CAS 67814-76-0

D-Streptamine, O-6-amino-6-deoxy-α-D-glucopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)]-N1-[(2S)-3-amino-2-hydroxy-1-oxopropyl]-2-deoxy-, sulfate (1:?)

Description:

D-Streptamine, O-6-amino-6-deoxy-α-D-glucopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)]-N1-[(2S)-3-amino-2-hydroxy-1-oxopropyl]-2-deoxy-, sulfate (1:?) is a complex glycosylated aminoglycoside antibiotic. It is characterized by its intricate structure, which includes multiple sugar moieties and an amino acid component, contributing to its biological activity. The presence of sulfate groups enhances its solubility and stability in biological systems. This compound exhibits antibacterial properties, primarily targeting bacterial ribosomes to inhibit protein synthesis, making it effective against a range of Gram-negative bacteria. Its unique structural features, including the specific glycosidic linkages and functional groups, are crucial for its interaction with bacterial targets. Additionally, the compound's stereochemistry plays a significant role in its pharmacological profile. As with many aminoglycosides, it may have potential side effects, including nephrotoxicity and ototoxicity, which necessitate careful consideration in therapeutic applications. Overall, D-streptamine represents a significant class of antibiotics with important clinical relevance.

Formula: C₂₂H₄₃N₅O₁₂·xH₂O₄S

InChI: InChI=1S/C22H43N5O12.H2O4S/c1-22(35)6-36-20(15(33)18(22)26-2)39-17-8(27-19(34)9(28)4-23)3-7(25)16(14(17)32)38-21-13(31)12(30)11(29)10(5-24)37-21;1-5(2,3)4/h7-18,20-21,26,28-33,35H,3-6,23-25H2,1-2H3,(H,27,34);(H2,1,2,3,4)/t7-,8+,9-,10+,11+,12-,13+,14-,15+,16+,17-,18+,20+,21+,22-;/m0./s1

InChI key: InChIKey=DDXRHRXGIWOVDQ-MGAUJLSLSA-N

SMILES: O([C@H]1[C@H](NC([C@H](CN)O)=O)C[C@H](N)[C@@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]1O)[C@@H]3[C@H](O)[C@@H](NC)[C@@](C)(O)CO3.S(=O)(=O)(O)O

Synonyms:

• (2S)-3-amino-N-[(1R,2S,3S,4R,5S)-5-amino-4-[(2R,3R,4S,5S,6R)-6-(aminomethyl)-3,4,5-trihydroxy-oxan-2-yl]oxy-2-[(2R,3R,4R,5S)-3,5-dihydroxy-5-methyl-4-methylamino-oxan-2-yl]oxy-3-hydroxy-cyclohexyl]-2-hydroxy-propanamide sulfate
• <span class="text-smallcaps">D</smallcap>-Streptamine, O-6-amino-6-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-<smallcap>L</span>-arabinopyranosyl-(1→6)]-N¹-(3-amino-2-hydroxy-1-oxopropyl)-2-deoxy-, (S)-, sulfate (salt)
• <span class="text-smallcaps">D</smallcap>-Streptamine, O-6-amino-6-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-<smallcap>L</span>-arabinopyranosyl-(1→6)]-N¹-[(2S)-3-amino-2-hydroxy-1-oxopropyl]-2-deoxy-, sulfate (1:?)
• <span class="text-smallcaps">D</smallcap>-Streptamine, O-6-amino-6-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-<smallcap>L</span>-arabinopyranosyl-(1→6)]-N¹-[(2S)-3-amino-2-hydroxy-1-oxopropyl]-2-deoxy-, sulfate (salt)
• Exacin
• Isepacin
• D-Streptamine, O-6-amino-6-deoxy-α-D-glucopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)]-N1-(3-amino-2-hydroxy-1-oxopropyl)-2-deoxy-, (S)-, sulfate (salt)
• D-Streptamine, O-6-amino-6-deoxy-α-D-glucopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)]-N1-[(2S)-3-amino-2-hydroxy-1-oxopropyl]-2-deoxy-, sulfate (1:?)
• D-Streptamine, O-6-amino-6-deoxy-α-D-glucopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)]-N1-[(2S)-3-amino-2-hydroxy-1-oxopropyl]-2-deoxy-, sulfate (salt)
• Isepamicin sulfate

Isepamicin Sulfate

CAS: 67814-76-0

Formula: C₂₂H₄₅N₅O₁₆S

Purity: 98%

Color and Shape: Solid

Molecular weight: 667.6816

Ref: IN-DA01DQ46

Isepamicin Sulfate

CAS: 67814-76-0

Isepamicin Sulfate

Purity: 99%, ≥670μgmg

Molecular weight: 667.68g/mol

Ref: 54-OR1025300

Isepamicin sulfate

CAS: 67814-76-0

Isepamicin sulfate

Purity: ≥98%

Molecular weight: 667.68g/mol

Ref: 54-BUP06503

Isepamicin sulfate

CAS: 67814-76-0

Isepamicin sulfate (sch21420), an aminoglycoside, targets 30S ribosomal unit, effective against type I 6-acetyltransferase strains.

Formula: C₂₂H₄₃N₅O₁₂·SH₂O₄

Purity: 99.31% - 99.91%

Color and Shape: Solid

Molecular weight: 667.68

Ref: TM-T6549

Isepamicin Sulfate

CAS: 67814-76-0

Formula: C₂₂H₄₃N₅O₁₂·H₂SO₄

Molecular weight: 569.61 98.08

Ref: 4Z-I-157001

Isepamicin sulfate

CAS: 67814-76-0

Formula: C₂₂H₄₃N₅O₁₂

Purity: ≥ 670μg/mg

Color and Shape: White to off-white powder

Molecular weight: 569.60

Ref: 7W-GA5158

Isepamicin Sulfate

CAS: 67814-76-0

Stability Hygroscopic
Applications Isepamicin sulfate (CAS# 67814-76-0) is an aminoglycoside antibiotic with excellent capability of transference from venous blood to bone marrow blood.
References Li, G.; et al.: Zhongguo Xiandai Yixue Zazhi, 17, 1507 (2007).

Formula: C₂₂H₄₃N₅O₁₂•H₂O₄S

Color and Shape: Off-White

Molecular weight: 569.609808

Ref: TR-I927013

Isepamicin sulphate

CAS: 67814-76-0

Isepamicin Sulphate is an aminoglycoside antibiotic with a mode of action that inhibits bacterial protein synthesis by binding to the 30S ribosomal subunit. It is used for treating infections caused by gram-negative bacteria.

Formula: C₂₂H₄₃N₅O₁₂•H₂SO₄

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 667.68 g/mol

Ref: 3D-FI65046

Isepamicin sulfate - 70%

CAS: 67814-76-0

Isepamicin sulfate - 70% is a semi-synthetic aminoglycoside antibiotic, which is derived from naturally occurring antibiotic compounds through chemical modifications. Its mode of action involves binding to the bacterial 30S ribosomal subunit, disrupting protein synthesis and consequently causing bacterial cell death. This mechanism of action is typical of aminoglycosides, characterized by their bactericidal properties against a broad spectrum of Gram-negative bacteria, with some efficacy against certain Gram-positive bacterial strains.

Formula: C₂₂H₄₅N₅O₁₆S

Purity: Min. 95%

Color and Shape: White/Off-White Solid

Molecular weight: 667.68 g/mol

Ref: 3D-FI163230