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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H27N5O9S3
Molecular Weight 661.726
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CEFCANEL DALOXATE

SMILES

[H][C@]12SCC(CSC3=NN=C(C)S3)=C(N1C(=O)[C@H]2NC(=O)[C@H](OC(=O)[C@H](C)N)C4=CC=CC=C4)C(=O)OCC5=C(C)OC(=O)O5

InChI

InChIKey=AMMYEZPDRKXESR-XHSUIHOPSA-N
InChI=1S/C27H27N5O9S3/c1-12(28)24(35)41-20(15-7-5-4-6-8-15)21(33)29-18-22(34)32-19(25(36)38-9-17-13(2)39-27(37)40-17)16(10-42-23(18)32)11-43-26-31-30-14(3)44-26/h4-8,12,18,20,23H,9-11,28H2,1-3H3,(H,29,33)/t12-,18+,20+,23+/m0/s1

HIDE SMILES / InChI

Molecular Formula C27H27N5O9S3
Molecular Weight 661.726
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Cefcanel is a semisynthetic third-generation cephalosporin with antibacterial activity. Cefcanel is active against the species E. coli, K. aerogenes and Proteus mirabilis; H. influenzae and M. catarrhalis has reasonable susceptibility. Cefcanel inhibits 90% of S. aureus strains at 2 µg/ml, irrespective of the presence of a β-lactamase. Cefcanel 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 PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This results in the weakening of the bacterial cell wall and causes cell lysis.

Approval Year

PubMed

PubMed

TitleDatePubMed
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:28:55 GMT 2023
Edited
by admin
on Fri Dec 15 16:28:55 GMT 2023
Record UNII
D9693UHF82
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CEFCANEL DALOXATE
INN   MART.   WHO-DD  
INN  
Official Name English
Cefcanel daloxate [WHO-DD]
Common Name English
cefcanel daloxate [INN]
Common Name English
CEFCANEL DALOXATE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C357
Created by admin on Fri Dec 15 16:28:55 GMT 2023 , Edited by admin on Fri Dec 15 16:28:55 GMT 2023
Code System Code Type Description
PUBCHEM
179697
Created by admin on Fri Dec 15 16:28:55 GMT 2023 , Edited by admin on Fri Dec 15 16:28:55 GMT 2023
PRIMARY
EVMPD
SUB07382MIG
Created by admin on Fri Dec 15 16:28:55 GMT 2023 , Edited by admin on Fri Dec 15 16:28:55 GMT 2023
PRIMARY
NCI_THESAURUS
C76159
Created by admin on Fri Dec 15 16:28:55 GMT 2023 , Edited by admin on Fri Dec 15 16:28:55 GMT 2023
PRIMARY
EPA CompTox
DTXSID10242838
Created by admin on Fri Dec 15 16:28:55 GMT 2023 , Edited by admin on Fri Dec 15 16:28:55 GMT 2023
PRIMARY
ChEMBL
CHEMBL2304040
Created by admin on Fri Dec 15 16:28:55 GMT 2023 , Edited by admin on Fri Dec 15 16:28:55 GMT 2023
PRIMARY
INN
6293
Created by admin on Fri Dec 15 16:28:55 GMT 2023 , Edited by admin on Fri Dec 15 16:28:55 GMT 2023
PRIMARY
CAS
97275-40-6
Created by admin on Fri Dec 15 16:28:55 GMT 2023 , Edited by admin on Fri Dec 15 16:28:55 GMT 2023
PRIMARY
MESH
C045380
Created by admin on Fri Dec 15 16:28:55 GMT 2023 , Edited by admin on Fri Dec 15 16:28:55 GMT 2023
PRIMARY
FDA UNII
D9693UHF82
Created by admin on Fri Dec 15 16:28:55 GMT 2023 , Edited by admin on Fri Dec 15 16:28:55 GMT 2023
PRIMARY
SMS_ID
100000081814
Created by admin on Fri Dec 15 16:28:55 GMT 2023 , Edited by admin on Fri Dec 15 16:28:55 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY