CHEBI:3543 - cephamycin C

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ChEBI Name cephamycin C
ChEBI ID CHEBI:3543
Definition One of three naturally occurring cephamycin antibiotics, differing from the A and B forms in its carbamoyloxymethyl substituent at C-3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H22N4O9S
Net Charge 0
Average Mass 446.43200
Monoisotopic Mass 446.11075
InChI InChI=1S/C16H22N4O9S/c1-28-16(19-9(21)4-2-3-8(17)11(22)23)13(26)20-10(12(24)25)7(5-29-15(18)27)6-30-14(16)20/h8,14H,2-6,17H2,1H3,(H2,18,27)(H,19,21)(H,22,23)(H,24,25)/t8-,14-,16+/m1/s1
InChIKey LXWBXEWUSAABOA-VXSYNFHWSA-N
SMILES [H][C@]12SCC(COC(N)=O)=C(N1C(=O)[C@]2(NC(=O)CCC[C@@H](N)C(O)=O)OC)C(O)=O
Roles Classification
Biological Role(s): 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 cephamycin C (CHEBI:3543) is a cephamycin (CHEBI:55429)
IUPAC Names
3-[(carbamoyloxy)methyl]-7α-methoxy-7β-[(5R)-5-amino-5-carboxypentanamido]-3,4-didehydrocepham-4-carboxylic acid
7-[(5-amino-5-carboxypentanoyl)amino]-3-[(carbamoyloxy)methyl]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Synonyms Sources
(6R,7S)-3-[[(aminocarbonyl)oxy]methyl]-7α-[[(R)-5-amino-5-carboxy-1-oxopentyl]amino]-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid ChEBI
A 16886B ChemIDplus
A-16886B ChemIDplus
A16886B ChEBI
antibiotic 842A ChEBI
antibiotic A-16886B ChEBI
antibiotic A-16886I ChEBI
antibiotic WS-3442C ChEBI
Cephamycin C KEGG COMPOUND
cephemimycin ChEBI
Manual Xref Database
C06566 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
38429-35-5 CAS Registry Number ChemIDplus
5406186 Beilstein Registry Number Beilstein
Citation Waiting for Citations Type Source
7419473 PubMed citation Europe PMC
Last Modified
28 July 2014