Tìm theo
Josamycin
Các tên gọi khác (16 ) :
  • Antibiotic yl-704 a3
  • EN-141
  • JM
  • Josamicina
  • Josamycine
  • Josamycinum
  • Kitasamycin a3
  • Leucomycin A3
  • Leucomycin v 3-acetate 4(b)-(3-methylbutanoate)
  • Leucomycin v 3-acetate 4(beta)-(3-methylbutanoate)
  • Leucomycin v 3-acetate 4b-(3-methylbutanoate)
  • Leucomycin V, 3-acetate 4(sup B)-(3-methylbutanoate)
  • Leucomycin V, 3-acetate 4(sup beta)-(3-methylbutanoate)
  • Leucomycin V, 3-acetate 4B-(3-methylbutanoate)
  • Turimycin a5
  • yl-704 a3
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 16846-24-5
ATC: J01FA07
CTHH: C42H69NO15
PTK: 827.995
A macrolide antibiotic from Streptomyces narbonensis. The drug has antimicrobial activity against a wide spectrum of pathogens. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C42H69NO15
Phân tử khối
827.995
Monoisotopic mass
827.466720543
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-NGVXBBESSA-N
IUPAC 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)-1-oxacyclohexadeca-11,13-dien-6-yl]oxy}-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy}-4-hydroxy-2,4-dimethyloxan-3-yl 3-methylbutanoate
Traditional IUPAC Name
josamycin
SMILES
CO[C@H]1[C@H](OC(=O)C)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]1O[C@H](C)[C@@H](O[C@@H]2O[C@@H](C)[C@H](OC(=O)CC(C)C)[C@](C)(O)C2)[C@H](N(C)C)[C@H]1O
Độ tan chảy
131.5 °C
Độ hòa tan
5.35e-02 g/l
logP
3.22
logS
-4.2
pKa (strongest acidic)
12.67
pKa (Strongest Basic)
7.9
PSA
206.05 Å2
Refractivity
211.03 m3·mol-1
Polarizability
87.91 Å3
Rotatable Bond Count
14
H Bond Acceptor Count
13
H Bond Donor Count
3
Physiological Charge
1
Number of Rings
3
Bioavailability
0
MDDR-Like Rule
true
Dược Lực Học : Josamycin is a macrolide antibiotic from Streptomyces narbonensis. The drug has antimicrobial activity against a wide spectrum of pathogens.
Cơ Chế Tác Dụng : A macrolide antibiotic from Streptomyces narbonensis. The drug has antimicrobial activity against a wide spectrum of pathogens. [PubChem] The mechanism of action of macrolides such as Josamycin is via inhibition of bacterial protein biosynthesis by binding reversibly to the subunit 50S of the bacterial ribosome, thereby inhibiting translocation of peptidyl tRNA. This action is mainly bacteriostatic, but can also be bactericidal in high concentrations. Macrolides tend to accumulate within leukocytes, and are therefore actually transported into the site of infection.
Chỉ Định : For the treatment of bacterial infections.
Tương Tác Thuốc :
  • Alprazolam The macrolide, josamycin, may increase the effect of the benzodiazepine, alprazolam.
  • Aminophylline The macrolide, josamycin, may increase the effect and toxicity of the theophylline derivative, aminophylline.
  • Astemizole Increased risk of cardiotoxicity and arrhythmias
  • Atorvastatin The macrolide, josamycin, may increase the toxicity of the statin, atorvastatin.
  • Bromocriptine Erythromycin increases serum levels of bromocriptine
  • Buspirone The macrolide, josamycin, may increase the effect and toxicity of buspirone.
  • Carbamazepine The macrolide, josamycin, may increase the effect of carbamazepine.
  • Cerivastatin The macrolide, josamycin, may increase the toxicity of the statin, cerivastatin.
  • Cilostazol Erythromycin increases the effect of cilostazol
  • Cisapride Increased risk of cardiotoxicity and arrhythmias
  • Citalopram Possible serotoninergic sydrome with this combination
  • Clozapine Erythromycin increases the effect of clozapine
  • Cyclosporine The macrolide, josamycin, may increase the effect of cyclosporine.
  • Diazepam The macrolide, josamycin, may increase the effect of the benzodiazepine, diazepam.
  • Digoxin The macrolide, josamycin, may increase the effect of digoxin in 10% of patients.
  • Dihydroergotamine Possible ergotism and severe ischemia with this combination
  • Docetaxel Josamycin may increase the serum levels and toxicity of docetaxel.
  • Ergotamine Possible ergotism and severe ischemia with this combination
  • Felodipine Erythromycin increases the effect of felodipine
  • Fluoxetine Possible serotoninergic syndrome with this combination
  • Grepafloxacin Increased risk of cardiotoxicity and arrhythmias
  • Imatinib The macrolide, josamycin, may increase the serum concentration of imatinib.
  • Itraconazole The macrolide, josamycin, may increase the effect and toxicity of itraconazole.
  • Levofloxacin Increased risk of cardiotoxicity and arrhythmias
  • Lovastatin The macrolide, josamycin, may increase the toxicity of the statin, lovastatin.
  • Mesoridazine Increased risk of cardiotoxicity and arrhythmias
  • Methysergide Possible ergotism and severe ischemia with this combination
  • Midazolam The macrolide, josamycin, may increase the effect of the benzodiazepine, midazolam.
  • Moxifloxacin Increased risk of cardiotoxicity and arrhythmias
  • Oxtriphylline The macrolide, josamycin, may increase the effect and toxicity of the theophylline derivative, oxtriphylline.
  • Pimozide Increased risk of cardiotoxicity and arrhythmias
  • Repaglinide The macrolide, josamycin, may increase the effect of repaglinide.
  • Rifabutin The rifamycin, rifabutin, may decrease the effect of the macrolide, josamycin.
  • Rifampicin The rifamycin, rifampin, may decrease the effect of the macrolide, josamycin.
  • Terfenadine Increased risk of cardiotoxicity and arrhythmias
  • Theophylline The macrolide, josamycin, may increase the effect and toxicity of theophylline.
  • Thioridazine Increased risk of cardiotoxicity and arrhythmias
  • Triazolam The macrolide, josamycin, may increase the effect of the benzodiazepine, triazolam.
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Josacine
  • Công ty :
    Sản phẩm biệt dược : Kitasamycin A3
  • Công ty :
    Sản phẩm biệt dược : Turimycin A5
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01321
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5282165
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505431
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C12662
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D01235
ChemSpider
http://www.chemspider.com/Chemical-Structure.4445361.html
PharmGKB
http://www.pharmgkb.org/drug/PA164749133
Wikipedia
http://en.wikipedia.org/wiki/Josamycin
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