CAS 3922-90-5

Oleandomicina

Descrizione:

Oleandomicina è un antibiotico macrolide che è strutturalmente correlato all'eritromicina. Viene prodotto mediante fermentazione di ceppi specifici di Streptomyces, in particolare Streptomyces antibioticus. Oleandomicina mostra attività antibatterica principalmente contro batteri Gram-positivi e alcuni organismi Gram-negativi, rendendolo efficace nel trattamento di varie infezioni batteriche. Il composto agisce inibendo la sintesi proteica batterica, legandosi alla subunità ribosomiale 50S, il che impedisce l'allungamento della catena polipeptidica durante la traduzione. Oleandomicina viene tipicamente somministrato per via orale ed è noto per la sua tossicità relativamente bassa. Tuttavia, può causare effetti collaterali come disturbi gastrointestinali e reazioni allergiche in alcuni individui. Il suo uso è diminuito con l'avvento di nuovi antibiotici, ma rimane di interesse in alcuni scenari clinici. La struttura chimica di Oleandomicina include un grande anello di lattone, che è caratteristico degli antibiotici macrolidi, contribuendo al suo meccanismo d'azione e alle proprietà farmacologiche.

Formula: C₃₅H₆₁NO₁₂

InChI: InChI=1S/C35H61NO12/c1-16-14-35(15-43-35)32(40)19(4)27(37)18(3)22(7)46-33(41)21(6)31(47-26-13-25(42-11)28(38)23(8)45-26)20(5)30(16)48-34-29(39)24(36(9)10)12-17(2)44-34/h16-31,34,37-39H,12-15H2,1-11H3/t16-,17+,18-,19+,20+,21+,22+,23-,24-,25-,26-,27-,28-,29+,30-,31-,34-,35+/m0/s1

InChI key: InChIKey=RZPAKFUAFGMUPI-QESOVKLGSA-N

SMILES: O=C1[C@]2(CO2)C[C@H](C)[C@H](O[C@H]3[C@H](O)[C@@H](N(C)C)C[C@@H](C)O3)[C@@H](C)[C@H](O[C@H]4C[C@H](OC)[C@@H](O)[C@H](C)O4)[C@@H](C)C(=O)O[C@H](C)[C@H](C)[C@H](O)[C@H]1C

Sinonimi:

• 1,9-Dioxaspiro[2.13]hexadecane, oleandomycin deriv.
• 1,9-Dioxaspiro[2.13]hexadecane-4,10-dione, 12-[(2,6-dideoxy-3-O-methyl-α-<span class="text-smallcaps">L</smallcap>-arabino-hexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-14-[[3,4,6-trideoxy-3-(dimethylamino)-β-<smallcap>D</span>-xylo-hexopyranosyl]oxy]-, [3R-(3R*,5R*,6S*,7R*,8R*,11R*,12S*,13R*,14S*,15S*)]-
• 1,9-Dioxaspiro[2.13]hexadecane-4,10-dione, 12-[(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-14-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-, [3R-(3R*,5R*,6S*,7R*,8R*,11R*,12S*,13R*,14S*,15S*)]-
• Amimycin
• Antibiotic PA 105
• Landomycin
• Nonanoic acid, 8-(3,5-dihydroxy-2,4-dimethylhexanoyl)-5-(4-dimethylaminotetrahydro-3-hydroxy-6-methylpyran-2-yloxy)-8,9-epoxy-2,4,6-trimethyl-3-(tetrahydro-5-hydroxy-4-methoxy-6-methylpyran-2-yloxy)-, μ-lactone
• Oleandomicina
• Oleandomycin A
• Oleandomycine
• Pa 105
• Pa 775
• Romicil
• [3R-(3R*,5R*,6S*,7R*,8R*,11R*,12S*,13R*,14S*,15S*)]-12-[(2,6-Dideoxy-3-O-methyl-α-<span class="text-smallcaps">L</smallcap>-arabino-hexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-14-[[3,4,6-trideoxy-3-(dimethylamino)-β-<smallcap>D</span>-xylo-hexopyranosyl]oxy]-1,9-dioxaspiro[2.13]hexadecane-4,10-dione
• [3R-(3R*,5R*,6S*,7R*,8R*,11R*,12S*,13R*,14S*,15S*)]-12-[(2,6-Dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-14-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-1,9-dioxaspiro[2.13]hexadecane-4,10-dione
• (3S,5R,6S,7R,8R,11R,12S,13R,14S,15S)-12-[(2,6-dideoxy-3-O-methylhexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-1,9-dioxaspiro[2.13]hexadec-14-yl 3,4,6-trideoxy-3-(dimethylamino)hexopyranoside
• Oleandomycin
• 12-((2,6-Didesoxy-3-O-methyl-alpha-K-arabino-hexopyranosyl)oxy)-8-hydroxy-5,7,8,11,13,15-hexamethyl-14-((3,4,6-tridesoxy-3-dimethylamino-beta-D-xylo-hexopyranosyl)oxy)-1,9-dioxaspiro(2.13)hexadecan-4,10-dion
• Oleandomycinum [INN-Latin]
• (3R,5R,6S,7R,8R,11S,12S,13R,14S,15S)-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranoside
• AI3-50163
• HSDB 7442
• (3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranoside
• Oleandomycin (chloroform solvate)
• Oleandomycine [INN-French]
• (3S,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranoside phosphate (salt)
• (3S,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranoside
• Oleandomycine [French]
• UNII-P8ZQ646136
• Oleandomicina [INN-Spanish]
• Matromycin

