CAS 128-46-1

Dihydrostreptomycin

Description:

Dihydrostreptomycin is an aminoglycoside antibiotic that is derived from the bacterium Streptomyces griseus. It is primarily used in the treatment of various bacterial infections, particularly those caused by Mycobacterium tuberculosis. The compound exhibits a broad spectrum of activity against gram-negative and some gram-positive bacteria by inhibiting protein synthesis through binding to the 30S ribosomal subunit. Dihydrostreptomycin is characterized by its relatively low solubility in water, which can influence its pharmacokinetics and bioavailability. It is typically administered via injection due to its poor oral absorption. The substance may cause side effects, including nephrotoxicity and ototoxicity, which are common concerns with aminoglycosides. Its chemical structure features multiple amino groups, contributing to its basicity and interaction with bacterial ribosomes. Dihydrostreptomycin is often used in combination with other antibiotics to enhance therapeutic efficacy and reduce the risk of resistance development. As with all antibiotics, appropriate susceptibility testing is recommended to ensure effective treatment.

Formula: C₂₁H₄₁N₇O₁₂

InChI: InChI=1S/C21H41N7O12/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/h5-18,26,29-36H,3-4H2,1-2H3,(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

InChI key: InChIKey=ASXBYYWOLISCLQ-HZYVHMACSA-N

SMILES: 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,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
• 2,4-Diguanidino-3,5,6-trihydroxycyclohexyl-5-deoxy-2-O-(2-deoxy-2-methylamino-alpha-L-glucopyranosyl)-3-hydroxymethyl-beta-L-lyxo-pentanofuranoside
• 2,4-Diguanidino-3,5,6-trihydroxycyclohexyl-5-deoxy-2-O-(2-deoxy-2-methylamino-α-<span class="text-smallcaps">L</smallcap>-glucopyranosyl)-3-hydroxymethyl-β-<smallcap>L</span>-lyxo-pentanofuranoside
• 2,4-Diguanidino-3,5,6-trihydroxycyclohexyl-5-deoxy-2-O-(2-deoxy-2-methylamino-α-L-glucopyranosyl)-3-hydroxymethyl-β-L-lyxo-pentanofuranoside
• <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)-
• <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)-
• Abiocine
• D-Streptamine, O-2-deoxy-2-(methylamino)-α-L-glucopyranosyl-(1→2)-O-5-deoxy-3-C-(hydroxymethyl)-α-L-lyxofuranosyl-(1→4)-N,N'-bis(aminoiminomethyl)-
• 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)-
• DST
• Dhms
• Dhsm
• Dihidroestreptomicina
• Dihydrostreptomycine
• Dihydrostreptomycinum
• Diidrostreptomicina
• N'',N'''''-[(1R,2R,3S,4R,5R,6S)-4-({5-deoxy-2-O-[2-deoxy-2-(methylamino)-L-glycero-hexopyranosyl]-3-C-(hydroxymethyl)-beta-D-glycero-pentofuranosyl}oxy)-2,5,6-trihydroxycyclohexane-1,3-diyl]diguanidine sulfate (salt)
• N'',N'''''-[(1S,2S,3R,4S,5S,6R)-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
• O-2-Deoxy-2-(methylamino)-α-<span class="text-smallcaps">L</smallcap>-glucopyranosyl-(1→2)-O-5-deoxy-3-C-(hydroxymethyl)-α-<smallcap>L</smallcap>-lyxofuranosyl-(1→4)-N¹,N³-bis(aminoiminomethyl)-<smallcap>D</span>-streptamine
• Streptamine, O-beta-D-mannopyranosyl-(1-4)-2-deoxy-2-(methylamino)-alpha-L-glucopyranosyl-(1-2)-5-deoxy-O-3-C-(hydroxymethyl)-alpha-L-lyxofuranosyl-(1-4)-N,N'-diamidino-, D-
• Streptomycin, deoxydihydrohydroxy-
• Streptomycin, dihydro-
• Unii-P2I6R8W6Ua
• Vibriomycin

THIRD INTERNATIONAL STANDARD FOR DIHYDROSTREPTOMYCIN

CAS: 128-46-1

THIRD INTERNATIONAL STANDARD FOR DIHYDROSTREPTOMYCIN

Formula: C₂₁H₄₁N₇O₁₂

Molecular weight: 583.5899

Ref: 41-ISA42688

Dihydrostreptomycin 1000 µg/mL in Water

Controlled Product

CAS: 128-46-1

Formula: C₂₁H₄₁N₇O₁₂

Color and Shape: Single Solution

Molecular weight: 583.59

Ref: 04-A12635200WA-1000

Dihydrostreptomycin

CAS: 128-46-1

Dihydrostreptomycin is an aminoglycoside antibiotic with action on bacterial protein synthesis inhibition and is used for treating tuberculosis and bacterial infections in veterinary medicine.

Formula: C₂₁H₄₁N₇O₁₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 583.59 g/mol

Ref: 3D-AD29660

Dihydrostreptomycin

CAS: 128-46-1

Dihydrostreptomycin is an antibiotic.

Formula: C₂₁H₄₁N₇O₁₂

Purity: 98%

Color and Shape: Slightly Beige Solid

Molecular weight: 583.59

Ref: TM-T19806