4434-05-3

Basic information

• Product Name: COUMERMYCIN A1
• Synonyms: coumamycin;coumermycins;iyl)bis(carbonylimino))bis(7-((5,5-di-c-methyl-4-o-methyl-alpha-l-lyxopyranosy;l)oxy)-4-hydroxy-8-methylcoumarin);notomycina1;pyrrole-2-carboxylicacid,5-methyl-,diesterwith3,3’-((3-methylpyrrole-2,4-d;COUMERMYCIN A1;Coumermycin
• CAS NO: 4434-05-3
• Molecular Formula: C55H59N5O20
• Molecular Weight: 1110.08
• Product Categories: Antibiotics;Antibiotics A to;Antibiotics A-FAntibiotics;Antibiotics by Application;Chemical Structure Class;Coumarin-glycosidesAntibiotics;Genetic Marker SelectionAntibiotics;Inhibits an EnzymeAntibiotics;Interferes with DNA Synthesis;Mechanism of Action
• Mol File: 4434-05-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 259°C (rough estimate)
• Boiling Point: 821.5°C (rough estimate)
• Appearance: /
• Density: 1.1866 (rough estimate)
• Refractive Index: 1.7210 (estimate)
• Solubility: DMSO: 50 mg/mL, clear, faintly yellow
• PKA: pKa 6.0±0.02(H2O ) (Uncertain)
• BRN: 470805
• CAS DataBase Reference: COUMERMYCIN A1(CAS DataBase Reference)
• NIST Chemistry Reference: COUMERMYCIN A1(4434-05-3)
• EPA Substance Registry System: COUMERMYCIN A1(4434-05-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36
• WGK Germany: 3
• RTECS: UX9375000
• F: 10-21
• Hazardous Substances Data: 4434-05-3(Hazardous Substances Data)

Usage

Description

COUMERMYCIN A1 is a hydroxycoumarin antibiotic derived from Streptomyces rishiriensis. It is characterized by its potent antibacterial and anticancer properties, making it a valuable compound in the pharmaceutical and medical fields.

Uses

Used in Pharmaceutical Industry:
COUMERMYCIN A1 is used as an antibiotic for its potent antibacterial activity against various pathogens. It is particularly effective in treating infections caused by drug-resistant bacteria due to its unique mode of action.
Used in Anticancer Applications:
COUMERMYCIN A1 is used as an anticancer agent, targeting and inhibiting the growth of cancer cells. Its potent anticancer activity makes it a promising candidate for the development of new cancer therapies and the improvement of existing treatment options.
Used in Drug Development:
COUMERMYCIN A1 serves as a valuable compound in the development of new drugs, particularly in the fields of antibacterial and anticancer therapies. Its unique properties and mechanisms of action provide a foundation for the creation of novel pharmaceuticals with improved efficacy and reduced side effects.

InChI:InChI=1/C55H59N5O20/c1-21-12-16-29(57-21)48(67)77-42-38(63)52(79-54(6,7)44(42)71-10)73-31-18-14-26-36(61)34(50(69)75-40(26)24(31)4)59-46(65)28-20-56-33(23(28)3)47(66)60-35-37(62)27-15-19-32(25(5)41(27)76-51(35)70)74-53-39(64)43(45(72-11)55(8,9)80-53)78-49(68)30-17-13-22(2)58-30/h12-20,38-39,42-45,52-53,56-58,61-64H,1-11H3,(H,59,65)(H,60,66)/t38-,39-,42+,43+,44-,45-,52-,53-/m1/s1

Upstream product

• 3780-41-4 3-methyl-1H-pyrrole-2,4-dicarboxylic acid 
• 25936-59-8 5-Methyl-1H-pyrrole-2-carboxylic acid (3R,4S,5R,6R)-6-(3-amino-4-hydroxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester 
• 3757-53-7 5-methyl-1H-pyrrole-2-carboxylic acid 
• 3284-51-3 ethyl 5-methyl-1H-pyrrole-2-carboxylate 
• 303-81-1 novobiocin 
• 3780-28-7 3-(5-methyl-1H-pyrrole-2-carboxylate) of 6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranose 
• 245729-77-5 5-methyl-1H-pyrrole-2-carboxylic acid 6-(4-benzhydryloxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-5-hydroxy-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester 
• 251354-68-4 5-methyl-1H-pyrrole-2-carboxylic anhydride 
• 374749-50-5 (6R,7R,7aR)-6-methoxy-2,2,5,5-tetramethyltetrahydro-3aH-[1,3]dioxolo[4,5-b]pyran-7-ol 
• 374749-49-2 Carbamic acid (3aR,6R,7R,7aR)-6-methoxy-2,2,5,5-tetramethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester 
• 519014-54-1 di-tert-butyl 3-methyl-1H-pyrrole-2,4-dicarboxylate 
• 13079-35-1 5-methyl-1H-pyrrole-2-carboxylic acid 5-hydroxy-6-(4-hydroxy-8-methyl-2-oxo-2H-chromen-7-yloxy)-3-methoxy-2,2-dimethyl-tetrahydro-pyran-4-yl ester 
• 374749-51-6 5-Methyl-1H-pyrrole-2-carboxylic acid (3aR,6R,7R,7aR)-6-methoxy-2,2,5,5-tetramethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester 

Downstream Products

• 116635-21-3 5-{2-Hydroxy-4-[(2R,3R,4S,5R)-3-hydroxy-5-methoxy-6,6-dimethyl-4-(5-methyl-1H-pyrrole-2-carbonyloxy)-tetrahydro-pyran-2-yloxy]-3-methyl-phenyl}-2-methyl-oxazole-4-carboxylic acid methyl ester 

Relevant articles and documents

Synthesis of coumermycin A1

A concise synthesis of the antibiotic coumermycin A1, a natural product isolated from streptomyces, was achieved. In a key step, a selectively protected noviose sugar was prepared from novobiocin through a transglycosylation reaction with aceto