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CAS 19396-03-3

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Polyoxin A

Description:
Polyoxin A is a natural antifungal compound produced by the fermentation of certain Streptomyces species, particularly Streptomyces griseus. It is classified as a nucleoside antibiotic and is known for its ability to inhibit the synthesis of chitin, a critical component of fungal cell walls. This mechanism of action makes Polyoxin A effective against a variety of fungal pathogens, particularly in agricultural settings where it is used as a biopesticide. The compound is characterized by its relatively low toxicity to humans and animals, making it a safer alternative to synthetic fungicides. Polyoxin A is soluble in water and exhibits stability under acidic conditions, although it may degrade in alkaline environments. Its application is primarily in crop protection, where it helps manage diseases caused by fungi, thereby contributing to sustainable agricultural practices. Additionally, ongoing research explores its potential in other areas, including pharmaceuticals and biotechnology, due to its unique biochemical properties.
Formula:C23H32N6O14
InChI:InChI=1/C23H32N6O14/c1-2-7-3-28(12(7)21(38)39)19(37)11(26-18(36)10(24)13(32)9(31)6-42-22(25)40)16-14(33)15(34)20(43-16)29-4-8(5-30)17(35)27-23(29)41/h2,4,9-16,20,30-34H,3,5-6,24H2,1H3,(H2,25,40)(H,26,36)(H,38,39)(H,27,35,41)/b7-2-/t9-,10-,11-,12-,13+,14-,15+,16+,20+/m0/s1
InChI key:InChIKey=PQAGMWMKVWTHJU-ATETYRDMSA-N
SMILES:C([C@@H](NC([C@H]([C@@H]([C@H](COC(N)=O)O)O)N)=O)[C@]1(O[C@H]([C@H](O)[C@@H]1O)N2C=C(CO)C(=O)NC2=O)[H])(=O)N3[C@H](C(O)=O)/C(=C\C)/C3
Synonyms:
  • POLYOXIN A USP/EP/BP
  • 3,4-dihydro-5-(hydroxymethyl)-2,4-dioxo-1(2h)-pyrimidinyl)-beta-d-allofuranuro
  • 3,4-dihydro-5-(hydroxymethyl)-2,4-dioxo-1(2h)-pyrimidinyl)-beta-d-allofuranuro
  • monocarbamate(ester),(e)-l-noyl)-3-ethylidene
  • POLYOXIN A
  • 2-Azetidinecarboxylic acid, 1-[5-(2-amino-2-deoxy-L-xylonamido)-1,5-dideoxy-1-[3,4-dihydro-5-(hydroxymethyl)-2,4-dioxo-1(2H)-pyrimidinyl]-β-D-allofuranuronoyl]-3-ethylidene-, monocarbamate (ester), (Z)-L-
  • 1-(5-(2-amino-2-deoxy-l-xylonamido)-1,5-dideoxy-1-(3,4-dihydro-5-(hydroxymethyl)-2,4-dioxo-1(2h)-pyr2-azetidinecarboxylic aci
  • monocarbamate(ester),(e)-l-noyl)-3-ethylidene
  • (2S,3Z)-1-[(2S)-2-{[(2S,3S,4S)-2-amino-5-(carbamoyloxy)-3,4-dihydroxypentanoyl]amino}-2-{(2R,3S,4R,5R)-3,4-dihydroxy-5-[5-(hydroxymethyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]tetrahydrofuran-2-yl}acetyl]-3-ethylideneazetidine-2-carboxylic acid (non-preferred name)
  • Polyoxin A
  • See more synonyms
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