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CHEBI:47691 - O-(4-trifluoroacetamidobenzylphosphonyl)chloramphenicol

ChEBI IDCHEBI:47691
ChEBI NameO-(4-trifluoroacetamidobenzylphosphonyl)chloramphenicol
Stars
ASCII NameO-(4-trifluoroacetamidobenzylphosphonyl)chloramphenicol
DefinitionA C-nitro compound that is a chloramphenicol phosphonate hapten which acts as a transition state analogue for the hydrolysis of chloramphenicol esters mediated by the catalytic antibody 7C8.
Last Modified20 December 2019
DownloadsMolfile
FormulaC20H19Cl2F3N3O8P
Net Charge0
Average Mass588.259
Monoisotopic Mass587.02389
SMILESO=C(N[C@H](CO)[C@H](OP(=O)(O)Cc1ccc(NC(=O)C(F)(F)F)cc1)c1ccc([N+](=O)[O-])cc1)C(Cl)Cl
InChIInChI=1S/C20H19Cl2F3N3O8P/c21-17(22)18(30)27-15(9-29)16(12-3-7-14(8-4-12)28(32)33)36-37(34,35)10-11-1-5-13(6-2-11)26-19(31)20(23,24)25/h1-8,15-17,29H,9-10H2,(H,26,31)(H,27,30)(H,34,35)/t15-,16-/m1/s1
InChIKeyGXXWSSFOFDWOBZ-HZPDHXFCSA-N
Roles Classification
Biological Role:
hapten  Any substance capable of eliciting an immune response only when attached to a large carrier such as a protein. Examples include dinitrophenols; oligosaccharides; peptides; and heavy metals.
ChEBI Ontology
Outgoing Relation(s)
O-(4-trifluoroacetamidobenzylphosphonyl)chloramphenicol (CHEBI:47691) has functional parent chloramphenicol (CHEBI:17698)
O-(4-trifluoroacetamidobenzylphosphonyl)chloramphenicol (CHEBI:47691) has role hapten (CHEBI:59174)
O-(4-trifluoroacetamidobenzylphosphonyl)chloramphenicol (CHEBI:47691) is a C-nitro compound (CHEBI:35716)
O-(4-trifluoroacetamidobenzylphosphonyl)chloramphenicol (CHEBI:47691) is a organochlorine compound (CHEBI:36683)
O-(4-trifluoroacetamidobenzylphosphonyl)chloramphenicol (CHEBI:47691) is a trifluoroacetamide (CHEBI:145723)
IUPAC Name 
(1R,2R)-2-[(dichloroacetyl)amino]-3-hydroxy-1-(4-nitrophenyl)propyl hydrogen {4-[(trifluoroacetyl)amino]benzyl}phosphonate
Manual XrefsDatabases
1CT8PDB
Registry NumbersSources
Reaxys:7326264Reaxys
Citations