 | |
| Names | |
|---|---|
| IUPAC name 3-[(Acetyloxy)methyl]-7β-(N6-L-homoglutamino)-3,4-didehydrocepham-4-carboxylic acid | |
| Systematic IUPAC name (6R,7R)-3-[(Acetyloxy)methyl]-7-[(5R)-5-amino-5-carboxypentanamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | |
| Other names 7-(5-Amino-5-carboxyvaleramido)cephalosporanic acid | |
| Identifiers | |
| |
3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider |
|
| ECHA InfoCard | 100.000.456 |
| UNII | |
| |
| |
| Properties | |
| C16H21N3O8S | |
| Molar mass | 415.42 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Cephalosporin C is anantibiotic of thecephalosporin class. It was isolated from a fungus of the genusAcremonium and first characterized in 1961.[1] Although not a very active antibiotic itself, synthetic analogs of cephalosporin C, such ascefalotin, became some of the first marketed cephalosporin antibiotic drugs.
Cephalosporin C strongly absorbs ultraviolet light, is stable to acid, is non-toxic and hasin vivo activity in mice.[2] Cephalosporin C, which has a similar structure to penicillin N, was never commercialized.
Cephalosporin C was alead compound for the discovery and production of many other cephalosporins.[2] Cephalosporins are drugs used for some people who are allergic to penicillin.
Cephalosporins are used to treat bacterial infections such as respiratory tract infections, skin infections and urinary tract infections. When a cephalosporin or any otherantibiotic is given as a treatment, the medication should be taken for the fully prescribed time even if symptoms disappear.[3]
Cephalosporin Cacts by inhibitingpenicillin binding proteins.[citation needed]
These are allergic reactions to the drug and require medical attention:[3]
Cephalosporin C has weak activity to the staphylococci infection, which was 0.1% activity. This decrease in activity was due to the replacement of the D-α-aminoadipic acid side chain with phenylacetic acid.[2]
Cephalosporin C is the product of the biosynthesis pathway of third generation cephalosporins. This is done by exchanging the acetyl CoA into DAC.[4]
To achieve cephalosporin C as the end product, there are 6 genes reported to be in control of the pathway.[4]
