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Josamycin

CAS No.
16846-24-5
Chemical Name:
Josamycin
Synonyms
C12662;EN 141;Jomybel;YL-704A3;Iosalide;Josacine;Josamina;Wilprafen;Vilprafen;JOSAMYCIN
CBNumber:
CB5444692
Molecular Formula:
C42H69NO15
Molecular Weight:
827.99
MDL Number:
MFCD00210320
MOL File:
16846-24-5.mol
MSDS File:
SDS
Last updated:2024-04-10 11:19:08

Josamycin Properties

Melting point 131.5℃
alpha D25 -70° (c = 1 in ethanol)
Boiling point 763.27°C (rough estimate)
Density 1.1547 (rough estimate)
refractive index 1.6220 (estimate)
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility Soluble in ethanol
pka 7.1 (40% aq methanol)
form powder
color white to slightly yellow
Merck 13,5286
Stability Hygroscopic
FDA UNII HV13HFS217
ATC code J01FA07

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
WGK Germany  2
RTECS  OH4725810
10
Toxicity LD50 oral in rat: > 7gm/kg

Josamycin price More Price(25)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000041 Josamycin European Pharmacopoeia (EP) Reference Standard 16846-24-5 y0000041 $220 2024-03-01 Buy
Sigma-Aldrich 59983 Josamycin ≥98.0% (UV) 16846-24-5 50mg $65.8 2024-03-01 Buy
Alfa Aesar J62245 Josamycin, 98+% 16846-24-5 50mg $93.65 2024-03-01 Buy
Cayman Chemical 29606 Josamycin 16846-24-5 50mg $53 2024-03-01 Buy
Cayman Chemical 29606 Josamycin 16846-24-5 100mg $93 2024-03-01 Buy
Product number Packaging Price Buy
Y0000041 y0000041 $220 Buy
59983 50mg $65.8 Buy
J62245 50mg $93.65 Buy
29606 50mg $53 Buy
29606 100mg $93 Buy

Josamycin Chemical Properties,Uses,Production

Chemical Properties

Josamycin is a macrolide substance having antibacterial activity produced by the growth of Streptomyces narboensis var. josamyceticus.
Josamycin appears as white to yellowish white powder, slightly hygroscopic. Josamycin is very soluble in methanol or in ethanol, and very slightly soluble in water.

Originator

Josalid,Biochemie

Uses

Josamycin, is used as a macrolide antibiotic effective against a variety of pathogens.

Uses

As a 16-membered ring macrolide antibiotic with antimicrobial activity against a wide range of pathogens. Josamycin can be particularly used in the treatment of Mycoplasma infection.
Josamycin is used to study the modification of phagocytosis and cytokine production by macrolide antibiotics, immunomodulatory effects, the suppression of matrix metalloproteinase production as well as study bacteria protein synthesis at the level of the the 23S rRNA, 50S ribosomal subunit.

Definition

ChEBI: A macrolide antibiotic produced by certain strains of Streptomyces narbonensis var. josamyceticus.

Manufacturing Process

100 ml of a culture medium consisting of water containing 1.5% soybean meal, 1% starch, 1% glucose, 0.3% sodium chloride, 0.1% dipotassium hydrogen phosphate, and 0.05% magnesium sulfate was placed in a 500 ml flask and sterilized for 20 min at 120°C. After cooling, the culture medium was inoculated with strain A 205-P2 Streptomyces narbonensis var. josatny ceticus, and the strain was subjected to shaking culture at 27°-29°C and at 130 strokes per min and 8 cm amplitude. After 3 days of culture, the culture fluids in such 100 flasks were combined together and filtered to give 8700 ml of culture filtrate. The pH of the filtrate was 6.4 and showed an inhibition zone of 25 mm. to Bacillus subtilis (PCI 219 strain). The filtrate was extracted with 8700 ml of ethyl acetate. The extract (7300 ml) thus obtained was concentrated to 730 ml under vacuum at temperatures lower than 50°C, 360 ml of water added, and then concentrated hydrochloric acid added to ad just the pH to 2.0, whereby josamycin was transferred to the aqueous layer. After adjusting the pH of the aqueous layer to 7.5 by the addition of 0.1 N sodium hydroxide, josamycin was extracted with 180 ml of ethyl acetate.
Josamycin was then transferred to 90 ml of an aqueous solution at pH 2.0 and extracted again with 45 ml of ethyl acetate as above process. Ethyl acetate solution thus obtained was evaporated under reduced pressure to give a solidified product, which was dissolved in 5 ml of benzene to remove impurities and the product, solidified from the benzene solution by evaporating under reduced pressure, was dissolved in a small amount of ethyl acetate and subjected to an alumina chromatography. That is, Brockman alumina (Merck) was treated with hydrochloric acid, sufficiently rinsed with water, and activated by heating for 5 h at 150°C.
50.0 g of thus treated alumina was filled in a glass tube of 1.6 cm in diameter by using ethyl acetate. The above prepared ethyl acetate solution was added to the alumina column and the product was eluted with 200 ml of ethyl acetate. The eluate thus obtained was concentrated under reduced pressure and the solid product thus obtained was dissolved in 5 ml of benzene and 50 ml of n-hexane added to give 0.18 g of amorphous josamycin having a purity of above 90%.

