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chlorothricin

CAS No.
34707-92-1
Chemical Name:
chlorothricin
Synonyms
K-818A;18H-16a,19-Metheno-16aH-benzo[e]naphtho[2,1-m][1,4]dioxacyclopentadecin-14-carboxylic acid, 4-[[4-O-[3-O-(3-chloro-6-methoxy-2-methylbenzoyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]-1,2,3,4,4a,6a,7,8,9,10,12a,15,16,21,21a,21b-hexadecahydro-22-hydroxy-15,21a-...
CBNumber:
CB71339265
Molecular Formula:
C50H63ClO16
Molecular Weight:
955.48
MDL Number:
MFCD08062298
MOL File:
34707-92-1.mol
Last updated:2023-05-21 10:59:17

chlorothricin Properties

Melting point 206-207°
Boiling point 1050.8±65.0 °C(Predicted)
Density 1.39±0.1 g/cm3(Predicted)
storage temp. Store at -20°C
solubility Soluble in ethanol;Soluble in methanol;Soluble in DMSO;Soluble in dimethyl formamide
form solid
pka pK: 5.01, 7.91(at 25℃)
color white
FDA UNII I4O4K2RAQR

chlorothricin price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 15501 Chlorothricin ≥99% 34707-92-1 1mg $153 2024-03-01 Buy
Cayman Chemical 15501 Chlorothricin ≥99% 34707-92-1 5mg $606 2024-03-01 Buy
TRC C428273 Chlorothricin 34707-92-1 2.5mg $285 2021-12-16 Buy
TRC C428273 Chlorothricin 34707-92-1 1mg $145 2021-12-16 Buy
ApexBio Technology C4515 Chlorothricin 34707-92-1 5mg $624 2021-12-16 Buy
Product number Packaging Price Buy
15501 1mg $153 Buy
15501 5mg $606 Buy
C428273 2.5mg $285 Buy
C428273 1mg $145 Buy
C4515 5mg $624 Buy

chlorothricin Chemical Properties,Uses,Production

Uses

Chlorothricin is a spirotetronic acid antibiotic inhibitor of pyruvate carboxylase.

Uses

The tetronic acid, chlorothricin, is an unusual macrocyclic antibiotic from a Streptomyces sp., related to kijanimicin, saccharocarcins, tetrocarcins and versipelostatin. Chlorothricin inhibits cholesterol biosynthesis from mevalonate, and inhibits pyruvate carboxylases purified from rat liver, chicken liver and Azotobacter vinelandii.

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.

chlorothricin Preparation Products And Raw materials

Raw materials

Preparation Products

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K-818A 18H-16a,19-Metheno-16aH-benzo[e]naphtho[2,1-m][1,4]dioxacyclopentadecin-14-carboxylic acid, 4-[[4-O-[3-O-(3-chloro-6-methoxy-2-methylbenzoyl)-2,6-dideoxy-β-D-arabino-hexopyranosyl]-2,6-dideoxy-β-D-arabino-hexopyranosyl]oxy]-1,2,3,4,4a,6a,7,8,9,10,12a,15,16,21,21a,21b-hexadecahydro-22-hydroxy-15,21a-... 34707-92-1 C50H63ClO16