1476-46-6

Basic information

• Product Name: deacetylcephalosporin C
• Synonyms: deacetylcephalosporin C;Antibiotic WS-3442E;Desacetylcephalosporin C;WS-3442E
• CAS NO: 1476-46-6
• Molecular Formula: C₁₄H₁₉N₃O₇S
• Molecular Weight: 373.38156
• Mol File: 1476-46-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 862.8°Cat760mmHg
• Flash Point: 475.6°C
• Appearance: /
• Density: 1.63g/cm³
• Vapor Pressure: 1.04E-34mmHg at 25°C
• Refractive Index: 1.679
• CAS DataBase Reference: deacetylcephalosporin C(CAS DataBase Reference)
• NIST Chemistry Reference: deacetylcephalosporin C(1476-46-6)
• EPA Substance Registry System: deacetylcephalosporin C(1476-46-6)

Safety Data

• Hazardous Substances Data: 1476-46-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H19N3O7S/c15-7(13(21)22)2-1-3-8(19)16-9-11(20)17-10(14(23)24)6(4-18)5-25-12(9)17/h7,9,12,18H,1-5,15H2,(H,16,19)(H,21,22)(H,23,24)/t7-,9-,12-/m1/s1

Upstream product

• 525-94-0 penicillin N 
• 909885-59-2 cephalosporin C 

Downstream Products

• 35607-66-0 cefoxitin 

Relevant articles and documents

Cephalosporin C Biosynthesis; a Branched Pathway Sensitive to a Kinetic Isotope Effect

Incubation of penicillin N with preparations of deacetoxycephalosporin C/deacetylcephalosporin C synthetase activity from Cephalosporium acremonium CO 728 gave, along with the normal product deacetoxycephalosporin C, another β-lactam metabolite, namely 7β--3β-hydroxy-3α-methyl4-2H)-cepham-4α-carboxylic acid.This material arises as a result of a deuterium isotope effect on a branched pathway in the enzymic mechanism.The 3β-hydroxy group in this substance arises from molecular oxygen.

Cephalosporin C acylase in the autolysis of filamentous fungi

Cephalosporin C acylase activity was studied using fluorescamine determination of free - NH2 groups produced in the deacylation of cephalosporin C by the enzyme. Fourteen fungi from different genera were studied and low extracellular cephalosporin C acylase activity was found in the genera Aspergillus, Fusarium and Penicillium. Forty one fungi of these genera were checked but not all presented acylase activity. The enzyme was generally found to be an extracellular enzyme and during the process of autolysis its activity increased with incubation time and with increasing pH of the medium. In no case was β-lactamase activity detected. Penicillium rugulosum and Penicillium griseofulvum were identified as good cephalosporin C acylase producers. Deacetyl esterase activity was also detected in these fungi.