Chlorothricin is a spirotetronate-class polyketide antibiotic produced by Streptomyces antibioticus, characterized by a macrocyclic lactone fused with spiroketal and glycosylated aromatic moieties. It exhibits a dual mode of action: First, inhibiting the central metabolic enzymes pyruvate carboxylase and malate dehydrogenase, thereby disrupting gluconeogenesis and the TCA cycle and, second, targeting bacterial DNA gyrase, interfering with DNA supercoiling and replication.
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*FOR RESEARCH USE ONLY. Not for human or veterinary use. This product is intended exclusively for laboratory research and must not be used in diagnostic or therapeutic applications.
Chlorothricin Specifications
| Formula | C₅₀H₆₃ClO₁₆ |
| Purity | ≥98% |
| CAS Number | 34707-92-1 |
| Solubility | Soluble in DMSO, methanol, and ethanol |
| Storage Temperature | -20°C |
| Shipping Temperature | ambient |
| Molecular Weight | 955.5 g/mol |
| SMILES | OC([C@]1([C@@]([H])(C=C([C@@H](C1)C)C(O)=O)/C=C\CCCC[C@]2([H])C=C[C@@]3([H])[C@](CCC[C@@H]3O[C@@]([H])(C[C@H]4O)O[C@@H]([C@H]4O[C@@]([H])(C[C@H]5OC(C6=C(OC)C=CC(Cl)=C6C)=O)O[C@@H]([C@H]5O)C)C)([H])[C@@]27C)OC8=O)=C8OC7=O |
| Synonyms | (4S,4aS,6aR,11E,12aR,15R,16aS,21aR,21bR)-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-dimethyl-18,21-dioxo-18H-16a, 19-metheno-16aH-benzo[e]naphtho[2,1-m][1,4]dioxacyclopentadecin-14-carboxylic acid; K 818A |
- Schindler, P.W., & Zähner, H. (1973). Mode of action of the macrolide-type antibiotic, chlorothricin. Kinetic study of the inhibition of pyruvate carboxylase from Bacillus stearothermophilus. European journal of biochemistry, 39 2, 591-600. https://doi.org/10.1111/j.1432-1033.1973.tb03158.x
- Lacoske, M. H., & Theodorakis, E. A. (2015). Spirotetronate polyketides as leads in drug discovery. Journal of natural products, 78(3), 562–575. https://doi.org/10.1021/np500757w
- Schindler, P. W., & Scrutton, M. C. (1975). Mode of action of the macrolide-type antibiotic, chlorothricin. Effect of the antibiotic on the catalytic activity and some structural parameters of pyruvate carboxylases purified from rat and chicken liver. European journal of biochemistry, 55(3), 543–553. https://doi.org/10.1111/j.1432-1033.1975.tb02191.x
Our Chlorothricin Prices
*For custom handling, including aliquoting or specific packaging formats, please get in touch with our technical support team.| Quantity | Cost |
|---|---|
| 1 mg | $161 |
| 5 mg | $500 |
| >5 mg | Request a Quote |
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