CAS 36531-78-9

Ikarugamycin

Description:

Ikarugamycin is a naturally occurring antibiotic compound that belongs to the class of aminoglycosides. It is produced by the fermentation of certain strains of the bacterium Micromonospora. This compound exhibits a broad spectrum of antibacterial activity, particularly against Gram-positive bacteria, making it of interest in the field of medicinal chemistry and antibiotic development. Ikarugamycin functions by inhibiting protein synthesis in bacteria, which is a common mechanism of action for many antibiotics. Its structure features a complex arrangement of sugar moieties and an aglycone core, contributing to its biological activity. Additionally, research has indicated that Ikarugamycin may possess antitumor properties, further expanding its potential applications in pharmacology. However, like many antibiotics, the emergence of resistance poses challenges for its clinical use, necessitating ongoing studies to explore its efficacy and safety in various therapeutic contexts. Overall, Ikarugamycin represents a significant compound in the search for effective antimicrobial agents.

Formula: C₂₉H₃₈N₂O₄

InChI: InChI=1/C29H38N2O4/c1-3-18-16(2)14-22-20(18)10-11-21-19-6-4-8-26(33)30-13-5-7-24-28(34)27(29(35)31-24)25(32)12-9-17(19)15-23(21)22/h4,8-12,16-24,31,35H,3,5-7,13-15H2,1-2H3,(H,30,33)/b8-4+,12-9+

InChI key: InChIKey=WSUGGLXIPUHOSG-QOMLVTEJSA-N

SMILES: C(C)[C@H]1[C@]2([C@@]([C@@]3([C@@]([C@@]4([C@@](C3)(/C=C/C(=O)C5=C(O)[C@@](NC5=O)(CCCNC(=O)/C=C\C4)[H])[H])[H])(C=C2)[H])[H])(C[C@H]1C)[H])[H]

Synonyms:

• 14,17-Metheno-17H-as-indaceno[3,2-k][1,6]diazacycloheptadecine, ikarugamycin deriv.
• 14,17-Metheno-17H-as-indaceno[3,2-k][1,6]diazacycloheptadecine-9,16,18(1H)-trione, 3-ethyl-2,3,3a,5a,5b,6,10,11,12,13,14,15,20a,21,21a,21b-hexadecahydro-22-hydroxy-2-methyl-, (2R,3R,3aS,5aR,5bS,7Z,14S,19E,20aS,21aR,21bR)-
• 14,17-Metheno-17H-as-indaceno[3,2-k][1,6]diazacycloheptadecine-9,16,18(1H)-trione, 3-ethyl-2,3,3a,5a,5b,6,10,11,12,13,14,15,20a,21,21a,21b-hexadecahydro-22-hydroxy-2-methyl-, [2R-(2R*,3R*,3aS*,5aR*,5bS*,14S*,20aS*,21aR*,21bR*)]-
• Ikarugamycin
• (2R,3R,3aS,5aR,5bS,7Z,14S,19E,20aS,21aR,21bR)-3-Ethyl-2,3,3a,5a,5b,6,10,11,12,13,14,15,20a,21,21a,21b-hexadecahydro-22-hydroxy-2-methyl-14,17-metheno-17H-as-indaceno[3,2-k][1,6]diazacycloheptadecine-9,16,18(1H)-trione
• WSUGGLXIPUHOSG-XSYQVIBFSA-N
• TU-6239 C3
• 14,17-Metheno-17H-as-indaceno[3,2-k][1,6]diazacycloheptadecine-9,16,18(1H)-trione
• 3-Ethyl-2,3,3a,5a,5b,6,10,11,12,13,14,15,20a,21,21a,21b-hexadecahydro-22-hydroxy-2-methyl-, (2R,3R,3aS,5aR,5bS,7Z,14S,19E,20aS,21aR,21bR)-

Ikarugamycin; Tu-6239 C3

CAS: 36531-78-9

Formula: C₂₉H₃₈N₂O₄

Purity: 100.0%

Color and Shape: Whitish. Solid

Molecular weight: 478.0

Ref: 8R-PB0007

Ikarugamycin

CAS: 36531-78-9

Ikarugamycin, an antibiotic, is an inhibitor of clathrin-mediated endocytosis (CME).

Formula: C₂₉H₃₈N₂O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 478.62

Ref: TM-T15556

Ikarugamycin

CAS: 36531-78-9

Formula: C₂₉H₃₈N₂O₄

Molecular weight: 478.6

Ref: 7W-GA4794

Ikarugamycin

CAS: 36531-78-9

Ikarugamycin is a polycyclic nitrogenous antibiotic, which is derived from the fermentation of Streptomyces species, a genus of gram-positive bacteria. It acts primarily by inhibiting clathrin-mediated endocytosis, a cellular process involving the internalization of various macromolecules. This inhibition disrupts cellular uptake mechanisms, which has significant implications for its utility in biological research and therapeutic applications.

Formula: C₂₉H₃₈N₂O₄

Purity: Min. 95%

Molecular weight: 478.62 g/mol

Ref: 3D-LBA53178