Preferred Name

cephapirin

Synonyms

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

cefapirinum

cefapirina

cefapirine

CEPR

Cephapirine

Cefaprin

(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

cefapirin

Definitions

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.

ID

http://purl.obolibrary.org/obo/CHEBI_554446

charge

0

database_cross_reference

Drug_Central:575

HMDB:HMDB0030451

HMDB:HMDB0015270

PMID:24224523

KEGG:D07636

Beilstein:4031996

Reaxys:4031966

VSDB:1845

PMID:19246140

Wikipedia:Cephapirin

CAS:21593-23-7

DrugBank:DB01139

PMID:2083978

PMID:23948762

PMID:29017833

KEGG:C06896

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.

formula

C17H17N3O6S2

has role

http://purl.obolibrary.org/obo/CHEBI_36047

has_alternative_id

CHEBI:3544

has_exact_synonym

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

has_obo_namespace

chebi_ontology

has_related_synonym

cefapirinum

cefapirina

cefapirine

CEPR

Cephapirine

Cefaprin

(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

cefapirin

id

CHEBI:554446

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

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

is conjugate acid of

http://purl.obolibrary.org/obo/CHEBI_59217

label

cephapirin

mass

423.46300

monoisotopicmass

423.05588

notation

CHEBI:554446

prefLabel

cephapirin

smiles

[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CSc1ccncc1)C(O)=O

treeView

http://purl.obolibrary.org/obo/CHEBI_23066

subClassOf

http://purl.obolibrary.org/obo/CHEBI_23066

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