Services
Research
Training
Industry
About us
ChEBI
Examples:
iron*
,
InChI=1S/CH4O/c1-2/h2H,1H3
,
caffeine
Advanced
Home
Advanced Search
Browse
Documentation
Download
Tools
About ChEBI
Submit
Contact us
DiNA
Statistics
Entity of the Month
Periodic Table
Ontology
Train online
User Manual
Annotation Manual
Developer Manual
FAQ's
BiNChE
libChEBI
Web Services
ChEBI
> Main
CHEBI:47544 - loracarbef
Main
ChEBI Ontology
Automatic Xrefs
Reactions
Pathways
Models
ChEBI Name
loracarbef
ChEBI ID
CHEBI:47544
Definition
A 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.
Stars
This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download
Molfile
XML
SDF
Find compounds which contain this structure
Find compounds which resemble this structure
Take structure to the Advanced Search
more structures >>
Molfile
Formula
C16H16ClN3O4
Net Charge
0
Average Mass
349.76900
Monoisotopic Mass
349.08293
InChI
InChI=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
InChIKey
JAPHQRWPEGVNBT-UTUOFQBUSA-N
SMILES
N[C@@H](C(=O)N[C@H]1[C@H]2CCC(Cl)=C(N2C1=O)C(O)=O)c1ccccc1
Roles Classification
Biological Role
(s):
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via
heterocyclic antibiotic
)
antibacterial drug
A drug used to treat or prevent bacterial infections.
Application
(s):
antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
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
loracarbef anion (
CHEBI:281056
)
is conjugate base of
loracarbef (
CHEBI:47544
)
loracarbef zwitterion (
CHEBI:214480
)
is tautomer of
loracarbef (
CHEBI:47544
)
IUPAC Names
(6
R
,7
S
)-
7-
{[(2
R
)-
2-
amino-
2-
phenylacetyl]amino}-
3-
chloro-
8-
oxo-
1-
azabicyclo[4.2.0]oct-
2-
ene-
2-
carboxylic acid
7β-[(2
R
)-2-amino-2-phenylacetyl]nitrilo-3-chloro-3,4-didehydrocepham-4-carboxylic acid
INNs
Sources
loracarbef
ChemIDplus
loracarbefum
ChemIDplus
Synonym
Source
LORACABEF
PDBeChem
Manual Xrefs
Databases
1603
DrugCentral
D08143
KEGG DRUG
DB00447
DrugBank
EP14476
Patent
HMDB0014590
HMDB
LOR
PDBeChem
LSM-5429
LINCS
US4708956
Patent
View more database links
Registry Numbers
Types
Sources
3631282
Beilstein Registry Number
Beilstein
3631282
Reaxys Registry Number
Reaxys
76470-66-1
CAS Registry Number
ChemIDplus
76470-66-1
CAS Registry Number
KEGG DRUG
Citations
Types
Sources
1553350
PubMed citation
Europe PMC
1621740
PubMed citation
Europe PMC
1621742
PubMed citation
Europe PMC
29017833
PubMed citation
Europe PMC
8453172
PubMed citation
Europe PMC
9131470
PubMed citation
Europe PMC
Last Modified
09 February 2018