CAS 5490-27-7

Dihydrostreptomycin sulfate

Description:

Dihydrostreptomycin sulfate is an aminoglycoside antibiotic derived from Streptomyces griseus, primarily used to treat bacterial infections, particularly those caused by Mycobacterium tuberculosis. It is characterized by its ability to inhibit bacterial protein synthesis by binding to the 30S ribosomal subunit, leading to misreading of mRNA and ultimately bacterial cell death. The compound is typically administered via injection due to its poor oral bioavailability. Dihydrostreptomycin sulfate is soluble in water, which facilitates its use in clinical settings. Its chemical structure includes multiple amino groups, contributing to its basicity and interaction with bacterial ribosomes. While effective against a range of Gram-negative and some Gram-positive bacteria, it is important to monitor for potential side effects, including nephrotoxicity and ototoxicity, which are common concerns with aminoglycosides. As with all antibiotics, appropriate susceptibility testing is recommended to ensure efficacy against specific pathogens.

Formula: C₂₁H₄₁N₇O₁₂H₂O₄S

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

InChI key: InChIKey=GSPKOIJAMLDYCY-RMIBZTJPSA-N

SMILES: S(=O)(=O)(O)O.O([C@H]1[C@H](O[C@@H]2[C@@H](NC(=N)N)[C@H](O)[C@@H](NC(=N)N)[C@H](O)[C@H]2O)O[C@@H](C)[C@@]1(CO)O)[C@H]3[C@@H](NC)[C@H](O)[C@@H](O)[C@H](CO)O3

Synonyms:

• 2,2'-[(1R,2R,3S,4R,5R,6S)-4-({5-deoxy-2-O-[2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl]-3-C-(hydroxymethyl)-alpha-L-lyxofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine sulfate (1:1)
• <span class="text-smallcaps">D</smallcap>-Streptamine, O-2-deoxy-2-(methylamino)-α-<smallcap>L</smallcap>-glucopyranosyl-(1→2)-O-5-deoxy-3-C-(hydroxymethyl)-α-<smallcap>L</span>-lyxofuranosyl-(1→4)-N,N′-bis(aminoiminomethyl)-, sulfate (2:3) (salt)
• <span class="text-smallcaps">D</smallcap>-Streptamine, O-2-deoxy-2-(methylamino)-α-<smallcap>L</smallcap>-glucopyranosyl-(1→2)-O-5-deoxy-3-C-(hydroxymethyl)-α-<smallcap>L</span>-lyxofuranosyl-(1→4)-N¹,N³-bis(aminoiminomethyl)-, sulfate (2:3)
• Didromycin
• Didromycine
• Dihydroestreptomycin Sulphate
• Dihydrostereptomycin Sulfate
• Dihydrostreptomycin 3/2 sulfate
• Dihydrostreptomycin Suflate
• Dihydrostreptomycin Sulfate(2:3)
• Dihydrostreptomycin sesqui-Sulfate
• Dihydrostreptomycin sesquisulfate
• Dihydrostreptomycin sulfate
• Double-mycin
• N'',N'''''-[(1S,2S,3R,4S,5S,6R)-4-({5-deoxy-2-O-[2-deoxy-2-(methylamino)-α-L-glucopyranosyl]-3-C-(hydroxymethyl)-α-L-lyxofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine sulfate (2:3) (salt)
• Panstreptin
• Sol-Mycin
• Streptomagna
• Streptomycin, dihydro-, sulfate (2:3) (salt)
• D-Streptamine, O-2-deoxy-2-(methylamino)-α-L-glucopyranosyl-(1→2)-O-5-deoxy-3-C-(hydroxymethyl)-α-L-lyxofuranosyl-(1→4)-N1,N3-bis(aminoiminomethyl)-, sulfate (2:3)

