Structural Formula Vector Image
Title: Hydroxystreptomycin
CAS Registry Number: 6835-00-3
Additional Names: Reticulin (the antibiotic)
Molecular Formula: C21H39N7O13
Molecular Weight: 597.57
Percent Composition: C 42.21%, H 6.58%, N 16.41%, O 34.81%
Literature 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 Type: Trihydrochloride
Molecular Formula: C21H42Cl3N7O13
Molecular Weight: 706.96
Percent Composition: 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 mg of streptomycin base/mg. The corresponding value of streptomycin is 842 mg/mg. LD50 s.c. in mice: 865 mg/kg (Ambrose).
Toxicity data: LD50 s.c. in mice: 865 mg/kg (Ambrose)
Status: This monograph has been retired and is no longer subject to revision or update.

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