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> Main
CHEBI:9391 - talampicillin
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ChEBI Ontology
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ChEBI Name
talampicillin
ChEBI ID
CHEBI:9391
Definition
A penicillanic acid ester that is the 1-phthalidyl ester of ampicillin. It is a prodrug of ampicillin.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C24H23N3O6S
Net Charge
0
Average Mass
481.52100
Monoisotopic Mass
481.13076
InChI
InChI=1S/C24H23N3O6S/c1-
24(2)
17(22(31)
33-
23-
14-
11-
7-
6-
10-
13(14)
21(30)
32-
23)
27-
19(29)
16(20(27)
34-
24)
26-
18(28)
15(25)
12-
8-
4-
3-
5-
9-
12/h3-
11,15-
17,20,23H,25H2,1-
2H3,(H,26,28)
/t15-
,16-
,17+,20-
,23?/m1/s1
InChIKey
SOROUYSPFADXSN-SUWVAFIASA-N
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)c1ccccc1)C(=O)OC1OC(=O)c2ccccc12
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
)
Application
(s):
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
talampicillin (
CHEBI:9391
)
has functional parent
o
-phthalaldehydic acid (
CHEBI:495639
)
talampicillin (
CHEBI:9391
)
has functional parent
ampicillin (
CHEBI:28971
)
talampicillin (
CHEBI:9391
)
has role
prodrug (
CHEBI:50266
)
talampicillin (
CHEBI:9391
)
is a
penicillanic acid ester (
CHEBI:51212
)
Incoming
talampicillin hydrochloride (
CHEBI:34993
)
has functional parent
talampicillin (
CHEBI:9391
)
IUPAC Name
3-
oxo-
1,3-
dihydro-
2-
benzofuran-
1-
yl (2
S
,5
R
,6
R
)-
6-
{[(2R)-
2-
amino-
2-
phenylacetyl]amino}-
3,3-
dimethyl-
7-
oxo-
4-
thia-
1-
azabicyclo[3.2.0]heptane-
2-
carboxylate
Synonym
Source
Talampicillin
KEGG COMPOUND
Manual Xrefs
Databases
2554
DrugCentral
C11751
KEGG COMPOUND
C13978
KEGG COMPOUND
D02201
KEGG DRUG
D08557
KEGG DRUG
DE228012
Patent
LSM-1304
LINCS
US3860579
Patent
US3951954
Patent
View more database links
Registry Number
Type
Source
47747-56-8
CAS Registry Number
KEGG COMPOUND
Citations
Types
Sources
12026108
PubMed citation
Europe PMC
1253699
PubMed citation
Europe PMC
29017833
PubMed citation
Europe PMC
328109
PubMed citation
Europe PMC
776328
PubMed citation
Europe PMC
974505
PubMed citation
Europe PMC
Last Modified
14 March 2018