35082-49-6

Basic information

• Product Name: CERCOSPORIN
• Synonyms: CERCOSPORIN;CERCOSPORIN FROM CERCOSPORA HAYII;6,12-Dihydroxy-8,9-bis(2-hydroxypropyl)-7,10-dimethoxyperylo[1,12-def]-1,3-dioxepin-5,11-dione;6,12-Dihydroxy-7,10-dimethoxy-8,9-bis[(R)-2-hydroxypropyl]perylo[1,12-def]-1,3-dioxepin-5,11-dione;CGP049090, NSC 153111;NSC 153111
• CAS NO: 35082-49-6
• Molecular Formula: C29H26O10
• Molecular Weight: 534.51
• Product Categories: Antibiotics A-F;Antibiotics;Antibiotics A to
• Mol File: 35082-49-6.mol
• Article Data: 0

Chemical Properties

• Melting Point: 260℃
• Boiling Point: 886.9°Cat760mmHg
• Flash Point: 299°C
• Appearance: /
• Density: 1.59g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.754
• Storage Temp.: 2-8°C
• Solubility: chloroform: soluble9.80 - 10.20mg/mL, clear, red to red-brown
• PKA: 7.76±0.20(Predicted)
• CAS DataBase Reference: CERCOSPORIN(CAS DataBase Reference)
• NIST Chemistry Reference: CERCOSPORIN(35082-49-6)
• EPA Substance Registry System: CERCOSPORIN(35082-49-6)

Safety Data

• Hazard Codes: Xn
• WGK Germany: 3
• Hazardous Substances Data: 35082-49-6(Hazardous Substances Data)

Usage

Description

Cercosporin, a perylenequinone, was first reported in 1957 as the causative agent of soybean purple speck disease caused by the fungal pathogen Cercospora kikuchii. It is widely found in species of the Cercosporium genus. Cercosporin exhibits light-activated phytotoxicity and has a broader biological profile as a photodynamic antiviral and antitumor agent. It functions as an antagonist of Tcf4/b-catenin signaling, inhibiting the expression of survivin and inducing apoptosis in various tumor cell lines.

Uses

Used in Anticancer Applications:
Cercosporin is used as an anticancer agent for its ability to inhibit the expression of survivin and induce apoptosis in several tumor cell lines. It targets the Tcf4/b-catenin signaling pathway, which plays a role in tumor growth and progression.
Used in Antiviral Applications:
Cercosporin is used as an antiviral agent due to its photodynamic properties. When photoactivated, it produces singlet oxygen, which can help inactivate viruses.
Used in Agriculture:
Cercosporin is used in agriculture as a phytotoxin, contributing to the pathogenicity of certain fungal species, such as Cercospora kikuchii, which causes soybean purple speck disease. Its light-activated phytotoxicity can be utilized to control the growth of certain plant pathogens.
Used in Research:
Cercosporin is used as a research tool to study the effects of photodynamic therapy on tumor cells and to investigate the role of Tcf4/b-catenin signaling in cancer cell biology.

InChI:InChI=1/C29H26O10/c1-10(30)5-12-18-19-13(6-11(2)31)29(37-4)27(35)21-15(33)8-17-23(25(19)21)22-16(38-9-39-17)7-14(32)20(24(18)22)26(34)28(12)36-3/h7-8,10-11,30-33H,5-6,9H2,1-4H3/t10-,11-/m1/s1