Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C42H69NO15 |
Molecular Weight | 827.995 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 16 / 16 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CO[C@H]1[C@@H](CC(=O)O[C@H](C)C\C=C\C=C\[C@H](O)[C@H](C)C[C@H](CC=O)[C@@H]1O[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]([C@H]2O)N(C)C)OC(C)=O
InChI
InChIKey=XJSFLOJWULLJQS-NGVXBBESSA-N
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
Molecular Formula | C42H69NO15 |
Molecular Weight | 827.995 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 16 / 16 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: http://www.antimicrobe.org/drugpopup/josamycin.htmCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/mesh/68015570 | https://www.ncbi.nlm.nih.gov/pubmed/4012
Sources: http://www.antimicrobe.org/drugpopup/josamycin.htm
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/mesh/68015570 | https://www.ncbi.nlm.nih.gov/pubmed/4012
Josamycin is a macrolide antibiotic produced by Streptomyces narbonensis var. josamyceticus. Macrolides are inhibitors of protein synthesis. They impair the elongation cycle of the peptidyl chain by specifically binding to the 50S subunit of the ribosome. Josamycin has antimicrobial activity against a wide spectrum of pathogens. It is similar to erythromycin, but does not induce macrolide resistance in staphylococci and appears to have a lower incidence of gastrointestinal side effects. Josamycin is under investigation in US.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL2363135 Sources: http://www.antimicrobe.org/drugpopup/josamycin.htm |
5.5 nM [Kd] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | Josamycin Approved UseBronchitis, Mediterranean spotted fever, Mycoplasma pneumonia. |
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Curative | Josamycin Approved UseBronchitis, Mediterranean spotted fever, Mycoplasma pneumonia. |
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Curative | Josamycin Approved UseBronchitis, Mediterranean spotted fever, Mycoplasma pneumonia. |
Sample Use Guides
In Vivo Use Guide
Sources: http://www.antimicrobe.org/drugpopup/josamycin.htm
Bronchitis: 500 mg three times daily for up to 14 days.
Mediterranean spotted fever: 1 g every 8 hours for 5 days.
Mycoplasma pneumonia: 2 g per day (in four equally divided doses) for 7 days.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/4012
The MIC values for josamycin were: 0.007-0.25 ug/ml (Mycoplasma pneumoniae), 0.007-0.25 ug/ml (Streptococcus pneumoniae), 0.06-0.5 ug/ml (Streptococcus pyogenes), 0.5-2.0 ug/ml (Staphylococcus aureus), 0.5-8.0 ug/ml (Haemophilus influenzae), 0.125->8 ug/ml (Bacteroides fiagilis).
Substance Class |
Chemical
Created
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on
Edited
Mon Mar 31 17:57:08 GMT 2025
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Mon Mar 31 17:57:08 GMT 2025
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Record UNII |
HV13HFS217
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Record Status |
Validated (UNII)
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NCI_THESAURUS |
C261
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WHO-VATC |
QJ01FA07
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WHO-ATC |
J01FA07
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2837
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SUB12091MIG
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m6585
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240-871-6
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HV13HFS217
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D015570
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5282165
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C83851
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16846-24-5
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31739
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100000079852
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DB01321
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Josamycin
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6084
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CHEMBL224436
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1518
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DTXSID8023183
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