Chlorothricin

Chlorothricin is a macrolide-type antibiotic that inhibits pyruvate carboxylases from Bacillus, Azotobacter, rat, and chicken, preventing the conversion of pyruvate to oxaloacetate (Ki or IC50 = 173, 500, 260, and 120 µM, respectively). Chlorothricin also inhibits malate dehydrogenases MDH1 (cytoplasmic) and MDH2 (mitochondrial) from pig heart (IC50s = 1.3 and 0.065 mM, respectively), preventing the oxidation of malate to oxaloacetate.Formal Name: (4S,4aS,6aR,11E,12aR,15R,16aS,21aR,21bR)-4-[[4-O-[3-O-(3-chloro-6-methoxy-2-methylbenzoyl)-2,6-dideoxy-beta-D-arabino-hexopyranosyl]-2,6-dideoxy-beta-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. CAS Number: 34707-92-1. Synonyms: Antibiotic K 818A. Molecular Formula: C50H63ClO16. Formula Weight: 955.5. Purity: >99%. Formulation: (Request formulation change), A solid. Solubility: DMF: soluble, DMSO: soluble, Ethanol: soluble, Methanol: soluble. 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. InChi Code: InChI=1S/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. InChi Key: WUXHQHDSSKBJFH-LTBGADRXSA-N. Origin: Bacterium/Streptomyces sp..