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| CAS No.: | 16846-24-5 |
|---|---|
| Name: | JOSAMYCIN |
| Molecular Structure: | |
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| Formula: | C42H69 N O15 |
| Molecular Weight: | 828.02 |
| Synonyms: | LeucomycinA3 (8CI);Oxacyclohexadecane, leucomycin V deriv.;Antibiotic YL 704A3;EN 141;Iosalide;Jomybel;Josacine;Josamina;Josamycin;Kitasamycin A3;Turimycin A5;Vilprafen;Wilprafen;? Josamycin; |
| EINECS: | 240-871-6 |
| Density: | 1.2g/cm3 |
| Melting Point: | 131.5℃ |
| Boiling Point: | 877.8°Cat760mmHg |
| Flash Point: | 484.7°C |
| 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. |
| PSA: | 206.05000 |
| LogP: | 3.01340 |
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Chemistry
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℃
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. |
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.
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.