cephapirin (CHEBI:554446)

CHEBI:554446 - cephapirin

ChEBI ID	CHEBI:554446
ChEBI Name	cephapirin
Stars
Definition	A cephalosporin with acetoxymethyl and 2(pyridin-4-ylsulfanyl)acetamido substituents at positions 3 and 7, respectively, of the cephem skeleton. It is used (as its sodium salt) as an antibiotic, being effective against gram-negative and gram-positive organisms.
Secondary ChEBI ID	CHEBI:3544
Last Modified	14 March 2018
Downloads	Molfile

Formula	C17H17N3O6S2
Net Charge	0
Average Mass	423.472
Monoisotopic Mass	423.05588
SMILES	[H][C@]12SCC(COC(C)=O)=C(C(=O)O)N1C(=O)[C@H]2NC(=O)CSc1ccncc1
InChI	InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25)/t13-,16-/m1/s1
InChIKey	UQLLWWBDSUHNEB-CZUORRHYSA-N

Wikipedia

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)
	cephapirin (CHEBI:554446) has role antibacterial drug (CHEBI:36047)
	cephapirin (CHEBI:554446) is a cephalosporin (CHEBI:23066)
	cephapirin (CHEBI:554446) is conjugate acid of cephapirin(1−) (CHEBI:59217)
Incoming Relation(s)
	cephapirin(1−) (CHEBI:59217) is conjugate base of cephapirin (CHEBI:554446)

IUPAC Name
(6R,7R)-3-acetoxymethyl-7-[(pyridin-4-ylsulfanyl)acetamido]-3,4-didehydrocepham-4-carboxylic acid

Synonyms	Source
(6R,7R)-3-(acetoxymethyl)-8-oxo-7-{[(pyridin-4-ylsulfanyl)acetyl]amino}-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid	ChEBI
Cefaprin	DrugBank
Cephapirine	DrugBank
CEPR	KEGG DRUG

Citations