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CHEBI:73188 - 6β-({5-[(p-aminophenyl)imino]pentylidene}amino)penicillanic acid

ChEBI IDCHEBI:73188
ChEBI Name6β-({5-[(p-aminophenyl)imino]pentylidene}amino)penicillanic acid
Stars
ASCII Name6beta-({5-[(p-aminophenyl)imino]pentylidene}amino)penicillanic acid
DefinitionPenicillanic acid carrying a (p-aminophenyl)imino]pentylidene}amino substituent at the 6β position. It has been used as a hapten in the production of a generic monoclonal antibody for determining penicillin residues in milk.
Last Modified12 April 2013
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC19H24N4O3S
Net Charge0
Average Mass388.493
Monoisotopic Mass388.15691
SMILES[H]C(CCCC([H])=N[C@@H]1C(=O)N2[C@@H](C(=O)O)C(C)(C)S[C@]12[H])=Nc1ccc(N)cc1
InChIInChI=1S/C19H24N4O3S/c1-19(2)15(18(25)26)23-16(24)14(17(23)27-19)22-11-5-3-4-10-21-13-8-6-12(20)7-9-13/h6-11,14-15,17H,3-5,20H2,1-2H3,(H,25,26)/t14-,15+,17-/m1/s1
InChIKeyBHEVULAQHTXCQV-HLLBOEOZSA-N
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
hapten  Any substance capable of eliciting an immune response only when attached to a large carrier such as a protein. Examples include dinitrophenols; oligosaccharides; peptides; and heavy metals.
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
6β-({5-[(p-aminophenyl)imino]pentylidene}amino)penicillanic acid (CHEBI:73188) has role hapten (CHEBI:59174)
6β-({5-[(p-aminophenyl)imino]pentylidene}amino)penicillanic acid (CHEBI:73188) is a penicillin (CHEBI:17334)
IUPAC Name 
6β-({5-[(4-aminophenyl)imino]pentylidene}amino)-2,2-dimethylpenam-3α-carboxylic acid
Synonyms  Source
hapten 1 PAPAChEBI
6-[(p-hydroxybenzylidene)amino]penicillanic acidChEBI
hapten PAPAChEBI
(2S,5R,6R)-6-({5-[(4-aminophenyl)imino]pentylidene}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidIUPAC
Citations