34707-92-1 Usage
Description
Chlorothricin, a tetronic acid antibiotic, is an unusual macrocyclic compound derived from a Streptomyces sp. It is related to kijanimicin, saccharocarcins, tetrocarcins, and versipelostatin. chlorothricin is known for its ability to inhibit cholesterol biosynthesis from mevalonate and to inhibit pyruvate carboxylases purified from various sources, such as rat liver, chicken liver, and Azotobacter vinelandii.
Uses
Used in Pharmaceutical Industry:
Chlorothricin is utilized as an antibiotic and inhibitor of pyruvate carboxylase for its potential applications in treating bacterial infections and modulating metabolic pathways. Its unique structure and inhibitory properties make it a valuable compound for research and development in the pharmaceutical field.
Used in Metabolic Research:
Chlorothricin serves as a research tool in the study of cholesterol biosynthesis and pyruvate carboxylase activity. By inhibiting these processes, scientists can gain insights into the underlying mechanisms and potential therapeutic targets for various metabolic disorders and diseases.
Used in Drug Development:
Due to its inhibitory effects on cholesterol biosynthesis and pyruvate carboxylase, chlorothricin may be further explored and developed as a drug candidate for the treatment of conditions related to these pathways, such as hypercholesterolemia or metabolic disorders.
Biological Activity
chlorothricin is a macrolide-type antibiotic.macrolides, a class of natural products belonging to the polyketide class of natural products, consist of a large macrocyclic lactone ring. the lactone rings are oftem 14-, 15-, or 16-membered. some macrolides have been reported to have antibiotic or antifungal activity and are widely used as pharmaceutical drugs.
in vitro
in a previous study, chlorothricin was found to inhibit the reaction catalyzed by pyruvate carboxylase from bacillus stearothermophilus. moreover, with steady-state kinetic measurements, inhibition of the overall reaction was found to be competitive with the allosteric activator of this enzyme, coasac, and non-competitive with respect to both substrates of mgatp and pyruvate. these findings strongly indicated that the site 1conformation of pyruvate carboxylase responsible for the regulation of the overall enzyme activity could be influenced by chlorothricin and coasac in an antagonistic manner [1].
IC 50
173, 500, 260, and 120 μm for pyruvate carboxylases from bacillus, azotobacter, rat, and chicken, respectively.
references
[1] schindler pw, zhner h. mode of action of the macrolide-type antibiotic, chlorothricin. kinetic study of the inhibition of pyruvate carboxylase from bacillus stearothermophilus. eur j biochem. 1973 nov 15;39(2):591-600.
Check Digit Verification of cas no
The CAS Registry Mumber 34707-92-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,4,7,0 and 7 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 34707-92:
(7*3)+(6*4)+(5*7)+(4*0)+(3*7)+(2*9)+(1*2)=121
121 % 10 = 1
So 34707-92-1 is a valid CAS Registry Number.
InChI:InChI=1/C50H63ClO16/c1-24-23-50-29(20-31(24)45(55)56)13-10-8-7-9-12-28-16-17-30-32(49(28,5)48(59)66-43(44(50)54)47(58)67-50)14-11-15-35(30)63-38-21-34(52)42(27(4)62-38)65-39-22-37(41(53)26(3)61-39)64-46(57)40-25(2)33(51)18-19-36(40)60-6/h10,13,16-20,24,26-30,32,34-35,37-39,41-42,52-53,58H,7-9,11-12,14-15,21-23H2,1-6H3,(H,55,56)/b13-10+/t24-,26?,27?,28-,29-,30+,32-,34?,35+,37?,38?,39?,41?,42?,49-,50+/m1/s1
34707-92-1Relevant articles and documents
Enantioselective total synthesis of (-)-chlorothricolide via the tandem inter- and intramolecular Diels-Alder reaction of a hexaenoate intermediate
Roush, William R.,Sciotti, Richard J.
, p. 7411 - 7419 (2007/10/03)
An enantioselective total synthesis of (-)-chlorothricolide (1) has been completed via a route involving the tandem inter- and intramolecular Dieis-Alder (IMDA) reaction of hexaenoate 19 and the chiral dienophile (R)-12. This reaction, which establishes s
