12-04893. Hydroxystreptomycin [Archived]
Nomenclature
CAS number: 6835-00-3
Reticulin (the antibiotic). C21H39N7O13; mol wt 597.57.
C 42.21%, H 6.58%, N 16.41%, O 34.81%.
Description and references
Antibiotic substance produced by Streptomyces reticuli: Hosoya et al., Jpn. J. Exp. Med. 20, 327 (1949), C.A. 45, 3459i (1951); by S. griseocarneus (from a Japanese soil): Stodola et al., J. Am. Chem. Soc. 73, 2290 (1951); Benedict, Stodola, US 2617755 (1952 to U.S. Secy. Agr.); by Streptomyces NA 232-M1: Grundy et al., Antibiot. Chemother. 1, 309 (1951); by S. subrutilus: Arai et al., J. Antibiot. 17A, 23 (1964). Identity of reticulin (the antibiotic) and hydroxystreptomycin: Hosoya et al., Jpn. J. Exp. Med. 22, 303 (1952), C.A. 48, 3477a (1954). Toxicity: Ambrose, Proc. Soc. Exp. Biol. Med. 76, 466 (1951).
Derivative
Trihydrochloride.C21H42Cl3N7O13; mol wt 706.96.
C 35.68%, H 5.99%, Cl 15.04%, N 13.87%, O 29.42%.
Properties
The physical characteristics approx those of streptomycin. The specific rotation in water is 91° under conditions which give 86.1° for streptomycin trihydrochloride. Hydroxystreptomycin trihydrochloride, when assayed against Bacillus subtilis, was found to be equiv to 784 μg of streptomycin base/mg. The corresponding value of streptomycin is 842 μg/mg. LD50 s.c. in mice: 865 mg/kg (Ambrose).Status
This monograph has been retired and is no longer subject to revision or update.