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Josamycin
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  • Name Josamycin
  • EINECS240-871-6
  • CAS No. 16846-24-5
  • Density1.2g/cm3
  • PSA206.05000
  • LogP3.01340
  • SolubilityN/A
  • Melting Point131.5℃
  • FormulaC42H69 N O15
  • Boiling Point877.8°Cat760mmHg
  • Molecular Weight828.02
  • Flash Point484.7°C
  • Transport InformationN/A
  • AppearanceN/A
  • SafetyPoison 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.
  • Risk CodesN/A
  • Molecular Structure
    Molecular Structure of 16846-24-5 (JOSAMYCIN)
  • Hazard SymbolsN/A
  • SynonymsN/A

Josamycin Chemical Properties

IUPAC Name: [(2S,3S,4R,6S)-6-[(2R,3S,4R,5R,6S)-6-[[(1S,2R,4R,5R,6E,8E,11R,15R,16S)-15-Acetyloxy-5-hydroxy-16-methoxy-4,11-dimethyl-13-oxo-2-(2-oxoethyl)-12-oxacyclohexadeca-6,8-dien-1-yl]oxy]-4-(dimethylamino)-5-hydroxy-2-methyloxan-3-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 3-methylbutanoate
CAS: 16846-24-5
EINECS: 240-871-6
Product Categories: Antibiotic Explorer ; A-KAntibiotics ; Antibacterial ; Antibiotics A to ; Antibiotics G-MAntibiotics ; Chemical Structure Class ; Interferes with Protein Synthesis Antibiotics ; Macrolides ; Mechanism of Action ; Spectrum of Activity .
Following is the Molecular Structure of Josamycin (16846-24-5):

SMILES: O=CC[C@H]3C[C@@H](C)[C@@H](O)/C=C/C=C/C[C@H](OC(=O)C[C@@H](OC(=O)C)[C@H](OC)[C@H]3O[C@@H]2O[C@@H]([C@@H](O[C@@H]1O[C@H]([C@H](OC(=O)CC(C)C)[C@](O)(C1)C)C)[C@H](N(C)C)[C@H]2O)C)C
InChI: InChI=1/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
InChIKey: XJSFLOJWULLJQS-NGVXBBESBV
Std.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
Std.InChIKey: XJSFLOJWULLJQS-NGVXBBESSA-N
Molecular Formula: C42H69NO15
Molecular Weight: 827.99
Boiling Point: 877.8℃ at 760mmHg
Flash Point: 484.7℃
Molar Volume: 684.5cm3
Density: 1.2g/cm3
Molar Refractivity: 212.98cm3
Surface Tension: 50.8dyne/cm
Polarizability: 84.43 10-24cm3
Enthalpy of Vaporization: 144.93kJ/mol
Vapour Pressure: 0mmHg at 25℃

Josamycin Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 intraperitoneal 520mg/kg (520mg/kg)   Hindustan Antibiotics Bulletin. Vol. 11, Pg. 26, 1969.
mammal (species unspecified) LD50 intravenous 385mg/kg (385mg/kg)   Hindustan Antibiotics Bulletin. Vol. 11, Pg. 26, 1969.
mammal (species unspecified) LD50 subcutaneous 786mg/kg (786mg/kg)   Hindustan Antibiotics Bulletin. Vol. 11, Pg. 26, 1969.
mouse LD50 intraperitoneal 780mg/kg (780mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 2, Pg. 85, 1980.
mouse LD50 intravenous 385mg/kg (385mg/kg)   Nihon Daigaku No-juigakubu Gakujutsu Kenkyu Hokoku. Research Reports of the College of Agriculture and Veterinary Medicine, Nihon University. Vol. (35), Pg. 41, 1978.
mouse LD50 oral 6400mg/kg (6400mg/kg)   Japanese Journal of Antibiotics. Vol. 37, Pg. 1565, 1984.
mouse LD50 subcutaneous > 3gm/kg (3000mg/kg)   Drugs in Japan Vol. 6, Pg. 364, 1982.
rat LD50 intraperitoneal > 3gm/kg (3000mg/kg)   Drugs in Japan Vol. 6, Pg. 364, 1982.
rat LD50 intravenous 390mg/kg (390mg/kg)   Nihon Daigaku No-juigakubu Gakujutsu Kenkyu Hokoku. Research Reports of the College of Agriculture and Veterinary Medicine, Nihon University. Vol. (35), Pg. 41, 1978.
rat LD50 oral > 7gm/kg (7000mg/kg)   Drugs in Japan Vol. 6, Pg. 364, 1982.
rat LD50 subcutaneous > 3gm/kg (3000mg/kg)   Drugs in Japan Vol. 6, Pg. 364, 1982.

Josamycin Safety Profile

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

Josamycin 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.

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