9.mol

Synonyms:emodin 3-methyl ether;parietin;physcion;physcione

Chemical Property of Physcion

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 3.6E-13mmHg at 25°C
• Melting Point: 196-206 °C
• Refractive Index: 1.677
• Boiling Point: 560.5 °C at 760 mmHg
• PKA: 6.23±0.20(Predicted)
• Flash Point: 215.4 °C
• PSA: 83.83000
• Density: 1.448 g/cm³
• LogP: 2.19020
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly, Heated), Ethyl Acetate (Slightly, Heated), Methanol (Sligh
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 284.06847348
• Heavy Atom Count: 21
• Complexity: 448

Purity/Quality:

Physcion ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C(=C1)O)C(=O)C3=C(C2=O)C=C(C=C3O)OC
• Uses: antibacterial, cathartic A natural anthraquinone derivative, on the infection process of Blumeria graminis on wheat. Physcion is one of the important active ingredients of ethanol extract from the roots of Chinese rhubarb (Rheum officinale) for controlling powdery mildew.

Technology Process of Physcion

There total 35 articles about Physcion 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: 92.0%

1,6,8-trihydroxy-3-methyl-9,10-anthraquinone (518-82-1) + methyl iodide (74-88-4) → physcion (521-61-9)

Guidance literature:

With potassium carbonate; silver(l) oxide; In acetone; at 20 ℃; for 16h;

DOI:10.1016/0040-4039(93)88024-D

Reference yield: 83.3%

3-methoxy-6-methyl-1,8-bis-propionyloxy-anthraquinone → physcion (521-61-9)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 7h;

DOI:10.1016/j.ejmech.2007.08.009

Reference yield: 81.3%

1,6,8-trihydroxy-3-methyl-9,10-anthraquinone (518-82-1) + dimethyl sulfate (77-78-1) → physcion (521-61-9)

Guidance literature:

With potassium carbonate; In acetone; at 60 ℃; for 12h;

DOI:10.1016/j.ejmech.2012.07.051

upstream raw materials:

diazomethane

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

physcion-9-anthrone

4,5-dihydroxy-2-methoxy-7-methyl-anthrone

Downstream raw materials:

physcion-9-anthrone

2-methylanthracene

methyl iodide

fragilin

Refernces

• 1、 Wang, Wenfeng,Bai, Zedong,Zhang, Fengsen,Wang, Conghui,Yuan, Yaofeng,Shao, Jingwei. "Synthesis and biological activity evaluation of emodin quaternary ammonium salt derivatives as potential anticancer agents". . p. 320 - 331. Retrieved 2012.
• 2、 Tiwari,Singh. "". . p. 347. Retrieved 1979.
• 3、 Keller, Gerwin,Steglich, Wolfgang. "4-AMINOPHYSCION, AN ANTHRAQUINONE DERIVATIVE FROM DERMOCYBE (AGARICALES)". . p. 2119 - 2121. Retrieved 1987.
• 4、 Chalothorn, Thidarat,Rukachaisirikul, Vatcharin,Phongpaichit, Souwalak,Pannara, Sakawrat,Tansakul, Chittreeya. "Synthesis and antibacterial activity of emodin and its derivatives against methicillin-resistant Staphylococcus aureus". supporting information. . Retrieved 2019/08/08.
• 5、 Abdel-Rahman, Iman A.M.,Beuerle, Till,Ernst, Ludger,Abdel-Baky, Afaf M.,Desoky, Ezz El-Din K.,Ahmed, Amany S.,Beerhues, Ludger. "In vitro formation of the anthranoid scaffold by cell-free extracts from yeast-extract-treated Cassia bicapsularis cell cultures". . p. 15 - 24. Retrieved 2013/04/10.