Concanamycin A

Concanamycin A is a plecomacrolide antibiotic that has been found in Streptomyces. It is active against S. cerevisiae, S. sake, A. citri, P. citrinum, and P. oryzae (MICs = +-ATPase (V-ATPase, EC50 = ~2.1-2.3 µM). It also decreases perforin levels in CD8+ OE4 cytotoxic T lymphocytes (CTLs). Concanamycin A (100 µM) inhibits concanavalin A-induced thymidine incorporation by 99% in isolated mouse splenic lymphocytes. It also prevents influenza virus entry into MDCK cells when used at a concentration of 0.8 µM.Formal Name: (3Z,5E,7R,8R,9S,10S,11R,13E,15E,17S,18R)-18-[(1S,2R,3S)-3-[(2R,4R,5S,6R)-4-[[4-O-(aminocarbonyl)-2,6-dideoxy-beta-D-arabino-hexopyranosyl]oxy]tetrahydro-2-hydroxy-5-methyl-6-(1E)-1-propen-1-yl-2H-pyran-2-yl]-2-hydroxy-1-methylbutyl]-9-ethyl-8,10-dihydroxy-3,17-dimethoxy-5,7,11,13-tetramethyl-oxacyclooctadeca-3,5,13,15-tetraen-2-one. CAS Number: 80890-47-7. Synonyms: Antibiotic X 4357B, NSC 674620, X 4357B. Molecular Formula: C46H75NO14. Formula Weight: 866.1. Purity: >95%. Formulation: (Request formulation change), A solution in acetonitrile. Solubility: Acetonitrile: Soluble, DMSO: Soluble, Methanol: Soluble. SMILES: C[C@H](/C=C(C)/C=C1\OC)[C@@H](O)[C@@H](CC)[C@@H](O)[C@H](C)C/C(C)=C\C=C\[C@H](OC)[C@@]([C@@H](C)[C@@H](O)[C@H](C)[C@@](O)(C[C@@H](O[C@@]2([H])C[C@@H](O)[C@H](OC(N)=O)[C@@H](C)O2)[C@@H]3C)O[C@@H]3/C=C/C)([H])OC1=O. InChi Code: InChI=1S/C46H75NO14/c1-13-16-34-28(7)37(58-38-22-33(48)43(31(10)57-38)60-45(47)53)23-46(54,61-34)30(9)41(51)29(8)42-35(55-11)18-15-17-24(3)19-26(5)39(49)32(14-2)40(50)27(6)20-25(4)21-36(56-12)44(52)59-42/h13,15-18,20-21,26-35,37-43,48-51,54H,14,19,22. InChi Key: DJZCTUVALDDONK-LNFFOTJESA-N. Origin: Bacterium/Streptomyces sp..