COUMERMYCIN AL

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Names

[ CAS No. ]:
4434-05-3

[ 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...


More Articles

Related Compounds

  • Coumermycin A(2)
  • RARECHEM AL BD 0983
  • RARECHEM AL BP 1306
  • RARECHEM AL BD 1228
  • RARECHEM AL BW 1392
  • RARECHEM AL BA 0070
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 4-[1-({[(furan-2-yl)methyl]carbamoyl}methyl)-2,4-dioxo-1,2,3,4-tetrahydroquinazolin-3-yl]-N-[(2-methoxyphenyl)methyl]butanamide
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine
  • 4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide