AMENTOFLAVONE

Base Information

• Chemical Name: AMENTOFLAVONE
• CAS No.: 602-06-2
• Molecular Formula: C₃₀H₁₈O₁₀
• Molecular Weight: 538.467
• Mol file: 602-06-2.mol

Synonyms:1,1'-Bianthraquinone,2,2',4,4',5,5'-hexahydroxy-7,7'-dimethyl-, (+)- (6CI,7CI);[1,1'-Bianthracene]-9,9',10,10'-tetrone,2,2',4,4',5,5'-hexahydroxy-7,7'-dimethyl-, (S)-; [1,1'-Bianthryl]-9,10-dione,2,2',4,4',5,5'-hexahydroxy-7,7'-dimethyl-, (+)- (8CI); (+)-S-Skyrin;(+)-Skyrin; Endothianin; Rhodophyscin; Skirin; Skyrin

Chemical Property of AMENTOFLAVONE

Chemical Property:

• Melting Point: >380℃
• Boiling Point: 956.1oC at 760 mmHg
• PKA: 5.24±0.20(Predicted)
• Flash Point: 545.8oC
• PSA: 189.66000
• Density: 1.698 g/cm3
• LogP: 3.75480
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble

Purity/Quality:

99.5% ^*data from raw suppliers

Skyrin ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Skyrin is a non-peptidic anthraquinone, mycotoxin.

Technology Process of AMENTOFLAVONE

There total 5 articles about AMENTOFLAVONE 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: 52.0%

(meso+racem) 1,1',3,3',9,9'-Hexahydroxy-7,7'-dimethylbianthraquinoyl (2506-11-8) → 2,4,5,2',4',5'-hexahydroxy-7,7'-dimethyl-[1,1']bianthryl-9,10,9',10'-tetraone (602-06-2,35144-94-6,131233-49-3)

Guidance literature:

With oxygen; potassium hydroxide; at 100 ℃; for 0.166667h;

DOI:10.1021/acs.molpharmaceut.5b00630

Reference yield:

1-(3-Acetyl-4,5-dihydroxy-naphthalen-2-yl)-propan-2-one (60714-54-7) → islandicin (476-56-2) + 2,4,5,2',4',5'-hexahydroxy-7,7'-dimethyl-[1,1']bianthryl-9,10,9',10'-tetraone (602-06-2,35144-94-6,131233-49-3)

Guidance literature:

With Penicillium islandicum; In ethanol; at 26 ℃; for 336h; Icorporation tests, ¹⁴C marking;

DOI:10.1002/jlac.198119811204

Reference yield:

→ 2,4,5,2',4',5'-hexahydroxy-7,7'-dimethyl-[1,1']bianthryl-9,10,9',10'-tetraone (602-06-2,35144-94-6,131233-49-3)

Guidance literature:

With chromium(VI) oxide; acetic acid; bei der nachfolgenden Umsetzung mit wss.-methanol. NaOH;

upstream raw materials:

1-(3-Acetyl-4,5-dihydroxy-naphthalen-2-yl)-propan-2-one

(meso+racem) 1,1',3,3',9,9'-Hexahydroxy-7,7'-dimethylbianthraquinoyl

Downstream raw materials:

pseudoskyrin diethyl ether

Refernces

• 1、 Wang, Cong,Jin, Qiaomei,Yang, Shengwei,Zhang, Dongjian,Wang, Qin,Li, Jindian,Song, Shaoli,Sun, Ziping,Ni, Yicheng,Zhang, Jian,Yin, Zhiqi. "Synthesis and Evaluation of 131I-Skyrin as a Necrosis Avid Agent for Potential Targeted Radionuclide Therapy of Solid Tumors". . p. 180 - 189. Retrieved 2016/01/15.
• 2、 Franck,Berger Lohr. "Seco anthraquinones from emodin". . p. 845 - 846. Retrieved 2007/10/14.