CHEBI:18203 - penicillin N

ChEBI IDCHEBI:18203
ChEBI Namepenicillin N
Stars
Secondary ChEBI IDsCHEBI:7964, CHEBI:14744, CHEBI:25867
Last Modified22 February 2017
DownloadsMolfile
FormulaC14H21N3O6S
Net Charge0
Average Mass359.404
Monoisotopic Mass359.11511
SMILES[H][C@]12SC(C)(C)[C@H](C(=O)O)N1C(=O)[C@H]2NC(=O)CCC[C@@H](N)C(=O)O
InChIInChI=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
InChIKeyMIFYHUACUWQUKT-GPUHXXMPSA-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:
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)
penicillin N (CHEBI:18203) is a penicillin (CHEBI:17334)
penicillin N (CHEBI:18203) is conjugate acid of penicillin N(1−) (CHEBI:58408)
Incoming Relation(s)
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  Source
(2S,5R,6R)-6-[(5R)-5-amino-5-carboxypentanamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acidIUPAC
adicillinChemIDplus
cephalosporin NChemIDplus
Penicillin NKEGG COMPOUND
Manual XrefsDatabases
3421DrugCentral
C00000780KNApSAcK
C06564KEGG COMPOUND
Registry NumbersSources
Beilstein:56934Beilstein
CAS:525-94-0KEGG COMPOUND
CAS:525-94-0ChemIDplus