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Josamycin

Clinical data
AHFS/Drugs.com	International Drug Names
ATC code	J01FA07 (WHO)
Identifiers
IUPAC name (2S,3S,4R,6S)-6-{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
PubChem CID	5282165
DrugBank	DB01321
ChemSpider	4445361
UNII	HV13HFS217
KEGG	D01235
ChEBI	CHEBI:31739
ChEMBL	ChEMBL224436
CompTox Dashboard (EPA)	DTXSID8023183
ECHA InfoCard	100.037.140
Chemical and physical data
Formula	C42H69NO15
Molar mass	828.006 g·mol
3D model (JSmol)	Interactive image
SMILES C1C/C=C/C=C/((C((((CC(=O)O1)OC(=O)C)OC)O2((((O2)C)O3C(((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 Key:XJSFLOJWULLJQS-NGVXBBESSA-N
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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.

References

1. Osono T, Oka Y, Watanabe S, Okami Y, Umezawa H (July 1967). "A new antibiotic, josamyicn. I. Isolation and physico-chemical characteristics". The Journal of Antibiotics. 20 (3): 174–180. PMID 6072798.
2. Umezawa H (1982). "Discovery of josamycin". Giornale Italiano di Chemioterapia. 29 (Suppl 1): 1–10. PMID 6765367.
3. Bosch X, Pedrol E, Casado X, Urbano-Marquez A (July 1993). "Josamycin-induced pedal oedema". BMJ. 307 (6895): 26. doi:10.1136/bmj.307.6895.26-a. PMC 1678472. PMID 8343666.

• Macrolide antibiotics