cefaloram (CHEBI:192380)

CHEBI:192380 - cefaloram

ChEBI ID	CHEBI:192380
ChEBI Name	cefaloram
Stars
Definition	A cephalosporin derivative with potent antibacterial activity which binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division, inactivation of which interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity, resulting in the weakening of the bacterial cell wall and causing cell lysis.
Last Modified	19 July 2022
Submitter	Marcus Ennis
Downloads	Molfile

Formula	C18H18N2O6S
Net Charge	0
Average Mass	390.417
Monoisotopic Mass	390.08856
SMILES	[H][C@]12SCC(COC(C)=O)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)Cc1ccccc1
InChI	InChI=1S/C18H18N2O6S/c1-10(21)26-8-12-9-27-17-14(16(23)20(17)15(12)18(24)25)19-13(22)7-11-5-3-2-4-6-11/h2-6,14,17H,7-9H2,1H3,(H,19,22)(H,24,25)/t14-,17-/m1/s1
InChIKey	GOFCPYKUMJBHBH-RHSMWYFYSA-N

Roles Classification

antibacterial drug A drug used to treat or prevent bacterial infections.

drug allergen Any drug which causes the onset of an allergic reaction.

antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.

antibacterial drug A drug used to treat or prevent bacterial infections.

drug allergen Any drug which causes the onset of an allergic reaction.

ChEBI Ontology

Outgoing Relation(s)
	cefaloram (CHEBI:192380) has role antibacterial drug (CHEBI:36047)
	cefaloram (CHEBI:192380) is a cephalosporin (CHEBI:23066)

IUPAC Name
(6R,7R)-3-[(acetyloxy)methyl]-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Synonyms	Source
3-(Acetoxymethyl)-8-oxo-7-(phenylacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid	ChemIDplus
cephaloram	ChEBI

Citations