Streptomycin
2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine
Molecular Identity
Streptomycin
2-[(1R,2R,3S,4R,5R,6S)-3-(diaminomethylideneamino)-4-[(2R,3R,4R,5S)-3-[(2S,3S,4S,5R,6S)-4,5-dihydroxy-6-(hydroxymethyl)-3-(methylamino)oxan-2-yl]oxy-4-formyl-4-hydroxy-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine
PubChem CID: 19649
Streptomycin is a amino cyclitol glycoside that consists of streptidine having a disaccharyl moiety attached at the 4-position. The parent of the streptomycin class. It has a role as an antimicrobial agent, an antimicrobial drug, an antibacterial drug, a protein synthesis inhibitor, a bacterial metabolite and an antifungal agrochemical. It is a member of streptomycins, an antibiotic antifungal drug and an antibiotic fungicide. It is functionally related to a streptidine. It is a conjugate base of a streptomycin(3+).
2D Structure
Properties
C21H39N7O12
Molecular Formula
581.60
Molecular Weight
g/mol
581.2657
Exact Mass
Da
-8
XLogP
Drug-like (Lipinski: < 5)
336
TPSA
May have limited oral absorption
12
H-Bond Donors
15
H-Bond Acceptors
940
Complexity
SMILES
Canonical SMILES
SMILES: CC1C(C(C(O1)OC2C(C(C(C(C2O)O)N=C(N)N)O)N=C(N)N)OC3C(C(C(C(O3)CO)O)O)NC)(C=O)OIsomeric SMILES
SMILES: C[C@H]1[C@@]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H]([C@H]2O)O)N=C(N)N)O)N=C(N)N)O[C@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)NC)(C=O)OSynonyms(20)
streptomycin57-92-1StreptomycineAgrimycinStrepcenAgreptGeroxStreptomicinaStreptomycinumStreptomyzinHokko-mycinEstreptomicinaCHEBI:17076Y45QSO73OB2,4-Diguanidino-3,5,6-trihydroxycyclohexyl 5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-C-formyl-beta-L-lyxopentanofuranoside
Data from PubChem (NCBI)
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