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InChI=1S/CH4O/c1-2/h2H,1H3
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CHEBI:60639 - amoxicillin diketopiperazine
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ChEBI Ontology
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ChEBI Name
amoxicillin diketopiperazine
ChEBI ID
CHEBI:60639
Definition
A member of the class of 2,5-diketopiperazines obtained via autoaminolysis of amoxicillin.
Stars
This entity has been manually annotated by the ChEBI Team.
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Formula
C16H19N3O5S
Net Charge
0
Average Mass
365.40400
Monoisotopic Mass
365.10454
InChI
InChI=1S/C16H19N3O5S/c1-
16(2)
11(15(23)
24)
19-
14(25-
16)
10-
13(22)
17-
9(12(21)
18-
10)
7-
3-
5-
8(20)
6-
4-
7/h3-
6,9-
11,14,19-
20H,1-
2H3,(H,17,22)
(H,18,21)
(H,23,24)
/t9?,10?,11-
,14+/m0/s1
InChIKey
IIZCCQJEPBWGJU-YXLKDIQASA-N
SMILES
[H][C@]1(N[C@@H](C(O)=O)C(C)(C)S1)C1NC(=O)C(NC1=O)c1ccc(O)cc1
Roles Classification
Chemical Role
(s):
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted base).
(via
oxoacid
)
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
amoxicillin diketopiperazine (
CHEBI:60639
)
has functional parent
amoxicillin (
CHEBI:2676
)
amoxicillin diketopiperazine (
CHEBI:60639
)
has role
allergen (
CHEBI:50904
)
amoxicillin diketopiperazine (
CHEBI:60639
)
is a
2,5-diketopiperazines (
CHEBI:65061
)
amoxicillin diketopiperazine (
CHEBI:60639
)
is a
thiazolidinemonocarboxylic acid (
CHEBI:48875
)
IUPAC Name
(2
R
,4
S
)-
2-
[5-
(4-
hydroxyphenyl)-
3,6-
dioxopiperazin-
2-
yl]-
5,5-
dimethyl-
1,3-
thiazolidine-
4-
carboxylic acid
Synonym
Source
amoxicillin 2,5-diketopiperazine
ChEBI
Citation
Type
Source
19968633
PubMed citation
Europe PMC
Last Modified
12 March 2019