Name
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EINECS
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N/A
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CAS No.
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61-24-5
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Density
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1.55±0.1 g/cm3(Predicted)
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PSA
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201.63000
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LogP
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-0.10060
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Solubility
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N/A
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Melting Point
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N/A
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Formula
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C16H21 N3 O8 S
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Boiling Point
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814.7°C at 760 mmHg
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Molecular Weight
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415.424
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Flash Point
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446.5°C
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Transport Information
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N/A
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Appearance
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N/A
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Safety
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Risk Codes
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N/A
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Molecular Structure
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Hazard Symbols
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N/A
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Synonyms
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5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 3-[(acetyloxy)methyl]-7-[(5-amino-5-carboxy-1-oxopentyl)amino]-8-oxo-,[6R-[6a,7b(R*)]]-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-(5-amino-5-carboxyvaleramido)-3-(hydroxymethyl)-8-oxo-, acetate (ester)(8CI); Cephalosporin C (6CI)
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Cephalosporin C Chemical Properties
The MF of Cephalosporin C(61-24-5): C
16H
21N
3O
8S
The MW of Cephalosporin C(61-24-5): 415.41824
The Structure:
EINECS: 200-501-6
Synonyms: 7-(5-amino-5-carboxyvaleramido)cephalosporanic acid;CAPHALOSPORIN C;(7R)-3-[(Acetyloxy)methyl]-7-[[(R)-5-carboxy-5-amino-1-oxopentyl)amino]cepham-3-ene-4-carboxylic acid;7-(D-5-Amino-5-carboxyvaleramido)-3-(hydrox-ymethyl)-8-oxo-5-thia-1-azabicyclo[4,2,0]oct-2-ene-2-Carboxylic acid acetate;5-Thia-1-azabicyclo4.2.0oct-2-ene-2-carboxylic acid, 3-(acetyloxy)methyl-7-(5R)-5-amino-5-carboxy-1-oxopentylamino-8-oxo-, (6R,7R)-; (7R)-3-[(Acetyloxy)methyl]-7-[[(R)-5-carboxy-5-amino-1-oxopentyl]amino]cepham-3-ene-4-carboxylic acid;Aminoadipyl cephalosporin
Cephalosporin C History
In1948, cephalosporin compounds were first isolated from cultures of Cephalosporium acremonium from a sewer in Sardinia by Italian scientist Giuseppe Brotzu. He noticed that these cultures produced substances that were effective against Salmonella typhi, the cause of typhoid fever, which had beta-lactamase. Researchers at the Sir William Dunn School of Pathology at the University of Oxford isolated cephalosporin C(61-24-5). The cephalosporin nucleus, 7-aminocephalosporanic acid (7-ACA), was derived from cephalosporin C(61-24-5) and proved to be analogous to the penicillin nucleus 6-aminopenicillanic acid, but it was not sufficiently potent for clinical use. Modification of the 7-ACA side-chains resulted in the development of useful antibiotic agents, and the first agent cephalothin (cefalotin) was launched by Eli Lilly in 1964.
Cephalosporin C Production
Cephalosporin C(61-24-5), which itself is not antibacterial, is obtained from a species of fungus. Chemical modification of this structure to 7-aminocephalosporanic acid by removal of the R-C=O group allows the preparation of the active cephalosporins such as cephalexin and cephaloglycin.