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CHEBI:47544 - loracarbef

ChEBI IDCHEBI:47544
ChEBI Nameloracarbef
Stars
DefinitionA synthetic "carba" analogue of cefaclor, with carbon replacing sulfur at position 1. Used to treat a wide range of infections caused by both gram-positive and gram-negative bacteria.
Last Modified9 February 2018
DownloadsMolfile
FormulaC16H16ClN3O4
Net Charge0
Average Mass349.774
Monoisotopic Mass349.08293
SMILESN[C@@H](C(=O)N[C@@H]1C(=O)N2C(C(=O)O)=C(Cl)CC[C@H]12)c1ccccc1
InChIInChI=1S/C16H16ClN3O4/c17-9-6-7-10-12(15(22)20(10)13(9)16(23)24)19-14(21)11(18)8-4-2-1-3-5-8/h1-5,10-12H,6-7,18H2,(H,19,21)(H,23,24)/t10-,11-,12+/m1/s1
InChIKeyJAPHQRWPEGVNBT-UTUOFQBUSA-N
Roles Classification
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antibacterial drug  A drug used to treat or prevent bacterial infections.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
loracarbef (CHEBI:47544) has role antibacterial drug (CHEBI:36047)
loracarbef (CHEBI:47544) has role antimicrobial agent (CHEBI:33281)
loracarbef (CHEBI:47544) is a carbacephem (CHEBI:55504)
loracarbef (CHEBI:47544) is conjugate acid of loracarbef anion (CHEBI:281056)
loracarbef (CHEBI:47544) is tautomer of loracarbef zwitterion (CHEBI:214480)
Incoming Relation(s)
loracarbef anion (CHEBI:281056) is conjugate base of loracarbef (CHEBI:47544)
loracarbef zwitterion (CHEBI:214480) is tautomer of loracarbef (CHEBI:47544)
IUPAC Names 
(6R,7S)-7-{[(2R)-2-amino-2-phenylacetyl]amino}-3-chloro-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
7β-[(2R)-2-amino-2-phenylacetyl]nitrilo-3-chloro-3,4-didehydrocepham-4-carboxylic acid
INNs  Source
loracarbefChemIDplus
loracarbefumChemIDplus
Synonym  Source
LORACABEFPDBeChem
Manual XrefsDatabases
1603DrugCentral
D08143KEGG DRUG
DB00447DrugBank
EP14476Patent
HMDB0014590HMDB
LORPDBeChem
LSM-5429LINCS
US4708956Patent
Registry NumbersSources
Reaxys:3631282Reaxys
CAS:76470-66-1KEGG DRUG
CAS:76470-66-1ChemIDplus
Citations