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Apramycin

Names

[ CAS No. ]:
37321-09-8

[ Name ]:
Apramycin

[Synonym ]:
APRAMYCIN
el857
EINECS 253-460-1
nebramycinfactor2
el-857/820
apralan
ApryMycin
ambylan

Biological Activity

[Description]:

Apramycin(Nebramycin II) is an aminoglycoside antibiotic used in veterinary medicine. IC50 value:Target: Apramycin stands out among aminoglycosides for its mechanism of action which is based on blocking translocation and its ability to bind also to the eukaryotic decoding site despite differences in key residues required for apramycin recognition by the bacterial target. The drug binds in the deep groove of the RNA which forms a continuously stacked helix comprising non-canonical C.A and G.A base pairs and a bulged-out adenine. The binding mode of apramycin at the human decoding-site RNA is distinct from aminoglycoside recognition of the bacterial target, suggesting a molecular basis for the actions of apramycin in eukaryotes and bacteria.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Bacterial
Research Areas >> Infection

[References]

[1]. Apramycin, From Wikipedia


[Related Small Molecules]

Puromycin 2HCl | Geneticin | Tunicamycin | Hygromycin B | Salinomycin | Avibactam sodium | Neomycin sulfate | Vaborbactam | Methicillin SodiuM | Rifampicin | Metronidazole | Carbenicillin disodium | Ceftazidime | Eravacycline dihydrochloride | cefotaxime sodium

Chemical & Physical Properties

[ Density]:
1.56 g/cm3

[ Boiling Point ]:
823ºC at 760 mmHg

[ Molecular Formula ]:
C21H41N5O11

[ Molecular Weight ]:
539.57700

[ Flash Point ]:
451.6ºC

[ Exact Mass ]:
539.28000

[ PSA ]:
283.64000

[ Index of Refraction ]:
1.657

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
WK1970000
CAS REGISTRY NUMBER :
37321-09-8
LAST UPDATED :
198909
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C21-H41-N5-O11
MOLECULAR WEIGHT :
539.67
WISWESSER LINE NOTATION :
T66 BO GOTJ DM1 EQ IZ CO- BT6OTJ CQ DQ EZ F1Q& HO- BL6TJ AZ CQ DQ EZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
280 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
38KLAC "Structure-Activity Relationship among the Semisynthetic Antibiotics," Perlman, D., ed., New York, Academic Press, 1977 Volume(issue)/page/year: -,239,1977

Related Compounds