CHEBI:17698 - chloramphenicol

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ChEBI Name chloramphenicol
Definition An organochlorine compound that is dichloro-substituted acetamide containing a nitrobenzene ring, an amide bond and two alcohol functions.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:13965, CHEBI:47327, CHEBI:3603, CHEBI:23106, CHEBI:23108
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Formula C11H12Cl2N2O5
Net Charge 0
Average Mass 323.130
Monoisotopic Mass 322.01233
InChI InChI=1S/C11H12Cl2N2O5/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
SMILES C1=C([C@H]([C@H](NC(C(Cl)Cl)=O)CO)O)C=CC(=C1)[N+]([O-])=O
Metabolite of Species Details
Mycoplasma genitalium (NCBI:txid2097) Binds L16 protein of the 50S ribosomal subunit and inhibits amino acid transfer to growing peptide chains See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
antibacterial drug
A drug used to treat or prevent bacterial infections.
Mycoplasma genitalium metabolite
Any bacterial metabolite produced during a metabolic reaction in Mycoplasma genitalium.
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
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ChEBI Ontology
Outgoing chloramphenicol (CHEBI:17698) has role Escherichia coli metabolite (CHEBI:76971)
chloramphenicol (CHEBI:17698) has role Mycoplasma genitalium metabolite (CHEBI:131604)
chloramphenicol (CHEBI:17698) has role antibacterial drug (CHEBI:36047)
chloramphenicol (CHEBI:17698) has role antimicrobial agent (CHEBI:33281)
chloramphenicol (CHEBI:17698) has role geroprotector (CHEBI:176497)
chloramphenicol (CHEBI:17698) has role protein synthesis inhibitor (CHEBI:48001)
chloramphenicol (CHEBI:17698) is a C-nitro compound (CHEBI:35716)
chloramphenicol (CHEBI:17698) is a carboxamide (CHEBI:37622)
chloramphenicol (CHEBI:17698) is a diol (CHEBI:23824)
chloramphenicol (CHEBI:17698) is a organochlorine compound (CHEBI:36683)
Incoming O-(4-trifluoroacetamidobenzylphosphonyl)chloramphenicol (CHEBI:47691) has functional parent chloramphenicol (CHEBI:17698)
O3-(2-L-lysino-2-oxoethyl)-O1-[4-(trifluoroacetamido)benzylcarbonyl]chloramphenicol (CHEBI:63766) has functional parent chloramphenicol (CHEBI:17698)
chloramphenicol 3-acetate (CHEBI:16730) has functional parent chloramphenicol (CHEBI:17698)
chloramphenicol palmitate (CHEBI:3605) has functional parent chloramphenicol (CHEBI:17698)
INNs Sources
chloramphenicol WHO MedNet
chloramphénicol WHO MedNet
chloramphenicolum WHO MedNet
cloramfenicol WHO MedNet
Synonyms Sources
(−)-chloramphenicol ChEBI
Chloramphenicol KEGG COMPOUND
chloramphenicol UniProt
chlornitromycin ChEBI
D-(−)-2,2-dichloro-N-(β-hydroxy-α-(hydroxymethyl)-p-nitrophenylethyl)acetamide ChemIDplus
D-(−)-threo-1-p-nitrophenyl-2-dichloroacetylamino-1,3-propanediol ChemIDplus
laevomycetinum ChemIDplus
levomicetina ChemIDplus
levomycetin ChemIDplus
Brand Names Sources
Amphicol KEGG DRUG
Chloramex ChemIDplus
Chlorocid ChemIDplus
Chlorocol ChemIDplus
Chloromycetin ChemIDplus
Econochlor KEGG DRUG
Fenicol ChemIDplus
Globenicol ChemIDplus
Halomycetin ChemIDplus
Oleomycetin ChemIDplus
Sificetina ChemIDplus
Manual Xrefs Databases
1835 VSDB
5744 ChemSpider
589 DrugCentral
chloramphenicol Alan Wood's Pesticides
Chloramphenicol Wikipedia
DB00446 DrugBank
GB795131 Patent
GB796901 Patent
HMDB0014589 HMDB
US2483871 Patent
US2483884 Patent
US2483892 Patent
US2839577 Patent
View more database links
Registry Numbers Types Sources
2225532 Beilstein Registry Number Beilstein
56-75-7 CAS Registry Number NIST Chemistry WebBook
56-75-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11468347 PubMed citation Europe PMC
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23698443 PubMed citation Europe PMC
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Last Modified
23 September 2021