82196-88-1

Basic information

• Product Name: CHRYSOMYCIN A
• Synonyms: (+)-4-(6-Deoxy-3-C-methyl-β-D-gulo-hexopyranosyl)-8-ethenyl-1-hydroxy-10,12-dimethoxy-6H-benzo[d]naphtho[1,2-b]pyran-6-one;(+)-Virenomycin V;Chrysomycin V;Virenomycin V;4-(6-Deoxy-3-C-methyl-beta-gulopyranosyl)-8-ethenyl-1-hydroxy-10,12-dimethoxy-6H-benzo[d]naphtho[1,2-b]pyran-6-one;NSC 613946;A,ChrysoMycin;ChrysoMycin V, VirenoMycin V, Albacarcin V
• CAS NO: 82196-88-1
• Molecular Formula: C28H28O9
• Molecular Weight: 508.52
• Product Categories: Inhibits an EnzymeEnzyme Inhibitors by Enzyme;Topoisomerase II;A - KAntibiotics;Antibacterial;Antibiotics A to;Antibiotics A-FAntibiotics;Antibiotics by Application;Antineoplastic and Immunosuppressive AntibioticsAntibiotics;Mechanism of Action;R to;Spectrum of Activity
• Mol File: 82196-88-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 799.7°C at 760 mmHg
• Flash Point: 269.6°C
• Appearance: /solid
• Density: 1.405g/cm³
• Vapor Pressure: 5.51E-27mmHg at 25°C
• Refractive Index: 1.678
• Storage Temp.: 2-8°C
• Solubility: DMF: soluble
• CAS DataBase Reference: CHRYSOMYCIN A(CAS DataBase Reference)
• NIST Chemistry Reference: CHRYSOMYCIN A(82196-88-1)
• EPA Substance Registry System: CHRYSOMYCIN A(82196-88-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 82196-88-1(Hazardous Substances Data)

Usage

Description

Chrysomycin A, a major analogue in a complex of C-glycoside antitumor actives isolated from Streptomyces, is a potent compound with a vinyl group in the 8-position. It is considered the most potent analogue of the complex and is believed to act as an inhibitor of the catalytic activity of human topoisomerase II. Chrysomycin A exhibits a potent antibacterial, antifungal, antiviral, and antitumor profile, with recent research suggesting its potential as a photoactivated cross-linker of DNA to histones.

Uses

Used in Pharmaceutical Industry:
Chrysomycin A is used as an antitumor agent for its potent inhibitory effects on the catalytic activity of human topoisomerase II, playing a crucial role in the development of cancer treatment.
Used in Antibacterial Applications:
Chrysomycin A is used as an antibacterial agent, effective against various bacterial strains, making it a valuable component in the fight against bacterial infections.
Used in Antifungal Applications:
Chrysomycin A is used as an antifungal agent, helping to combat fungal infections and contributing to the development of antifungal medications.
Used in Antiviral Applications:
Chrysomycin A is used as an antiviral agent, exhibiting potent activity against various viral strains, which can be instrumental in the creation of antiviral treatments.
Used in DNA Research:
Chrysomycin A is used as a photoactivated cross-linker of DNA to histones, which can aid in understanding the interactions between DNA and proteins, potentially leading to advancements in genetic research and medicine.

InChI:InChI=1/C28H28O9/c1-6-13-9-16-20(18(10-13)34-4)15-11-19(35-5)22-17(29)8-7-14(21(22)23(15)37-27(16)32)24-26(31)28(3,33)25(30)12(2)36-24/h6-12,24-26,29-31,33H,1H2,2-5H3/t12-,24+,25+,26+,28-/m1/s1

Upstream product

• 199858-15-6 1-isopropoxy-10,12-dimethoxy-8-vinyl-6H-naphtho[1,2-b]benzo[d]pyran-6-one 
• 199858-25-8 1-isopropoxy-10,12-dimethoxy-8-trifluoromethanesulfonyl-6H-naphtho[1,2-b]benzo[d]pyran-6-one 
• 184221-86-1 4-bromo-8-methoxynaphthalen-1-ol 
• 1257243-83-6 1-bromo-4-isopropoxy-5-methoxynaphthalene 

Relevant articles and documents

Anti-tuberculosis compound and synthesis method and application thereof

The invention relates to an anti-tuberculosis compound with a general structural formula I shown in the description. The compound shows high inhibitory activity on mycobacterium tuberculosis. The invention further relates to a synthesis method of the anti-tuberculosis compound. In the method, a chemical total synthesis route is adopted; the convergent synthesis route is applicable to chemical synthesis of compounds of similar structures and related derivatives and opens up broad development space of new anti-tuberculosis drugs.