COUMERMYCIN AL

Suppliers

Names

[ Name ]:
COUMERMYCIN AL

[Synonym ]:
coumamycin
l)oxy)-4-hydroxy-8-methylcoumarin)
Sugordomycin D-la
Coumermycin
Cumamycin
coumermycins
notomycina1
COUMERMYCIN A1
Notomycin

Chemical & Physical Properties

[ Molecular Formula ]:
C₅₅H₅₉N₅O₂₀

[ Molecular Weight ]:
1110.08000

[ Exact Mass ]:
1109.38000

[ PSA ]:
354.89000

[ LogP ]:
5.71790

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UX9375000

CHEMICAL NAME :: Pyrrole-2-carboxylic acid, 5-methyl-, diester with 3,3'-((3-methylpyrrole-2,4-diyl) bis(carbonylimino))bis(7-((5,5-di-C-methyl-4-O-methyl -alpha-L-lyxopyranosy l)oxy)-4-hydroxy -8-methylcoumarin)

CAS REGISTRY NUMBER :: 4434-05-3

LAST UPDATED :: 199612

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C55-H59-N5-O20

MOLECULAR WEIGHT :: 1110.19

WISWESSER LINE NOTATION :: T66 BOVJ EQ J1 IO- FT6OTJ B1 B1 CO1 EQ DOV- BT5MJ E1&& DMV- DT5M BUTJ C1 BVM- DT66 BOVJ EQ J1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 159 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 25 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Escherichia coli

DOSE/DURATION :: 200 mg/L

REFERENCE :: NATUAS Nature. (Nature Subscription Dept., POB 1018, Manasguan, NJ 08736) V.1- 1869- Volume(issue)/page/year: 271,385,1978

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
22

[ Safety Phrases ]:
36

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
UX9375000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

3-Methyl-1H-pyrrole-2,4-dicarboxylic acid
5-Methyl-1H-pyrrole-2-carboxylic acid
Ethyl 5-methyl-1H-pyrrole-2-carboxylate
Novobiocin
3-(5-methyl-1H-pyrrole-2-carboxylate) of 6-deoxy-5-C-methyl-4-O-methyl-L-lyxo-hexopyranose
(3R,4S,5R,6R)-6-((4-(benzhydryloxy)-8-methyl-2-oxo-2H-chromen-7-yl)oxy)-5-hydroxy-3-methoxy-2,2-dimethyltetrahydro-2H-pyran-4-yl 5-methyl-1H-pyrrole-2-carboxylate
5-methyl-1H-pyrrole-2-carboxylic anhydride
noviose 1,2-acetonide
(3aR,6R,7R,7aR)-6-methoxy-2,2,5,5-tetramethyltetrahydro-3aH-[1,3]dioxolo[4,5-b]pyran-7-yl carbamate

DownStream

Articles

Multiplexing interactions to control antibiotic release from cyclodextrin hydrogels.

Macromol. Biosci. 11(11) , 1544-52, (2011)

A new strategy for affinity-based drug delivery by modification of the drug rather than modification of the device is presented. Rifampin is modified to contain either one or two PEG-adamantane arms, ...

Aminocoumarins inhibit osteoclast differentiation and bone resorption via downregulation of nuclear factor of activated T cells c1.

Biochem. Pharmacol. 85(3) , 417-25, (2013)

Aminocoumarins, such as coumermycin A1 and novobiocin, are natural products of streptomycetes. They are potent inhibitors of bacterial DNA gyrase and are used to suppress the growth of bacteria in inf...

Modulation of chaperone function and cochaperone interaction by novobiocin in the C-terminal domain of Hsp90: evidence that coumarin antibiotics disrupt Hsp90 dimerization.

J. Biol. Chem. 281 , 7161-7171, (2006)

The C-terminal domain of Hsp90 displays independent chaperone activity, mediates dimerization, and contains the MEEVD motif essential for interaction with tetratricopeptide repeat-containing immunophi...