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> Main
CHEBI:52060 - metampicillin
Main
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ChEBI Name
metampicillin
ChEBI ID
CHEBI:52060
Definition
A penicillin compound having a 6β-(2
R
)-2-(methylideneamino)-2-phenylacetamido side-group.
Stars
This entity has been manually annotated by the ChEBI Team.
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Wikipedia
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Read full article at Wikipedia
Formula
C17H19N3O4S
Net Charge
0
Average Mass
361.41500
Monoisotopic Mass
361.10963
InChI
InChI=1S/C17H19N3O4S/c1-
17(2)
12(16(23)
24)
20-
14(22)
11(15(20)
25-
17)
19-
13(21)
10(18-
3)
9-
7-
5-
4-
6-
8-
9/h4-
8,10-
12,15H,3H2,1-
2H3,(H,19,21)
(H,23,24)
/t10-
,11-
,12+,15-
/m1/s1
InChIKey
FZECHKJQHUVANE-MCYUEQNJSA-N
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N=C)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):
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
)
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
metampicillin (
CHEBI:52060
)
is a
penicillin (
CHEBI:17334
)
metampicillin (
CHEBI:52060
)
is a
penicillin allergen (
CHEBI:88187
)
metampicillin (
CHEBI:52060
)
is conjugate acid of
metampicillin(1−) (
CHEBI:52062
)
Incoming
metampicillin(1−) (
CHEBI:52062
)
is conjugate base of
metampicillin (
CHEBI:52060
)
IUPAC Name
6β-
[(2
R
)-
2-
(methylideneamino)-
2-
phenylacetamido]-
2,2-
dimethylpenam-
3α-
carboxylic acid
INN
Source
metampicillin
KEGG DRUG
Synonyms
Sources
(2
S
,5
R
,6
R
)-
3,3-
dimethyl-
6-
{[(2
R
)-
2-
(methylideneamino)-
2-
phenylacetyl]amino}-
7-
oxo-
4-
thia-
1-
azabicyclo[3.2.0]heptane-
2-
carboxylic acid
IUPAC
6β-[(2
R
)-2-(methylideneamino)-2-phenylacetamido]penicillanic acid
ChEBI
Manual Xrefs
Databases
1718
DrugCentral
BE661232
Patent
D07234
KEGG DRUG
GB1081093
Patent
LSM-15186
LINCS
Metampicillin
Wikipedia
View more database links
Registry Number
Type
Source
6489-97-0
CAS Registry Number
KEGG DRUG
Citations
Types
Sources
12569987
PubMed citation
Europe PMC
349485
PubMed citation
Europe PMC
4556172
PubMed citation
Europe PMC
4574199
PubMed citation
Europe PMC
4775221
PubMed citation
Europe PMC
5439760
PubMed citation
Europe PMC
5564953
PubMed citation
Europe PMC
Last Modified
11 March 2019