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CHEBI:63200 - N2-[(R)-2-amino-2-(4-hydroxyphenyl)acetyl]-N-butyl-L-serinamide

ChEBI IDCHEBI:63200
ChEBI NameN2-[(R)-2-amino-2-(4-hydroxyphenyl)acetyl]-N-butyl-L-serinamide
Stars
ASCII NameN(2)-[(R)-2-amino-2-(4-hydroxyphenyl)acetyl]-N-butyl-L-serinamide
DefinitionA dipeptide consisting of N-butyl-L-serinamide having an (R)-2-amino-2-(4-hydroxyphenyl)acetyl residue attached to its α-amino nitrogen. A synthetic determinant of cefadroxil, it is a promising tool for determining in vitro cross-reactivity to cefadroxil in amoxicillin-allergic patients.
Last Modified12 January 2021
SubmitterSteve
DownloadsMolfile
FormulaC15H23N3O4
Net Charge0
Average Mass309.366
Monoisotopic Mass309.16886
SMILESCCCCNC(=O)[C@H](CO)NC(=O)[C@H](N)c1ccc(O)cc1
InChIInChI=1S/C15H23N3O4/c1-2-3-8-17-14(21)12(9-19)18-15(22)13(16)10-4-6-11(20)7-5-10/h4-7,12-13,19-20H,2-3,8-9,16H2,1H3,(H,17,21)(H,18,22)/t12-,13+/m0/s1
InChIKeyKYIHERVMDNDRBE-QWHCGFSZSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
ChEBI Ontology
Outgoing Relation(s)
N2-[(R)-2-amino-2-(4-hydroxyphenyl)acetyl]-N-butyl-L-serinamide (CHEBI:63200) has parent hydride Gly-Ser (CHEBI:73516)
N2-[(R)-2-amino-2-(4-hydroxyphenyl)acetyl]-N-butyl-L-serinamide (CHEBI:63200) is a L-serine derivative (CHEBI:84135)
N2-[(R)-2-amino-2-(4-hydroxyphenyl)acetyl]-N-butyl-L-serinamide (CHEBI:63200) is a dipeptide (CHEBI:46761)
IUPAC Name 
N2-[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]-N-butyl-L-serinamide
Synonyms  Source
HOPhG-Ser-BuChEBI
2-[4-(HO)-C6H4]-Gly-SerNHBuChEBI
(αR)-α-amino-N-[(1S)-2-(butylamino)-1-(hydroxymethyl)-2-oxoethyl]-4-hydroxybenzeneacetamideChEBI
Citations