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Leucomycin A4 , CAS No.18361-46-1
a potent macrocyclic lactone antibiotic
Basic Description Synonyms Leucomycin A4|Leukomycin A4|18361-46-1|BP88W7ZP3A|CHEBI:34814|[(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-4-acetyloxy-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylam Storage Temp Store at -20°C Shipped In Ice chest + Ice pads Product Description Leucomycin A4 is a major metabolite from the leucomycin complex, a family of closely related macrocyclic lactone antibiotics produced by Streptomyces kitasatoensis and discovered in 1953. Leucomycin A4 is one of the more potent antibiotics of the complex. Leucomycin complex (kitasamycin) is used as an animal health product for control of Gram positive bacteria, Gram negative cocci, leptospira and mycoplasma. Little is known about the activity of individual analogues within the complex as their limited availability has restricted investigation.
Names and Identifiers IUPAC Name [(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-4-acetyloxy-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] butanoate INCHI InChI=1S/C41H67NO15/c1-11-15-31(46)55-39-26(5)52-33(22-41(39,7)49)56-36-25(4)53-40(35(48)34(36)42(8)9)57-37-28(18-19-43)20-23(2)29(45)17-14-12-13-16-24(3)51-32(47)21-30(38(37)50-10)54-27(6)44/h12-14,17,19,23-26,28-30,33-40,45,48-49H,11,15-16,18,20-22H2,1-10H3/b13-12+,17-14+/t23-,24-,25-,26+,28+,29+,30-,33+,34-,35-,36-,37+,38+,39+,40+,41-/m1/s1 InChi Key XVTMRUKLMXPAKO-RXUUKHTDSA-N Canonical SMILES CCCC(=O)OC1C(OC(CC1(C)O)OC2C(OC(C(C2N(C)C)O)OC3C(CC(C(C=CC=CCC(OC(=O)CC(C3OC)OC(=O)C)C)O)C)CC=O)C)C Isomeric SMILES CCCC(=O)O[C@H]1[C@@H](O[C@H](C[C@@]1(C)O)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2N(C)C)O)O[C@H]3[C@H](C[C@H]([C@H](/C=C/C=C/C[C@H](OC(=O)C[C@H]([C@@H]3OC)OC(=O)C)C)O)C)CC=O)C)C RTECS OH4725760 PubChem CID 5282323 Molecular Weight 814 Beilstein 1678667
Chemical and Physical Properties Solubility Soluble in ethanol, methanol, DMF, DMSO, and water (limited). Refractive Index n20D1.54 Boil Point(°C) 874° C at 760 mmHg
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