Chemistry:Josamycin

Short description: Chemical compound

Josamycin

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	J01FA07 (WHO)
Identifiers
IUPAC name (2S,3S,4R,6S)-6-{[(2R,3S,4R,5R,6S)-6-{[(4R,5S,6S,7R,9R,10R,11E,13E,16R)-4-Acetoxy-10-hydroxy-5-methoxy-9,16-dimethyl-2-oxo-7-(2-oxoethyl)oxacyclohexadeca-11,13-dien-6-yl]oxy}-4-(dimethylamino)-5-hydro xy-2-methyltetrahydro-2H-pyran-3-yl]oxy}-4-hydroxy-2,4-dimethyltetrahydro-2H-pyran-3-yl 3-methylbutanoate
CAS Number	16846-24-5 Y
PubChem CID	5282165
DrugBank	DB01321 Y
ChemSpider	4445361 Y
UNII	HV13HFS217
KEGG	D01235 Y
ChEBI	CHEBI:31739 Y
ChEMBL	ChEMBL224436 Y
Chemical and physical data
Formula	C42H69NO15
Molar mass	828.006 g·mol−1
3D model (JSmol)	Interactive image
SMILES C[C@@H]1C/C=C/C=C/[C@@H]([C@@H](C[C@@H]([C@@H]([C@H]([C@@H](CC(=O)O1)OC(=O)C)OC)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O[C@H]3C[C@@]([C@H]([C@@H](O3)C)OC(=O)CC(C)C)(C)O)N(C)C)O)CC=O)C)O
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 Y Key:XJSFLOJWULLJQS-NGVXBBESSA-N Y
NY (what is this?)  (verify)

Josamycin is a macrolide antibiotic. It was isolated by Hamao Umezawa and his colleagues from strains of Streptomyces narbonensis var. josamyceticus var. nova in 1964.

It is currently sold in various countries.Brand examples are:

• Europe: Josalid, Josacine, Iosalide, Josamina
• Russia: Wilprafen (Вильпрафен)
• Japan: Josamy

Adverse effects

There has been a case report of edema of the feet.