DIHYDROSTREPTOMYCIN SULFATE CRS

CAS: 5490-27-7

DIHYDROSTREPTOMYCIN SULFATE CRS

Formula: C₂₁H₄₃N₇O₁₆S

Molecular weight: 681.6684

Ref: 41-D1954000

Dihydrostreptomycin Sulfate

CAS: 5490-27-7

Dihydrostreptomycin and its derivatives; salts thereof

Formula: (C₂₁H₄₁N₇O₁₂)₂·3H₂SO₄

Color and Shape: White Powder

Molecular weight: 1166.56264

Ref: 45-1203008

Dihydrostreptomycin Sulfate

CAS: 5490-27-7

Formula: C₂₁H₄₁N₇O₁₂·3H₂O₄S

Color and Shape: White To Off-White Solid

Molecular weight: 2 583.60 3 98.08

Ref: 4Z-S-083005

Dihydrostreptomycin sesquisulfate

CAS: 5490-27-7

Formula: C₂₁H₄₁N₇O₁₂₁·5H₂SO₄

Purity: ≥ 730IU/mg (anhydrous)

Color and Shape: White to off-white powder

Molecular weight: 730.71

Ref: 7W-GA8949

Dihydrostreptomycin sesquisulfate

Controlled Product

CAS: 5490-27-7

Formula: C₂₁H₄₁N₇O₁₂H₂O₄S

Color and Shape: Neat

Molecular weight: 1461.42

Ref: 04-C12635300

Dihydrostreptomycin sesquisulfate 100 µg/mL in Acetonitrile/Water

CAS: 5490-27-7

Formula: C₂₁H₄₁N₇O₁₂H₂O₄S

Color and Shape: Single Solution

Molecular weight: 1461.42

Ref: 04-A12635300WL-100

Dihydrostreptomycin sulfate

CAS: 5490-27-7

Dihydrostreptomycin sulfate (Dihydrostreptomycin sesquisulfate) inhibits protein synthesis by binding to the 30S ribosomal subunit.

Formula: C₂₁H₄₁N₇O₁₂·5H₂SO₄

Purity: 97.38% - 99.9%

Color and Shape: Solid

Molecular weight: 730.71

Ref: TM-T2211

Dihydrostreptomycin Sesquisulfate

CAS: 5490-27-7

Stability Hygroscopic
Applications A derivative of Streptomycin (S687500) with antimicrobial activity. It is used in veterinary medicine to treat bovine infection and also as an effective antibiotic to control pests found in crops.
References Gradin, J.L. et al.: J. Am. Vet. Med. Assoc., 183, 434 (1983); Bishop, J.R. et al.: J. Dairy Sci., 67, 437 (1984); Singh, D.R. et al.: Obi. Chik. Daig. Gak. Ken. Hok., 11, 475 (1979);

Formula: C₂₁H₄₁N₇O₁₂·3H₂O₄S

Color and Shape: Off-White

Molecular weight: 1461.42

Ref: TR-D449535

Dihydrostreptomycin sesquisulfate, EP

CAS: 5490-27-7

Dihydrostreptomycin sesquisulfate, EP is an aminoglycoside antibiotic, structurally derived from Streptomyces griseus. This compound originates from microbial biosynthesis, a method which harnesses the natural antibiotic-producing capabilities of microbial cultures. The mode of action of dihydrostreptomycin sesquisulfate involves binding to the 30S subunit of bacterial ribosomes, which interrupts the process of protein synthesis, ultimately leading to bacterial cell death.

Formula: C₂₁H₄₁N₇O₁₂•(H₂SO₄)₁

Purity: (Hplc) 94.0 To 102.0%

Color and Shape: Powder

Molecular weight: 1,461.42 g/mol

Ref: 3D-AD175759

Dihydrostreptomycin sesquisulfate

CAS: 5490-27-7

Dihydrostreptomycin sesquisulfate is an aminoglycoside antibiotic, which is derived from the bacterium Streptomyces griseus. Its mode of action involves binding to the 30S subunit of the bacterial ribosome, leading to the disruption of protein synthesis. This binding interferes with the initiation complex formation, causing misreading of mRNA and ultimately inhibiting bacterial growth.

Formula: C₂₁H₄₁N₇O₁₂•(H₂SO₄)₁

Purity: Min. 95%

Molecular weight: 730.71 g/mol

Ref: 3D-AD22045