Bicyclomycin
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Bicyclomycin
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CAS No:
38129-37-2
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Formula:
C12H18N2O7
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Chemical Name:
Bicyclomycin
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Synonyms:
2-Oxa-7,9-diazabicyclo[4.2.2]decane-8,10-dione,6-hydroxy-5-methylene-1-[(1S,2S)-1,2,3-trihydroxy-2-methylpropyl]-,(1S,6R)-;Bicyclomycin;2-Oxa-7,9-diazabicyclo[4.2.2]decane,bicyclomycin deriv.;(1S,6R)-6-Hydroxy-5-methylene-1-[(1S,2S)-1,2,3-trihydroxy-2-methylpropyl]-2-oxa-7,9-diazabicyclo[4.2.2]decane-8,10-dione;Antibiotic 5879;[1S-[1α,1(1R*,2R*),6β]]-6-Hydroxy-5-methylene-1-(1,2,3-trihydroxy-2-methylpropyl)-2-oxa-7,9-diazabicyclo[4.2.2]decane-8,10-dione;2-Oxa-7,9-diazabicyclo[4.2.2]decane-8,10-dione,6-hydroxy-5-methylene-1-(1,2,3-trihydroxy-2-methylpropyl)-,[1S-[1α,1(1R*,2R*),6β]]-;Bicozamycin;Antibiotic WS 4545;37134-32-0;37368-76-6;39297-45-5
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CAS No:
Description
ChEBI: A commercially important azabicyclic antibiotic obtained from Streptomyces sapporonensis. It inhibits the Rho protein of E. coli.
Bicozamycin is a commercially important azabicyclic antibiotic obtained from Streptomyces sapporonensis. It inhibits the Rho protein of E. coli. It has a role as an antibacterial agent, an antiinfective agent and an antidiarrhoeal drug. It is an azabicycloalkane and a bridged compound.
Characteristics
148.35000
1.57g/cm3
188 °C
786.6ºC at 760 mmHg
429.5ºC
1.632
0.64 M
LD50 in mice: >4 g/kg (Williams, Durham)
D23 +63.5° (methanol)
Safety Information
|Danger|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory.
Drug Information
Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)|Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)|Miscellaneous agents found useful in the symptomatic treatment of diarrhea. They have no effect on the agent(s) that cause diarrhea, but merely alleviate the condition. (See all compounds classified as Antidiarrheals.)
bicozamycin
Bicyclomycin Use and Manufacturing
Bicyclomycin is a polar metabolite first isolated from Streptomyces sapporonensis in 1972. The selective Gram negative profile of bicyclomycin is rare among Streptomyces metabolites. The primary site of action for bicyclomycin is thought to be the rho transcription termination factor.
Computed Properties
Molecular Weight:302.28
XLogP3:-2.9
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:302.11140092
Monoisotopic Mass:302.11140092
Topological Polar Surface Area:148
Heavy Atom Count:21
Complexity:510
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes