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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H13N3O6S
Molecular Weight 339.324
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CEPHACETRILE

SMILES

[H][C@]12SCC(COC(C)=O)=C(N1C(=O)[C@H]2NC(=O)CC#N)C(O)=O

InChI

InChIKey=RRYMAQUWDLIUPV-BXKDBHETSA-N
InChI=1S/C13H13N3O6S/c1-6(17)22-4-7-5-23-12-9(15-8(18)2-3-14)11(19)16(12)10(7)13(20)21/h9,12H,2,4-5H2,1H3,(H,15,18)(H,20,21)/t9-,12-/m1/s1

HIDE SMILES / InChI

Molecular Formula C13H13N3O6S
Molecular Weight 339.324
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Cephacetrile, a parenteral cephalosporin, is a broad-spectrum first generation cephalosporin antibiotic effective in Gram-positive and Gram-negative bacterial infections. It works by inhibition of bacterial cell wall synthesis. It attains high serum levels and is excreted quickly via the urine. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, it inhibits the third and last stage of bacterial cell wall synthesis. Cephacetrile was used in the treatment of female pelvic inflammatory disease, meningitis and number of other systemic, respiratory and urinary infections.

Approval Year

Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
122.2 μg/mL
15 mg/kg single, intravenous
dose: 15 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
CEPHACETRILE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
71 μg × h/mL
15 mg/kg single, intravenous
dose: 15 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
CEPHACETRILE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
2 h
15 mg/kg single, intravenous
dose: 15 mg/kg
route of administration: Intravenous
experiment type: SINGLE
co-administered:
CEPHACETRILE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
PubMed

PubMed

TitleDatePubMed
Relationship among plasmids recovered from Staphylococcus aureus, milk leukocytes, and antimicrobial resistance.
2001 Dec
[Antimicrobial sensitivity of coagulase-positive staphylococcal strains isolated from bovine mastitis in the central dairy catchment area of Argentina ].
2002 Jul-Sep
Patents

Patents

Sample Use Guides

In Vivo Use Guide
This pharmacokinetic investigation was based on the determination of serum and urinary levles of cephacetrile in 50 subjects given single intramuscular or intravenous doses of 0.5 or 1 gm of the antibiotic; 30 normal subjects, 10 patients with renal insufficiency, and 10 patients with chronic nephritis undergoing maintenance haemodialysis were included in this study.
Route of Administration: Parenteral
In Vitro Use Guide
The MICs were 0.06 to 0.5 ug/ml for Group A Streptococcus, D. pneumoniae, and Staph. aureus, 4-6 ug/ml for E. coli and Klebsiella-Enterobacter 8-32 ug/ml for Pr. mirabilis and more than 500 ug/ml for Ps. aeruginosa. A few strains of Klebsiella and E. coli had MICs of more than 125 ug/ml.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:18:15 GMT 2023
Edited
by admin
on Fri Dec 15 16:18:15 GMT 2023
Record UNII
FDM21QQ344
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CEPHACETRILE
MI  
Common Name English
CEFACETRILE
INN   WHO-DD  
INN  
Official Name English
Cefacetrile [WHO-DD]
Common Name English
VETRIMAST
Brand Name English
cefacetrile [INN]
Common Name English
CEPHACETRILE [MI]
Common Name English
Classification Tree Code System Code
WHO-VATC QJ51RD34
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
NCI_THESAURUS C357
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
WHO-VATC QJ51DB10
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
WHO-VATC QJ01DB10
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
WHO-ATC J01DB10
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
Code System Code Type Description
PUBCHEM
91562
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
DRUG CENTRAL
524
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
INN
3007
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
EPA CompTox
DTXSID0022779
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
EVMPD
SUB06162MIG
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
CAS
10206-21-0
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
ECHA (EC/EINECS)
233-508-8
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
NCI_THESAURUS
C81037
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
SMS_ID
100000081375
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
MERCK INDEX
m1063
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY Merck Index
FDA UNII
FDM21QQ344
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110602
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
DRUG BANK
DB01414
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
WIKIPEDIA
CEFACETRILE
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
MESH
D002505
Created by admin on Fri Dec 15 16:18:15 GMT 2023 , Edited by admin on Fri Dec 15 16:18:15 GMT 2023
PRIMARY
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