CHEBI:61222 - benzylpenicilloic acid

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ChEBI Name benzylpenicilloic acid
ChEBI ID CHEBI:61222
Definition A penicilloic acid where the side-chain N-acyl group is specified as phenylacetyl.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H20N2O5S
Net Charge 0
Average Mass 352.40500
Monoisotopic Mass 352.10929
InChI InChI=1S/C16H20N2O5S/c1-16(2)12(15(22)23)18-13(24-16)11(14(20)21)17-10(19)8-9-6-4-3-5-7-9/h3-7,11-13,18H,8H2,1-2H3,(H,17,19)(H,20,21)(H,22,23)/t11-,12-,13+/m0/s1
InChIKey HCYWNSXLUZRKJX-RWMBFGLXSA-N
SMILES [H][C@]1(N[C@@H](C(O)=O)C(C)(C)S1)[C@H](NC(=O)Cc1ccccc1)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): epitope
The biological role played by a material entity when bound by a receptor of the adaptive immune system. Specific site on an antigen to which an antibody binds.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing benzylpenicilloic acid (CHEBI:61222) has role epitope (CHEBI:53000)
benzylpenicilloic acid (CHEBI:61222) is a penicilloic acid (CHEBI:7968)
benzylpenicilloic acid (CHEBI:61222) is conjugate acid of benzylpenicilloate(1−) (CHEBI:61220)
benzylpenicilloic acid (CHEBI:61222) is conjugate acid of benzylpenicilloate(2−) (CHEBI:63418)
Incoming benzylpenicilloate(1−) (CHEBI:61220) is conjugate base of benzylpenicilloic acid (CHEBI:61222)
benzylpenicilloate(2−) (CHEBI:63418) is conjugate base of benzylpenicilloic acid (CHEBI:61222)
IUPAC Name
(2R,4S)-2-{(R)-carboxy[(phenylacetyl)amino]methyl}-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid
Synonyms Sources
4-carboxy-5,5-dimethyl-alpha-((phenylacetyl)amino)-2-thiazolidineacetic acid ChemIDplus
D-benzylpenicilloic acid ChEBI
Manual Xrefs Databases
C16672 KEGG COMPOUND
PNK PDBeChem
View more database links
Registry Numbers Types Sources
13057-98-2 CAS Registry Number ChemIDplus
95553 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
13761469 PubMed citation Europe PMC
28987997 PubMed citation Europe PMC
3999008 PubMed citation Europe PMC
Last Modified
07 December 2017