streptomycin

[(Science: drug) Commonly used antibiotic in cell culture media: acts only on prokaryotes and blocks transition from initiation complex to chain elongating ribosome. isolated originally from a soil streptomycete.

[1. An antibiotic agent obtained from Streptomyces griseus that is active against the tubercle bacillus and a large number of gram-positive and gram-negative bacteria; also used in the form of dihydrostreptomycin (aldehyde of streptomycin reduced to CH2OH). It is used virtually exclusively in the treatment of tuberculosis; toxicity includes eighth cranial nerve damage leading to deafness and/or vestibular dysfunction.

InChI: InChI=1/C21H39N7O12/c1-5-21(36,4-30)16(40-17-9(26-2)13(34)10(31)6(3-29)38-17)18(37-5)39-15-8(28-20(24)25)11(32)7(27-19(22)23)12(33)14(15)35/h4-18,26,29,31-36H,3H2,1-2H3,(H4,22,23,27)(H4,24,25,28)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+/m0/s1

InChIKey: InChIKey=UCSJYZPVAKXKNQ-HZYVHMACBS
SMILES: CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@H]2[C@@H](O[C@@H](C)[C@]2(O)C=O)O[C@H]3[C@H](O)[C@@H](O)[C@H](NC(N)=N)[C@@H](O)[C@@H]3NC(N)=N

CAS number 57-92-1

Names:
    Streptomycin
    streptomycin
    Streptomycin
    STREPTOMYCIN
    streptomycin
    2,4-Diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-wÓ-3_úÿ¿
    [2-deoxy-2-(dimethylamino)-α-L-glucopyranosyl]-(1→2)-[5-deoxy-3-C-wÓ{;_úÿ¿

Registries:
    PubChem CID 5999
    Beilstein =1361198
    CAS 57-92-1 (from NIST)
    ChEBI 17076
    chemPDB SRY
    Kegg C00413
    PubChem ID 3703