Rokitamycin

Rokitamycin is a macrolide antibiotic synthesized from strains of Streptomyces kitasatoensis.[1]

Rokitamycin
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
IUPAC name
  • (2S,3S,4R,6S)-6-{[(2R,3S,4R,5R,6S)-6-{[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-4,10-dihydroxy-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}-2,4-dimethyl-4-propoxyoxan-3-yl butanoate
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC42H71NO14
Molar mass814.023 g·mol−1
3D model (JSmol)
Melting point116 °C (241 °F)
Solubility in waterInsoluble in water; Very soluble in chloroform and methanol; Almost completely (>99.5%) in ethanol and acetonitrile. mg/mL (20 °C)
SMILES
  • O=CC[C@H]3C[C@@H](C)[C@@H](O)/C=C/C=C/C[C@H](OC(=O)C[C@@H](O)[C@H](OC)[C@H]3O[C@@H]2O[C@@H]([C@@H](O[C@@H]1O[C@H]([C@H](OC(=O)CCC)[C@](OC(=O)CC)(C1)C)C)[C@H](N(C)C)[C@H]2O)C)C
InChI
  • InChI=1S/C42H69NO15/c1-11-16-32(48)55-40-27(6)53-34(23-42(40,7)58-31(47)12-2)56-37-26(5)54-41(36(50)35(37)43(8)9)57-38-28(19-20-44)21-24(3)29(45)18-15-13-14-17-25(4)52-33(49)22-30(46)39(38)51-10/h13-15,18,20,24-30,34-41,45-46,50H,11-12,16-17,19,21-23H2,1-10H3/b14-13+,18-15+/t24-,25-,26-,27+,28+,29+,30-,34+,35-,36-,37-,38+,39+,40+,41+,42-/m1/s1 Y
  • Key:VYWWNRMSAPEJLS-MDWYKHENSA-N Y
 NY (what is this?)  (verify)

References
  1. Braga PC (April 2002). "Rokitamycin: bacterial resistance to a 16-membered ring macrolide differs from that to 14- and 15-membered ring macrolides". Journal of Chemotherapy. Florence, Italy. 14 (2): 115–31. doi:10.1179/joc.2002.14.2.115. PMID 12017366.


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