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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 6β-({5-[(p-aminophenyl)imino]pentylidene}amino)penicillanic acid
ChEBI ID CHEBI:73188
ChEBI ASCII Name 6beta-({5-[(p-aminophenyl)imino]pentylidene}amino)penicillanic acid
Definition Penicillanic 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C19H24N4O3S
Net Charge 0
Average Mass 388.48400
Monoisotopic Mass 388.15691
InChI InChI=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
InChIKey BHEVULAQHTXCQV-HLLBOEOZSA-N
SMILES [H]C(CCCC([H])=Nc1ccc(N)cc1)=N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@]12[H]
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): 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.
(via penicillin )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via heterocyclic antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(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 acid IUPAC
6-[(p-hydroxybenzylidene)amino]penicillanic acid ChEBI
hapten 1 PAPA ChEBI
hapten PAPA ChEBI
Citation Waiting for Citations Type Source
23452214 PubMed citation Europe PMC
Last Modified
12 April 2013