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CHEBI:55470 - amoxicilloyl-butylamine

ChEBI IDCHEBI:55470
ChEBI Nameamoxicilloyl-butylamine
Stars
DefinitionA monocarboxylic acid amide formed by nucleophilic ring cleavage of the beta-lactam ring of amoxicillin by butylamine.
Last Modified14 November 2016
Submitterzjosephs
DownloadsMolfile
FormulaC20H30N4O5S
Net Charge0
Average Mass438.550
Monoisotopic Mass438.19369
SMILES[H][C@@]1([C@H](NC(=O)[C@H](N)c2ccc(O)cc2)C(=O)NCCCC)N[C@@H](C(=O)O)C(C)(C)S1
InChIInChI=1S/C20H30N4O5S/c1-4-5-10-22-17(27)14(18-24-15(19(28)29)20(2,3)30-18)23-16(26)13(21)11-6-8-12(25)9-7-11/h6-9,13-15,18,24-25H,4-5,10,21H2,1-3H3,(H,22,27)(H,23,26)(H,28,29)/t13-,14-,15+,18-/m1/s1
InChIKeySHISHHBVUCCUJC-ZXFNITATSA-N
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
ChEBI Ontology
Outgoing Relation(s)
amoxicilloyl-butylamine (CHEBI:55470) has functional parent amoxicillin (CHEBI:2676)
amoxicilloyl-butylamine (CHEBI:55470) is a monocarboxylic acid amide (CHEBI:29347)
amoxicilloyl-butylamine (CHEBI:55470) is a thiazolidinemonocarboxylic acid (CHEBI:48875)
amoxicilloyl-butylamine (CHEBI:55470) is conjugate acid of amoxicilloyl-butylamine(1−) (CHEBI:133945)
Incoming Relation(s)
amoxicilloyl-butylamine(1−) (CHEBI:133945) is conjugate base of amoxicilloyl-butylamine (CHEBI:55470)
IUPAC Name 
(2R,4S)-2-[(1R)-1-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-2-(butylamino)-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
Synonyms  Source
AX-BAChEBI
AXO-BAChEBI
Citations