Oleandomycin

CAS: 3922-90-5

Formula: C₃₅H₆₁NO₁₂

Purezza: 99.0%

Colore e forma: Solid

Peso molecolare: 687.8583

Ref: IN-DA00CJ6G

Oleandomycin

CAS: 3922-90-5

Formula: C₃₅H₆₁NO₁₂

Purezza: ≥ 95.0%

Colore e forma: White powder

Peso molecolare: 687.90

Ref: 7W-GA0872

Oleandomycin 1000 µg/mL in Acetonitrile

Prodotto controllato

CAS: 3922-90-5

Formula: C₃₅H₆₁NO₁₂

Colore e forma: Single Solution

Peso molecolare: 687.86

Ref: 04-A15725990AL-1000

Oleandomycin

CAS: 3922-90-5

Formula: C₃₅H₆₁NO₁₂

Peso molecolare: 687.87

Ref: 4Z-O-101001

Oleandomycin

CAS: 3922-90-5

Applications Antibiotic substance produced by Streptomyces antibioticus no. ATCC 11891. Antibacterial.
References Sous, H., et al.: Arzneim.-Forsch., 8, 386 (1958), Hahn, et al.: Antibiotics, 1, 378 (1967),

Formula: C₃₅H₆₁NO₁₂

Colore e forma: Neat

Peso molecolare: 687.86

Ref: TR-O517500

Oleandomycin

CAS: 3922-90-5

Purezza: 98%

Peso molecolare: 687.867981

Ref: 10-F951503

Oleandomycin

CAS: 3922-90-5

Oleandomycin is a macrolide antibiotic, which is derived from the bacterium *Streptomyces antibioticus*. This antibiotic functions by binding to the 50S subunit of the bacterial ribosome, thereby inhibiting protein synthesis. The interruption of this essential process ultimately leads to the cessation of bacterial growth and replication.

Formula: C₃₅H₆₁NO₁₂

Purezza: Min. 95%

Colore e forma: White Powder

Peso molecolare: 687.86 g/mol

Ref: 3D-AO16827

Oleandomycin

CAS: 3922-90-5

Oleandomycin, a macrolide antibiotic structurally similar to Erythromycin, exhibits antimicrobial activity.

Formula: C₃₅H₆₁NO₁₂

Purezza: 98%

Colore e forma: White Amorphous Powder Solid

Peso molecolare: 687.86

Ref: TM-T16382