Therapeutic Function

Antibiotic

Pharmaceutical Applications

A naturally occurring antibiotic produced by Streptomyces narbonensis var. josamyceticus and belonging to the leucomycin group of macrolides. It is formulated for oral administration.
Many Gram-positive and Gram-negative anaerobes are susceptible, including Peptostreptococcus spp., Propionibacterium spp., Eubacterium spp. and Bacteroides spp.
After a single 1 g oral dose, a peak serum concentration of 2.74 mg/L was achieved 0.75 h after dosing. The AUC was 4.2 mg.h/L, and the apparent elimination half-life 1.5 h. Several inactive metabolites could be detected. It penetrates into saliva, tears and sweat, and achieves high levels in bile and lungs. It is mostly metabolized and excreted in the bile in an inactive form. Less than 20% of the dose appears in the urine, producing levels of around 50 mg/L.
The drug is generally well tolerated, producing only mild gastrointestinal disturbance. Its uses are similar to those of erythromycin. It is of limited availability.

Biological Activity

Josamycin inhibits bacterial protein biosynthesis by inhibiting peptidyltransferase and ribosomal translocation, and depleting the intracellular pools of aminoacyl-tRNAs available for protein synthesis by drop-off and incomplete peptidyl-tRNA hydrolase activity. It slows down formation of the first peptide bond of a nascent peptide in an amino acid-dependent way and inhibits formation of the second or third peptide bond.

Global( 218)Suppliers
Supplier Tel Email Country ProdList Advantage
Hubei Ipure Biology Co., Ltd
+8613367258412 ada@ipurechemical.com China 10326 58
Hebei Yanxi Chemical Co., Ltd.
+8617531190177 peter@yan-xi.com China 5993 58
Firsky International Trade (Wuhan) Co., Ltd
+8615387054039 admin@firsky-cn.com China 436 58
airuikechemical co., ltd.
+undefined86-15315557071 sales02@airuikechemical.com China 994 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9352 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Zhejiang ZETian Fine Chemicals Co. LTD
18957127338 stella@zetchem.com China 2141 58
Shandong chuangyingchemical Co., Ltd.
18853181302 sale@chuangyingchem.com CHINA 5909 58

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View Lastest Price from Josamycin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
josamycin pictures 2024-04-10 josamycin
16846-24-5
US $0.00-0.00 / kg 1kg 99.99% 20 tons airuikechemical co., ltd.
Josamycin pictures 2023-10-08 Josamycin
16846-24-5
US $30.00 / KG 1KG 99% 20T Firsky International Trade (Wuhan) Co., Ltd
Josamycin pictures 2023-09-15 Josamycin
16846-24-5
US $20.00-2.00 / kg 1kg 0.99 20 tons Hebei Yanxi Chemical Co., Ltd.
  • josamycin pictures
  • josamycin
    16846-24-5
  • US $0.00-0.00 / kg
  • 99.99%
  • airuikechemical co., ltd.
  • Josamycin pictures
  • Josamycin
    16846-24-5
  • US $30.00 / KG
  • 99%
  • Firsky International Trade (Wuhan) Co., Ltd
  • Josamycin pictures
  • Josamycin
    16846-24-5
  • US $20.00-2.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.
Vilprafen Wilprafen Josamycin Solution, 100ppm Josamycin for peak identification 3-Acetate 4B-(3-Methylbutanoate)leucoMycin V LeucoMycin V, 3-acetate4B-(3-Methylbutanoate) Leucomycin V 3-acetate 4''-(3-methylbutanoate) YL-704A3 3-acetate4(supb)-(3-methylbutanoate) C12662 Josamycin solution solution,1000ppm Josamycin solution JOSAMYCIN LEUCOMYCIN V,3-AC-ETA 4B-(3-METHYLBUTANOATE) LEUCOMYCIN V,3-ACETA 4BETA-(3-METHYL BUTANOATE) LEUCOMYCIN A3 antibioticyl-704a3 kitasamycina3 leucomycinv,3-acetate4(supb)-(3-methylbutanoate) turimycina5 EN 141 Iosalide Jomybel Josacine Josamina Leucomycin A3 (8CI) Leucomycin V, 3-acetate 4B-(3-methylbutanoate) (9CI) LEUCOMYCIN V,3-ACETA 4β-(3-METHYL BUTANOATE) Josamycin Standard Josamycin for peak identification CRS Josamycin CRS JOSAMYCIN USP/EP/BP (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-hydroxy-2-methyltetrahydro-2H-pyran-3-yl)oxy)-4-hydroxy-2,4- [(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-dimethyloxa Pre-validation JOSAMYCIN(16846-24-5) (4R,5S,6S,7R,9R,10R,11E,13E,16R)-4-(acetyloxy)-6-[[3,6-dideoxy-4-O-[2,6-dideoxy-3-C-methyl-4-O-(3-methylbutanoyl)-α-L-ribo-hexopyranosyl]-3-(dimethylamino)-β-D-glucopyranosyl]oxy]-10-hydroxy-5-methoxy-9,16-dimethyl-7-(2-oxoethyl)oxacyclohexadeca-11,13-dien-2-one (josamycin) Sparsentan Impurity 65 Leucomycin A3 (>90%) lucamycin 16846-24-5 C42H69NO15 BioChemical Antibiotics Antibiotics A to Z Antibiotics G-M Amines Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Antibiotic Explorer A - KAntibiotics Antibacterial Antibiotics A to Antibiotics G-MAntibiotics Chemical Structure Class Interferes with Protein SynthesisAntibiotics