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Streptomycin (Standard)

CAT: 0804-HY-B1906R-02Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-B1906R-02Size:25 mg
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Description
Streptomycin (Standard) is the analytical standard of Streptomycin. This product is intended for research and analytical applications. Streptomycin (Agrept) is an effective antibiotic against M. tuberculosis, is used for the research of tuberculosis (TB) . Streptomycin also is a bacteriocidal agent that can be used for the research of a number of bacterial infections. Streptomycin can bind strongly to nucleic acids, interferes and blocks protein synthesis while permitting continued RNA and DNA synthesis. Streptomycin, as a common antibiotic used in culture media, also is a blocker of stretch-activated and mechanosensitive ion channels in neurons and cardiac myocytes [1][2][3].
CAS Number
57-92-1
Product Name Alternative
Agrept (Standard) ; Agrimycin (Standard) ; Streptomycin A (Standard)
UNSPSC
12352005
Target
Antibiotic; Bacterial; Reference Standards
Type
Reference compound
Related Pathways
Anti-infection; Others
Field of Research
Infection; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/streptomycin-standard.html
Smiles
N=C(N)N[C@@H]([C@@H]([C@H]([C@@H]([C@H]1O)O)NC(N)=N)O)[C@H]1O[C@H](O[C@H]([C@]2(O)C=O)C)[C@@H]2O[C@H]3[C@H]([C@@H]([C@H]([C@@H](O3)CO)O)O)NC
Molecular Formula
C21H39N7O12
Molecular Weight
581.57
References & Citations
[1]J DAVIES, et al. STREPTOMYCIN, SUPPRESSION, AND THE CODE. Proc Natl Acad Sci U S A. 1964 May;51 (5) :883-90.|[2]Deisy M G C Rocha, et al. The Neglected Contribution of Streptomycin to the Tuberculosis Drug Resistance Problem. Genes (Basel) . 2021 Dec 17;12 (12) :2003.|[3]Mandeep Singh, et al. Streptomycin sulphate loaded solid lipid nanoparticles show enhanced uptake in macrophage, lower MIC in Mycobacterium and improved oral bioavailability. Eur J Pharm Biopharm. 2021 Mar;160:100-124.|[4]J DAVIES, et al. STREPTOMYCIN, SUPPRESSION, AND THE CODE. Proc Natl Acad Sci U S A. 1964 May;51 (5) :883-90.|[5]Deisy M G C Rocha, et al. The Neglected Contribution of Streptomycin to the Tuberculosis Drug Resistance Problem. Genes (Basel) . 2021 Dec 17;12 (12) :2003.|[6]Mandeep Singh, et al. Streptomycin sulphate loaded solid lipid nanoparticles show enhanced uptake in macrophage, lower MIC in Mycobacterium and improved oral bioavailability. Eur J Pharm Biopharm. 2021 Mar;160:100-124.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Streptomycin

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+).

CAS Number57-92-1
PubChem CID19649
IUPAC Name2-[(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 FormulaC21H39N7O12
Molecular Weight581.6
XLogP-8
Topological Polar Surface Area336
Hydrogen Bond Donor Count12
Hydrogen Bond Acceptor Count15
Rotatable Bond Count9
Heavy Atom Count40
Formal Charge0
Complexity940
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)O
InChI
InChI=1S/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
UCSJYZPVAKXKNQ-HZYVHMACSA-N
Chemical Structure
2D Structure
2D structure of Streptomycin
CAS: 57-92-1
CID: 19649
Formula: C21H39N7O12
MW: 581.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight581.6
XLogP3-8
Hydrogen Bond Donor Count12
Hydrogen Bond Acceptor Count15
Rotatable Bond Count9
Exact Mass581.26566970
Monoisotopic Mass581.26566970
Topological Polar Surface Area336 Ų
Heavy Atom Count40
Formal Charge0
Complexity940
Isotope Atom Count0
Defined Atom Stereocenter Count15
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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