CHEBI:60912 - amoxicilloic acid

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ChEBI Name amoxicilloic acid
ChEBI ID CHEBI:60912
Definition A thiazolidinemonocarboxylic acid obtained via hydrolysis of the β-lactam ring of amoxicillin.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C16H21N3O6S
Net Charge 0
Average Mass 383.41900
Monoisotopic Mass 383.11511
InChI InChI=1S/C16H21N3O6S/c1-16(2)11(15(24)25)19-13(26-16)10(14(22)23)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,13,19-20H,17H2,1-2H3,(H,18,21)(H,22,23)(H,24,25)/t9-,10+,11+,13-/m1/s1
InChIKey LHHKJQFIKHAUIA-MPPDQPJWSA-N
SMILES [H][C@]1(N[C@@H](C(O)=O)C(C)(C)S1)[C@H](NC(=O)[C@H](N)c1ccc(O)cc1)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing amoxicilloic acid (CHEBI:60912) has role allergen (CHEBI:50904)
amoxicilloic acid (CHEBI:60912) is a thiazolidinemonocarboxylic acid (CHEBI:48875)
amoxicilloic acid (CHEBI:60912) is conjugate acid of amoxicilloate (CHEBI:133943)
Incoming amoxicilloate (CHEBI:133943) is conjugate base of amoxicilloic acid (CHEBI:60912)
IUPAC Name
(2R,4S)-2-[(R)-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}(carboxy)methyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
Registry Number Type Source
5648314 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
18163566 PubMed citation Europe PMC
19968633 PubMed citation Europe PMC
27731424 PubMed citation Europe PMC
7226294 PubMed citation Europe PMC
8021801 PubMed citation Europe PMC
Last Modified
12 March 2019