Leucomycin A3

CAS: 16846-24-5

Ref. TR-L330310

Product Information

• Name: Leucomycin A3
• Synonyms: Josamycin, (4R,5S,6S,7R,9R,10R,11E,13E,16R)-4-(acetyloxy)-6-[[3,6-dideoxy-4-O-[2,6-dideoxy-3-C-methyl-4-O-(3-methylbutanoyl)-a-l-ribo-hexopyranosyl]-3-(dimethylamino)-ß-d-glucopyranosyl]oxy]-10-hydroxy-5-methoxy-9,16-dimethyl-7-(2-oxoethyl)oxacyclohexadeca-11,13-dien-2-one, (2S,3R,4R,6S)-6-{[(2R,3S,4R,5R,6S)-6-{[(4R,6S,7R,9R,10R,11E,13E,16R)-4-(acetyloxy)-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)oxacyclohexadeca-11,13-dien-6-yl]oxy}-4-(dimethylamino)-5-hydroxy-2-methyltetrahydro-2H-pyran-3-yl]oxy}-4-hydroxy-2,4-dimethyltetrahydro-2H-pyran-3-yl 3-methylbutanoate (non-preferred 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)oxacyclohexadeca-11,13-dien-6-yl]oxy}-4-(dimethylamino)-5-hydroxy-2-methyltetrahydro-2H-pyran-3-yl]oxy}-4-hydroxy-2,4-dimethyltetrahydro-2H-pyran-3-yl 3-methylbutanoate (non-preferred name), 6-{[6-{[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-4-(acetyloxy)-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)oxacyclohexadeca-11,13-dien-6-yl]oxy}-4-(dimethylamino)-5-hydroxy-2-methyltetrahydro-2H-pyran-3-yl]oxy}-4-hydroxy-2,4-dimethyltetrahydro-2H-pyran-3-yl 3-methylbutanoate (non-preferred name), Antibiotic YL 704A3, Antibiotic YL 704A₃, En 141, Iosalide, Jomybel, Josacine, Josamicina, Josamina, Josamycin solution, Josamycine, Kitasamycin A3, Kitasamycin A₃, Leucomycin A₃, Leucomycin V, 3-acetate 4^B-(3-methylbutanoate), Leucomycin V, 3-acetate 4B-(3-methylbutanoate), Oxacyclohexadecane, leucomycin V deriv., Turimycin A5, Turimycin A₅, Vilprafen, Wilprafen

Description

Applications A 16-membered ring macrolide antibiotic with antimicrobial activity against a wide range of pathogens. Particularly used in the treatment of Mycoplasma infection.
References Osono, T. et al.: J. Antibiot., 27, 366 (1974); Kuriaki, K. et al.: Jpn. J. Antibiot., 22, 232 (1969); Tan K. et al.: Zhonghua Yiyuamganranxue Zazhi, 16, 235 (2006);

• Brand: TRC

Chemical properties

• Molecular weight: 828.00
• Formula: C₄₂H₆₉NO₁₅
• Purity: >90%
• Color/Form: Off-White
• InChI: InChI=1S/C42H69NO15/c1-23(2)19-32(47)56-40-27(6)53-34(22-42(40,8)50)57-37-26(5)54-41(36(49)35(37)43(9)10)58-38-29(17-18-44)20-24(3)30(46)16-14-12-13-15-25(4)52-33(48)21-31(39(38)51-11)55-28(7)45/h12-14,16,18,23-27,29-31,34-41,46,49-50H,15,17,19-22H2,1-11H3/b13-12+,16-14+/t24-,25-,26-,27+,29+,30+,31-,34+,35-,36-,37-,38+,39+,40+,41+,42-/m1/s1
• InChI key: InChIKey=XJSFLOJWULLJQS-DJBGMQKKSA-N
• SMILES: CO[C@@H]1[C@@H](O[C@@H]2O[C@H](C)[C@@H](O[C@H]3C[C@@](C)(O)[C@@H](OC(=O)CC(C)C)[C@H](C)O3)[C@H](N(C)C)[C@H]2O)[C@@H](CC=O)C[C@@H](C)[C@@H](O)C=CC=CC[C@@H](C)OC(=O)C[C@H]1OC(C)=O