CHEBI:60639 - amoxicillin diketopiperazine

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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.
Supplier Information
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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 (Bronsted base).
(via oxoacid )
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted 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
(2R,4S)-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 Waiting for Citations Type Source
19968633 PubMed citation Europe PMC
Last Modified
12 March 2019