Cephalosporin C

Cephalosporin C
IUPAC name (6R,7R)-3-[(Acetyloxy)methyl]-7-{[(5R)-5-amino-5-carboxypentanoyl]amino}-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
CAS number	61-24-5 Y
PubChem	65536
ChemSpider	58980 Y
ChEBI	CHEBI:15776 Y
ChEMBL	CHEMBL482858 Y
Jmol-3D images	Image 1
SMILES O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)CCC[C@H](C(=O)O)N)COC(=O)C)C(=O)O
InChI InChI=1S/C16H21N3O8S/c1-7(20)27-5-8-6-28-14-11(13(22)19(14)12(8)16(25)26)18-10(21)4-2-3-9(17)15(23)24/h9,11,14H,2-6,17H2,1H3,(H,18,21)(H,23,24)(H,25,26)/t9-,11-,14-/m1/s1 Y Key: HOKIDJSKDBPKTQ-GLXFQSAKSA-N Y InChI=1/C16H21N3O8S/c1-7(20)27-5-8-6-28-14-11(13(22)19(14)12(8)16(25)26)18-10(21)4-2-3-9(17)15(23)24/h9,11,14H,2-6,17H2,1H3,(H,18,21)(H,23,24)(H,25,26)/t9-,11-,14-/m1/s1 Key: HOKIDJSKDBPKTQ-GLXFQSAKBW
Properties
Molecular formula	C16H21N3O8S
Molar mass	415.42 g mol−1
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Cephalosporin C is an antibiotic of the cephalosporin class. It was isolated from fungi of the genus Acremonium and first characterized in 1961.^[1] Although not a very active antibiotic itself, synthetic analogs of cephalosporin C, such as cefalotin, became some of the first marketed cephalosporin antibiotic drugs.

References

1. ^ Abraham, E. P.; Newton, G. G. F. (1961). "Structure of cephalosporin C". Biochemical Journal 79: 377–393. PMC 1205850. PMID 13681080. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1205850. 

This systemic antibacterial-related article is a stub. You can help Wikipedia by expanding it.v · Categories: Cephalosporin antibiotics Antibiotic stubs Wikimedia Foundation. 2010. Игры ⚽ Поможем написать реферат Cephalospargeta Cathariostachys madagascariensis Look at other dictionaries: Cephalosporin — Ceph a*lo*spor in (s[e^]f [.a]*l[ o]*sp[=o]r [i^]n), n. [from Cephalosporium, a fungus producing the first of the series discovered.] (Chem.) any of a class of chemical substances, some of which have therapeutically useful antibacterial activity …   The Collaborative International Dictionary of English cephalosporin C — Cephalosporin Ceph a*lo*spor in (s[e^]f [.a]*l[ o]*sp[=o]r [i^]n), n. [from Cephalosporium, a fungus producing the first of the series discovered.] (Chem.) any of a class of chemical substances, some of which have therapeutically useful… …   The Collaborative International Dictionary of English cephalosporin — [sef΄ə lō spôr′in] n. any of a major group of broad spectrum antibiotics produced by, or derived from, a fungus (genus Cephalosporium): an alternative for people allergic to penicillin …   English World dictionary Cephalosporin — See also: Discovery and development of cephalosporins Core structure of the cephalosporins …   Wikipedia Cephalosporin — Strukturformeln klassischer Cephalosporine. Cephalosporine sind eine Gruppe von Breitband Antibiotika für den medizinischen Einsatz. Wie auch die Penicilline gehören sie der Gruppe der β Lactam Antibiotika an. Sie wirken bakterizid auf… …   Deutsch Wikipedia cephalosporin — Lactam Lac tam, n. [Lactone + amido.] (Chem.) One of a series of anhydrides of an amido type, analogous to the lactones, as oxindol; a cyclic amide. [1913 Webster] {beta lactam} or {[beta] lactam}, (a) a lactam in which the amide bond is… …   The Collaborative International Dictionary of English cephalosporin — /sef euh loh spawr in, spohr /, n. Pharm. any of a group of widely used broad spectrum antibiotics, originally isolated as a product of fermentation from the fungus Cephalosporium acremonium. [1950 55; < NL Cephalospor(ium) the genus (see CEPHALO …   Universalium cephalosporin — This is an antibiotic produced by a Cephalosporium, but since the antibiotic was discovered the name Cephalosporium has been removed and the new name is Acremonium. c. C an antibiotic whose activity is due to the 7 aminocephalosporanic acid… …   Medical dictionary cephalosporin C — the parent compound of the semisynthetic cephalosporin antibiotics, which are used in the treatment of a wide variety of infections due to sensitive gram positive and gram negative bacteria …   Medical dictionary Cephalosporin — Ce|phalo|spori̱n, eingedeutscht: Ze|phalo|spori̱n [zum wissenschaftlichen Namen der Deuteromyzetengattung Cephalosporium] s; s, e (meist Mehrz.): 1) Antibiotika, die aus Pilzen der Deuteromyzetengattung Cephalosporium gewonnen werden. 2) im… …   Das Wörterbuch medizinischer Fachausdrücke 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”