Streptomycin SulfateProduct ingredient for Streptomycin

Name

Streptomycin Sulfate

Drug Entry

Streptomycin

Streptomycin, an antibiotic derived from Streptomyces griseus, was the first aminoglycoside to be discovered and used in practice in the 1940s.^3,5 Selman Waksman and eventually Albert Schatz were recognized with the Nobel Prize in Medicine for their discovery of streptomycin and its antibacterial activity.^3,6 Although streptomycin was the first antibiotic determined to be effective against mycobacterium tuberculosis, it has fallen out of favor due to resistance and is now primarily used as adjunctive treatment in cases of multi-drug resistant tuberculosis.³

See full entry for Streptomycin

Accession Number

DBSALT000422

Structure

Similar Structures

Synonyms

Not Available

UNII

CW25IKJ202

CAS Number

3810-74-0

Weight

Average: 679.653
Monoisotopic: 679.233048989

Chemical Formula

C₂₁H₄₁N₇O₁₆S

InChI Key

CFCMMYICHMLDCC-QXQFOYBSSA-N

InChI

InChI=1S/C21H39N7O12.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/h4-18,26,29,31-36H,3H2,1-2H3,(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

IUPAC Name

N-[(1S,2S,3R,4S,5S,6R)-3-carbamimidamido-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; sulfuric acid

SMILES

OS(O)(=O)=O.[H][C@@]1(C)O[C@@]([H])(O[C@]2([H])[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(NC(N)=N)[C@]([H])(O)[C@@]2([H])NC(N)=N)[C@]([H])(O[C@]2([H])O[C@@]([H])(CO)[C@]([H])(O)[C@@]([H])(O)[C@]2([H])NC)[C@@]1(O)C=O

External Links

PubChem Compound: 49800019
ChemSpider: 25059428
ChEBI: 774691
ChEMBL: CHEMBL1200740

Predicted Properties

Property	Value	Source
Water Solubility	12.8 mg/mL	ALOGPS
logP	-2.6	ALOGPS
logP	-7.6	Chemaxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	11.09	Chemaxon
pKa (Strongest Basic)	11.6	Chemaxon
Physiological Charge	3	Chemaxon
Hydrogen Acceptor Count	19	Chemaxon
Hydrogen Donor Count	14	Chemaxon
Polar Surface Area	331.43 Å²	Chemaxon
Rotatable Bond Count	9	Chemaxon
Refractivity	149.47 m³·mol^-1	Chemaxon
Polarizability	55.48 Å³	Chemaxon
Number of Rings	3	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Streptomycin SulfateProduct ingredient for Streptomycin

Structure for Streptomycin Sulfate (DBSALT000422)