CAS 98474-21-6

Urdamycin A

Description:

Urdamycin A is a natural antibiotic compound belonging to the class of aminoglycoside antibiotics. It is produced by the fermentation of certain strains of Streptomyces bacteria. Urdamycin A exhibits a broad spectrum of antibacterial activity, particularly against Gram-positive bacteria, making it valuable in the field of microbiology and potential therapeutic applications. The compound is characterized by its complex molecular structure, which includes multiple sugar moieties and an aglycone component, contributing to its biological activity. Urdamycin A functions by inhibiting bacterial protein synthesis, thereby disrupting essential cellular processes. Its unique chemical properties and mechanism of action have garnered interest for further research in antibiotic development, especially in the context of rising antibiotic resistance. Additionally, the compound's stability and solubility in various solvents are important factors that influence its efficacy and potential formulations for clinical use. Overall, Urdamycin A represents a significant example of naturally occurring antibiotics with promising applications in medicine.

Formula: C₄₃H₅₆O₁₇

InChI: InChI=1/C43H56O17/c1-18-25(44)8-10-32(55-18)60-43-30(46)16-41(5,52)17-42(43,53)13-12-24-35(43)40(51)23-7-6-22(38(49)34(23)39(24)50)28-15-29(37(48)21(4)54-28)59-31-11-9-27(19(2)56-31)58-33-14-26(45)36(47)20(3)57-33/h6-7,12-13,18-21,25-29,31-33,36-37,44-45,47-49,52-53H,8-11,14-17H2,1-5H3/t18-,19-,20+,21+,25-,26+,27-,28+,29+,31-,32-,33-,36+,37+,41+,42-,43-/m0/s1

InChI key: InChIKey=FJSYXNOFZQFOAN-FXPMUEKOSA-N

SMILES: O([C@@]12C3=C(C(=O)C=4C(C3=O)=CC=C(C4O)[C@H]5C[C@@H](O[C@@H]6O[C@@H](C)[C@@H](O[C@H]7C[C@@H](O)[C@H](O)[C@@H](C)O7)CC6)[C@H](O)[C@@H](C)O5)C=C[C@]1(O)C[C@@](C)(O)CC2=O)[C@@H]8O[C@@H](C)[C@@H](O)CC8

Synonyms:

• Benz[a]anthracene-1,7,12(2H)-trione, 9-[2,6-dideoxy-3-O-[[2S-(2α,5β,6β)]-5-[(2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-D-arabino-hexopyranosyl]-3,4,4a,12b-tetrahydro-3,4a,8-trihydroxy-3-methyl-12b-[(tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl)oxy]-, [3R-[3α,4aα,12bα(2S*,5S*,6S*)]]-
• Benz[a]anthracene-1,7,12(2H)-trione, 9-[2,6-dideoxy-3-O-[(2S,5S,6S)-5-[(2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-D-arabino-hexopyranosyl]-3,4,4a,12b-tetrahydro-3,4a,8-trihydroxy-3-methyl-12b-[[(2S,5S,6S)-tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl]oxy]-, (3R,4aR,12bS)-
• (3R,4aR,12bS)-9-[2,6-Dideoxy-3-O-[(2S,5S,6S)-5-[(2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-D-arabino-hexopyranosyl]-3,4,4a,12b-tetrahydro-3,4a,8-trihydroxy-3-methyl-12b-[[(2S,5S,6S)-tetrahydro-5-hydroxy-6-methyl-2H-pyran-2-yl]oxy]benz[a]anthracene-1,7,12(2H)-trione
• Urdamycin A
• Kerriamycin B

Urdamycin A/Kerriamycin B

CAS: 98474-21-6

Formula: C₄₃H₅₆O₁₇

Purity: 97.7%

Color and Shape: Brown amorphous solid

Molecular weight: 845.0

Ref: 8R-CL0119

Urdamycin A

CAS: 98474-21-6

Urdamycin A, from S. fradiae, combats Gram-positive/negative bacteria and cancer, but not S. cerevisiae fungus or A549 cells.

Formula: C₄₃H₅₆O₁₇

Color and Shape: Solid

Molecular weight: 844.904

Ref: TM-T36477

Urdamycin A

CAS: 98474-21-6

Urdamycin A is a polyketide antibiotic, which is derived from the actinobacterium *Streptomyces fradiae*. This microorganism is known for its prolific production of secondary metabolites with significant bioactive properties. Urdamycin A functions primarily through the inhibition of bacterial protein synthesis by interfering with the function of the ribosome. This interference effectively halts the growth and proliferation of susceptible bacterial strains.

Formula: C₄₃H₅₆O₁₇

Purity: Min. 95%

Molecular weight: 844.90 g/mol

Ref: 3D-YDA47421