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Bromamphenicol

CAT: 0804-HY-W686760A-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W686760A-02Size:5 mg
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Description
Bromamphenicol (Compound Ib) is a derivative of Chloramphenicol , and exhibits antibacterial activity. Bromamphenicol binds to S50 ribosomal subunit, interfers with the activity of peptidyl transferase, and exhibits inhibitory activity against protein synthesis[1].
CAS Number
17371-30-1
UNSPSC
12352005
Target
Bacterial
Related Pathways
Anti-infection
Applications
COVID-19-immunoregulation
Field of Research
Infection
Smiles
BrC(Br)C(N[C@H](CO)[C@@H](C1=CC=C(C=C1)[N+]([O-])=O)O)=O
Molecular Formula
C11H12Br2N2O5
Molecular Weight
412.03
References & Citations
[1]Telesnina GN, et al., The effect of chloramphenicol analogs on protein biosynthesis in a cell-free Escherichia coli B system. Experientia. 1967 Jun 15;23 (6) :427-8.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Bromamphenicol

structure

CAS Number17371-30-1
PubChem CID25113101
IUPAC Name2,2-dibromo-N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
Molecular FormulaC11H12Br2N2O5
Molecular Weight412.03
XLogP1.4
Topological Polar Surface Area115
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Heavy Atom Count20
Formal Charge0
Complexity342
SMILES
C1=CC(=CC=C1[C@H]([C@@H](CO)NC(=O)C(Br)Br)O)[N+](=O)[O-]
InChI
InChI=1S/C11H12Br2N2O5/c12-10(13)11(18)14-8(5-16)9(17)6-1-3-7(4-2-6)15(19)20/h1-4,8-10,16-17H,5H2,(H,14,18)/t8-,9-/m1/s1
InChIKey
UWOHGNMWBGIRAQ-RKDXNWHRSA-N
Chemical Structure
2D Structure
2D structure of Bromamphenicol
CAS: 17371-30-1
CID: 25113101
Formula: C11H12Br2N2O5
MW: 412.03
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight412.03
XLogP31.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Exact Mass411.90925
Monoisotopic Mass409.91130
Topological Polar Surface Area115 Ų
Heavy Atom Count20
Formal Charge0
Complexity342
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes