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Home> Encyclopedia >Pharmaceutical>Vitamins, Amino Acids and Coenzymes>Pharmaceutical Intermediates
JOSAMYCIN structure
JOSAMYCIN structure

JOSAMYCIN

Iupac Name:[(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(4R,5R,6S,7R,9R,10R,11E,13Z,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
CAS No.: 16846-24-5
Molecular Weight:828.006
Modify Date.: 2022-11-22 17:06
Introduction: 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. View more+
1. Names and Identifiers
1.1 Name
JOSAMYCIN
1.2 Synonyms

3-Acetate 4B-(3-Methylbutanoate)leucoMycin V Antibiotic YL 704A3 EN 141 Iosalide Jomybel Josacine Josamina Josamycin for peak identification Josamycin Solution, 100ppm Kitasamycin A3 Leucomycin A3 Leucomycin V 3-acetate 4''-(3-methylbutanoate) Leucomycin V, 3-acetate 4B-(3-methylbutanoate) Turimycin A5 Vilprafen Wilprafen YL-704A3

View all
1.3 CAS No.
16846-24-5
1.4 CID
131849444
1.5 EINECS(EC#)
240-871-6
1.6 Molecular Formula
C42H69NO15 (isomer)
1.7 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
1.8 InChIkey
XJSFLOJWULLJQS-NNOGJIKXSA-N
1.9 Canonical Smiles
CC1CC=CC=CC(C(CC(C(C(C(CC(=O)O1)OC(=O)C)OC)OC2C(C(C(C(O2)C)OC3CC(C(C(O3)C)OC(=O)CC(C)C)(C)O)N(C)C)O)CC=O)C)O
1.10 Isomers 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
2. Properties
2.1 Density
1.2
2.1 Melting point
131.5℃
2.1 Boiling point
877.8°Cat760mmHg
2.1 Refractive index
1.534
2.1 Flash Point
484.7°C
2.1 Precise Quality
827.46700
2.1 PSA
206.05000
2.1 logP
3.01340
2.1 Solubility
微溶 (2.8 g/L) (25 oC),
2.2 Appearance
white to slightly yellow
2.3 Storage
Keep Cold.
2.4 Chemical Properties
White or slightly yellowish powder, slightly hygroscopic.
2.5 Color/Form
white to slightly yellow
2.6 pKa
7.1 (40% a
2.7 Water Solubility
Soluble in ethanol
2.8 StorageTemp
2-8°C
3. Use and Manufacturing
3.1 Definition
ChEBI: A macrolide antibiotic produced by certain strains of Streptomyces narbonensis var. josamyceticus.
3.2 GHS Classification
Signal: Warning
GHS Hazard Statements
Aggregated GHS information provided by 3 companies from 2 notifications to the ECHA C&L Inventory.

Reported as not meeting GHS hazard criteria by 2 of 3 companies. For more detailed information, please visit ECHA C&L website

Of the 1 notification(s) provided by 1 of 3 companies with hazard statement code(s):

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P264, P270, P301+P312, P330, and P501
View all
3.3 Usage
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.
4. Safety and Handling
4.1 Safety Statements
Poison by intravenous route. Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. An experimental teratogen. When heated to decomposition it emits toxic fumes of NOx.
4.1 RIDADR
NONH for all modes of transport
4.1 WGK Germany
2
4.1 RTECS
OH4725810
4.1 Safety

WGK Germany: 2
RTECS: OH4725810
F: 10
Poison by intravenous route. Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. An experimental teratogen.

4.2 Specification

 Josamycin (16846-24-5),which also can be called for Antibioticyl-704a3 ; Kitasamycina3 ; Leucomycinv,3-acetate4(supb)-(3-methylbutanoate) ; Turimycina5 ; Josamycin ;  Leucomycin v,3-ac-eta 4b-(3-Methylbutanoate) ; Leucomycin v,3-aceta 4beta-(3-Methyl butanoate) ; Leucomycin . The appropriate storage temperature of Josamycin (16846-24-5) is 2℃-8℃.When heated to decomposition it emits toxic fumes of NOx.

4.3 Toxicity
LD50 oral in rat: > 7gm/kg
5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Not classified.

2.2 GHS label elements, including precautionary statements

Pictogram(s) No symbol.
Signal word

No signal word.

Hazard statement(s)

none

Precautionary statement(s)
Prevention

none

Response

none

Storage

none

Disposal

none

2.3 Other hazards which do not result in classification

none

7. Other Information
7.0 Usage
Josamycin, is used as a macrolide antibiotic effective against a variety of pathogens.
7.1 Merck
13,5286
7.2 Chemical Properties
White or slightly yellowish powder, slightly hygroscopic.
7.3 Uses
A 16-membered ring macrolide antibiotic with antimicrobial activity against a wide range of pathogens. Particularly used in the treatment of Mycoplasma infection.
7.4 Definition
ChEBI: A macrolide antibiotic produced by certain strains of Streptomyces narbonensis var. josamyceticus.
8. Computational chemical data
  • Molecular Weight: 828.006g/mol
  • Molecular Formula: C42H69NO15
  • Compound Is Canonicalized: True
  • XLogP3-AA: 2.9
  • Exact Mass: 827.46672049
  • Monoisotopic Mass: 827.46672049
  • Complexity: 1390
  • Rotatable Bond Count: 14
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 16
  • Topological Polar Surface Area: 206
  • Heavy Atom Count: 58
  • Defined Atom Stereocenter Count: 16
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 2
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADcfB+PAAAAAAAAAAAAAAAAAAAAAAAAAAkSAAAAAAAAAAAAAAAHgAACAAADXzxgAcCCAMABgCIACjSiAAAAAAgAAAICAEIAAgbFBYAgQAnUAAH4AAfkAPK7PzOAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==
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