CHEBI:18203 - penicillin N

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name penicillin N
ChEBI ID CHEBI:18203
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:14744, CHEBI:7964, CHEBI:25867
Supplier Information
Download Molfile XML SDF
Formula C14H21N3O6S
Net Charge 0
Average Mass 359.39916
Monoisotopic Mass 359.11511
InChI InChI=1S/C14H21N3O6S/c1-14(2)9(13(22)23)17-10(19)8(11(17)24-14)16-7(18)5-3-4-6(15)12(20)21/h6,8-9,11H,3-5,15H2,1-2H3,(H,16,18)(H,20,21)(H,22,23)/t6-,8-,9+,11-/m1/s1
InChIKey MIFYHUACUWQUKT-GPUHXXMPSA-N
SMILES [H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)CCC[C@@H](N)C(O)=O)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): 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 penicillin N (CHEBI:18203) is a penicillin (CHEBI:17334)
penicillin N (CHEBI:18203) is conjugate acid of penicillin N(1−) (CHEBI:58408)
Incoming penicillin N(1−) (CHEBI:58408) is conjugate base of penicillin N (CHEBI:18203)
IUPAC Name
6β-[(5R)-5-amino-5-carboxypentanamido]-2,2-dimethylpenam-3α-carboxylic acid
Synonyms Sources
(2S,5R,6R)-6-[(5R)-5-amino-5-carboxypentanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid IUPAC
adicillin ChemIDplus
cephalosporin N ChemIDplus
Penicillin N KEGG COMPOUND
Manual Xrefs Databases
3421 DrugCentral
C00000780 KNApSAcK
C06564 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
525-94-0 CAS Registry Number ChemIDplus
56934 Beilstein Registry Number Beilstein
Last Modified
22 February 2017