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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:3393 - carbenicillin
Main
ChEBI Ontology
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ChEBI Name
carbenicillin
ChEBI ID
CHEBI:3393
Definition
A penicillin antibiotic having a 6β-2-carboxy-2-phenylacetamido side-chain.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C17H18N2O6S
Net Charge
0
Average Mass
378.40070
Monoisotopic Mass
378.08856
InChI
InChI=1S/C17H18N2O6S/c1-
17(2)
11(16(24)
25)
19-
13(21)
10(14(19)
26-
17)
18-
12(20)
9(15(22)
23)
8-
6-
4-
3-
5-
7-
8/h3-
7,9-
11,14H,1-
2H3,(H,18,20)
(H,22,23)
(H,24,25)
/t9?,10-
,11+,14-
/m1/s1
InChIKey
FPPNZSSZRUTDAP-UWFZAAFLSA-N
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(C(O)=O)c1ccccc1)C(O)=O
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Biological Role
(s):
antibacterial drug
A drug used to treat or prevent bacterial infections.
allergen
A chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
(via
penicillin
)
(via
penicillin allergen
)
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via
heterocyclic antibiotic
)
Application
(s):
antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
carbenicillin (
CHEBI:3393
)
has role
antibacterial drug (
CHEBI:36047
)
carbenicillin (
CHEBI:3393
)
is a
penicillin (
CHEBI:17334
)
carbenicillin (
CHEBI:3393
)
is a
penicillin allergen (
CHEBI:88187
)
carbenicillin (
CHEBI:3393
)
is conjugate acid of
carbenicillin(2−) (
CHEBI:51897
)
Incoming
carfecillin (
CHEBI:3414
)
has functional parent
carbenicillin (
CHEBI:3393
)
carbenicillin(2−) (
CHEBI:51897
)
is conjugate base of
carbenicillin (
CHEBI:3393
)
carbenicilloyl group (
CHEBI:55468
)
is substituent group from
carbenicillin (
CHEBI:3393
)
IUPAC Name
6β-(2-carboxy-2-phenylacetamido)-2,2-dimethylpenam-3α-carboxylic acid
INNs
Sources
carbenicilina
DrugBank
carbenicillin
KEGG DRUG
carbenicilline
DrugBank
carbenicillinum
DrugBank
Synonyms
Sources
(2
S
,5
R
,6
R
)-
6-
{[carboxy(phenyl)acetyl]amino}-
3,3-
dimethyl-
7-
oxo-
4-
thia-
1-
azabicyclo[3.2.0]heptane-
2-
carboxylic acid
IUPAC
α-carboxybenzylpencillin
ChemIDplus
α-phenyl(carboxymethylpenicillin)
ChemIDplus
carboxybenzylpenicillin
DrugBank
CBPC
ChEBI
N
-(2-carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-6-yl)-2-phenylmalonamic acid
ChemIDplus
Manual Xrefs
Databases
492
DrugCentral
C06869
KEGG COMPOUND
Carbenicillin
Wikipedia
D07614
KEGG DRUG
DB00578
DrugBank
HMDB0014717
HMDB
US3142673
Patent
View more database links
Registry Numbers
Types
Sources
1230663
Reaxys Registry Number
Reaxys
4697-36-3
CAS Registry Number
KEGG COMPOUND
4697-36-3
CAS Registry Number
ChemIDplus
Citations
Types
Sources
12569987
PubMed citation
Europe PMC
22648337
PubMed citation
Europe PMC
6176550
PubMed citation
Europe PMC
Last Modified
07 March 2019