521-62-0

Basic information

• Product Name: FRANGULIN A
• Synonyms: anthraquinone,3-((6-deoxy-alpha-l-mannopyranosyl)oxy)-1,8-dihydroxy-6-methyl;franguloside;nedione;3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-1,8-dihydroxy-6-methylanthraquinone;3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-1,8-dihydroxy-6-methyl-9,10-anthracenedione;1,8-dihydroxy-3-methyl-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-oxan-2-yl]oxy-anthracene-9,10-dione;1,8-dihydroxy-3-methyl-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyanthracene-9,10-dione;1,8-dihydroxy-3-methyl-6-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-9,10-anthraquinone
• CAS NO: 521-62-0
• Molecular Formula: C₂₁H₂₀O₉
• Molecular Weight: 416.38
• EINECS: 208-316-2
• Product Categories: Anthraquinones, Hydroquinones and Quinones;Certified by ISO 9001:2008 system！;QTY: 10mg-1kg;Supply from stock
• Mol File: 521-62-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 230°C
• Boiling Point: 744.3 °C at 760 mmHg
• Flash Point: 265.9 °C
• Appearance: white powder
• Density: 1.597±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 2.9E-23mmHg at 25°C
• Refractive Index: 1.706
• Storage Temp.: 2-8°C
• PKA: 6.00±0.20(Predicted)
• BRN: 59993
• CAS DataBase Reference: FRANGULIN A(CAS DataBase Reference)
• NIST Chemistry Reference: FRANGULIN A(521-62-0)
• EPA Substance Registry System: FRANGULIN A(521-62-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 521-62-0(Hazardous Substances Data)

Usage

Uses

Frangulin A, is a novel emodin rhamnoside derivative, that has shown to have anti-proliferative activities on cancer cell lines in vitro.

General Description

This substance is supplied with certified chromatographic purity. The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

InChI:InChI=1/C21H20O9/c1-7-3-10-14(12(22)4-7)18(26)15-11(17(10)25)5-9(6-13(15)23)30-21-20(28)19(27)16(24)8(2)29-21/h3-6,8,16,19-24,27-28H,1-2H3/t8-,16-,19+,20+,21-/m0/s1

Upstream product

• 1242274-83-4 1,8-di-O-n-hexanoyl-3-(2',4'-di-O-acetyl-3'-O-levulinyl-α-L-rhamnopyranosyl)emodin 

Downstream Products

• 21133-53-9 glucofranguline A 

Relevant articles and documents

Synthesis and biological evaluation of cytotoxic activity of novel anthracene l-rhamnopyranosides

A series of anthracene l-rhamnopyranosides were designed and synthesized in a practical way and their cytotoxic activity was examined in vitro. Most compounds exhibited both potent cytotoxicity against several tumor cell lines and high DNA binding capacity. The preliminary results showed that subtle modifications of rhamnosyl moiety in anthracene rhamnosides with acetyl group had a selective toxicity for different tumor cells and the displacement of C-10 carbonyl group in emodin by acetylmethylene group was helpful to improve the inhibitory activity. Lipophilicity of the anthracene glycosides was not a crucial factor for cytotoxicity and most molecules with good cytotoxicity could inhibit the catalytic activity of Top2α.