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Josamycin

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Name

Josamycin

EINECS
CAS No. 16846-24-5 Density 1.2g/cm3
Solubility Melting Point
Formula C42H69 N O15 Boiling Point 877.8°Cat760mmHg
Molecular Weight 828.02 Flash Point 484.7°C
Transport Information Appearance
Safety 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. Risk Codes
Molecular Structure Molecular Structure of 16846-24-5 (Leucomycin V, 3-acetate4B-(3-methylbutanoate)) Hazard Symbols
Synonyms

LeucomycinA3 (8CI);Oxacyclohexadecane, leucomycin V deriv.;Antibiotic YL 704A3;EN 141;Iosalide;Jomybel;Josacine;Josamina;Josamycin;Kitasamycin A3;Turimycin A5;Vilprafen;Wilprafen;? Josamycin;

 

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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