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

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ChEBI Name O-(4-trifluoroacetamidobenzylphosphonyl)chloramphenicol
ChEBI ID CHEBI:47691
ChEBI ASCII Name O-(4-trifluoroacetamidobenzylphosphonyl)chloramphenicol
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C20H19Cl2F3N3O8P
Net Charge 0
Average Mass 588.250
Monoisotopic Mass 587.02389
InChI InChI=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
InChIKey GXXWSSFOFDWOBZ-HZPDHXFCSA-N
SMILES C1=C([C@H]([C@H](NC(C(Cl)Cl)=O)CO)OP(CC2=CC=C(C=C2)NC(C(F)(F)F)=O)(=O)O)C=CC(=C1)[N+]([O-])=O
Roles Classification
Biological Role(s): 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.
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ChEBI Ontology
Outgoing 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 Xref Database
1CT8 PDB
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Registry Numbers Types Sources
7326264 Beilstein Registry Number Beilstein
7326264 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
17428500 PubMed citation Europe PMC
Last Modified
20 December 2019