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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:37806 - penicillanic acid
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ChEBI Name
penicillanic acid
ChEBI ID
CHEBI:37806
Definition
A penam that consists of 3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane bearing a carboxy group at position 2 and having (2
S
,5
R
)-configuration.
Stars
This entity has been manually annotated by the ChEBI Team.
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Molfile
Formula
C8H11NO3S
Net Charge
0
Average Mass
201.24388
Monoisotopic Mass
201.04596
InChI
InChI=1S/C8H11NO3S/c1-8(2)6(7(11)12)9-4(10)3-5(9)13-8/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1
InChIKey
RBKMMJSQKNKNEV-RITPCOANSA-N
SMILES
[H][C@@]12CC(=O)N1[C@@H](C(O)=O)C(C)(C)S2
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):
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
penicillanic acid (
CHEBI:37806
)
is a
penicillanic acids (
CHEBI:25865
)
Incoming
(
S
)-2,5,5-trimethylthiazolidine-4-carboxylic acid (
CHEBI:141059
)
has functional parent
penicillanic acid (
CHEBI:37806
)
6-aminopenicillanic acid (
CHEBI:16705
)
has functional parent
penicillanic acid (
CHEBI:37806
)
IUPAC Name
2,2-dimethylpenam-3α-carboxylic acid
Synonyms
Sources
(2
S
,5
R
)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
IUPAC
penicillanic acid
ChemIDplus
Registry Numbers
Types
Sources
4677775
Reaxys Registry Number
Reaxys
87-53-6
CAS Registry Number
ChemIDplus
Last Modified
21 December 2015