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
SMILES
C[C@H](N)C(=O)O[C@@H](C(=O)N[C@H]1[C@H]2SCC(CSC3=NN=C(C)S3)=C(N2C1=O)C(=O)OCC4=C(C)OC(=O)O4)C5=CC=CC=C5
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
| 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
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:29:11 GMT 2025
by
admin
on
Mon Mar 31 18:29:11 GMT 2025
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| Record UNII |
D9693UHF82
|
| Record Status |
Validated (UNII)
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| Record Version |
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-
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| Name | Type | Language | ||
|---|---|---|---|---|
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Official Name | English | ||
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Preferred Name | English | ||
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Common Name | English | ||
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Common Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
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NCI_THESAURUS |
C357
Created by
admin on Mon Mar 31 18:29:11 GMT 2025 , Edited by admin on Mon Mar 31 18:29:11 GMT 2025
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| Code System | Code | Type | Description | ||
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179697
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SUB07382MIG
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C76159
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DTXSID10242838
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CHEMBL2304040
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6293
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97275-40-6
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C045380
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D9693UHF82
Created by
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100000081814
Created by
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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ACTIVE MOIETY |