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Chemistry

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Also known as: Streptomycin, dihydro-, sulfate, Dihydrostreptomycin sulfate, 1425-61-2, Einecs 215-843-1, Schembl192910, Nsc 756739

Molecular Formula

C₂₁H₄₃N₇O₁₆S

Molecular Weight

681.7 g/mol

InChI Key

GSPKOIJAMLDYCY-RMIBZTJPSA-N

A semi-synthetic aminoglycoside antibiotic that is used in the treatment of TUBERCULOSIS.

1 2D Structure

Dihydrostreptomycin Sulphate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

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-hydroxy-4-(hydroxymethyl)-5-methyloxolan-2-yl]oxy-2,5,6-trihydroxycyclohexyl]guanidine;sulfuric acid

2.1.2 InChI

InChI=1S/C21H41N7O12.H2O4S/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;1-5(2,3)4/h5-18,26,29-36H,3-4H2,1-2H3,(H4,22,23,27)(H4,24,25,28);(H2,1,2,3,4)/t5-,6-,7+,8-,9-,10-,11+,12-,13-,14+,15+,16-,17-,18-,21+;/m0./s1

2.1.3 InChI Key

GSPKOIJAMLDYCY-RMIBZTJPSA-N

2.1.4 Canonical 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)(CO)O.OS(=O)(=O)O

2.1.5 Isomeric 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)(CO)O.OS(=O)(=O)O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Citrocil

2. Dihydrostreptomycin

3. Dihydrostreptomycin Sulfate

4. Sulfate, Dihydrostreptomycin

2.2.2 Depositor-Supplied Synonyms

1. Streptomycin, Dihydro-, Sulfate

2. Dihydrostreptomycin Sulfate

3. 1425-61-2

4. Einecs 215-843-1

5. Schembl192910

6. Nsc 756739

7. D-streptamine, O-2-deoxy-2-(methylamino)-alpha-l-glucopyranosyl-(1-2)-o-5-deoxy-3-c-(hydroxymethyl)-alpha-l-lyxofuranosyl-(1-4)-n,n'-bis(aminoiminomethyl)-, Sulfate (salt)

2.3 Create Date

2005-08-08

3 Chemical and Physical Properties

Molecular Formula	C₂₁H₄₃N₇O₁₆S
Molecular Weight	681.7 g/mol
Hydrogen Bond Donor Count	15
Hydrogen Bond Acceptor Count	19
Rotatable Bond Count	9
Exact Mass	681.24869948 g/mol
Monoisotopic Mass	681.24869948 g/mol
Topological Polar Surface Area	423 Å²
Heavy Atom Count	45
Formal Charge	0
Complexity	993
Isotope Atom Count	0
Defined Atom Stereocenter Count	15
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2