CAS 19396-06-6: Polyoxin B
Description:Polyoxin B 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 primarily known for its ability to inhibit the synthesis of chitin, a critical component of fungal cell walls. This mechanism of action makes Polyoxin B effective against a variety of fungal pathogens, particularly in agricultural settings where it is used as a biopesticide. The compound exhibits a broad spectrum of antifungal activity, targeting fungi such as Fusarium and Rhizoctonia species. Polyoxin B is characterized by its relatively low toxicity to mammals, which makes it a safer alternative to synthetic fungicides. Additionally, it is soluble in water, allowing for easy application in various formulations. Its use is particularly valued in organic farming due to its natural origin and minimal environmental impact. Overall, Polyoxin B represents an important tool in the management of fungal diseases in crops while promoting sustainable agricultural practices.
Formula:C17H25N5O13
InChI:InChI=1S/C17H25N5O13/c18-6(8(25)5(24)3-34-16(19)32)13(29)20-7(15(30)31)11-9(26)10(27)14(35-11)22-1-4(2-23)12(28)21-17(22)33/h1,5-11,14,23-27H,2-3,18H2,(H2,19,32)(H,20,29)(H,30,31)(H,21,28,33)/t5-,6-,7-,8+,9-,10+,11+,14+/m0/s1
InChI key:InChIKey=YFZNSPMAOIVQRP-YVKGXWRCSA-N
SMILES:O=C(O)C(NC(=O)C(N)C(O)C(O)COC(=O)N)C1OC(N2C=C(C(=O)NC2=O)CO)C(O)C1O
- Synonyms:
- (2S)-{[(2S,3S,4S)-2-amino-5-(carbamoyloxy)-3,4-dihydroxypentanoyl]amino}{(2R,3S,4R,5R)-3,4-dihydroxy-5-[5-(hydroxymethyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]tetrahydrofuran-2-yl}ethanoic acid (non-preferred name)
- (2S)-{[(2S,3S,4S)-2-amino-5-(carbamoyloxy)-3,4-dihydroxypentanoyl]amino}{(2R,5R)-3,4-dihydroxy-5-[5-(hydroxymethyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]tetrahydrofuran-2-yl}ethanoic acid (non-preferred name)
- 5-(2-Amino-5-O-carbamoyl-2-deoxy-L-xylonamido)-1,5-dideoxy-1-(3,4-dihydro-5-hydroxymethyl-2,4-dioxo-1(2H)-pyrimidinyl)-beta-D-allofuranuronic acid
- 5-[[2-Amino-5-O-(aminocarbonyl)-2-deoxy-<span class="text-smallcaps">L</smallcap>-xylonoyl]amino]-1,5-dideoxy-1-[3,4-dihydro-5-(hydroxymethyl)-2,4-dioxo-1(2H)-pyrimidinyl]-β-<smallcap>D</span>-allofuranuronic acid
- Allofuranuronic acid, 5-(2-amino-2-deoxy-<span class="text-smallcaps">L</smallcap>-xylonamido)-1,5-dideoxy-1-[3,4-dihydro-5-(hydroxymethyl)-2,4-dioxo-1(2H)-pyrimidinyl]-, monocarbamate (ester), β-<smallcap>D</span>-
- Allofuranuronic acid, 5-(2-amino-2-deoxy-L-xylonamido)-1,5-dideoxy-1-(3,4-dihydro-5-(hydroxymethyl)-2,4-dioxo-1(2H)-pyrimidinyl)-, monocarbamate (ester), beta-D-
- Duoyangqing
- Milpan
- Polar
- Polar (antibiotic)
- See more synonyms
- Polyoxin AL
- Polyoxin B
- Polyoxin B 34% Tk
- {[2-amino-5-(carbamoyloxy)-3,4-dihydroxypentanoyl]amino}{3,4-dihydroxy-5-[5-(hydroxymethyl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]tetrahydrofuran-2-yl}acetic acid (non-preferred name)
- β-<span class="text-smallcaps">D</smallcap>-Allofuranuronic acid, 5-[[2-amino-5-O-(aminocarbonyl)-2-deoxy-<smallcap>L</span>-xylonoyl]amino]-1,5-dideoxy-1-[3,4-dihydro-5-(hydroxymethyl)-2,4-dioxo-1(2H)-pyrimidinyl]-
- Allofuranuronic acid, 5-(2-amino-2-deoxy-L-xylonamido)-1,5-dideoxy-1-[3,4-dihydro-5-(hydroxymethyl)-2,4-dioxo-1(2H)-pyrimidinyl]-, monocarbamate (ester), β-D-
- 5-[[2-Amino-5-O-(aminocarbonyl)-2-deoxy-L-xylonoyl]amino]-1,5-dideoxy-1-[3,4-dihydro-5-(hydroxymethyl)-2,4-dioxo-1(2H)-pyrimidinyl]-β-D-allofuranuronic acid
- β-D-Allofuranuronic acid, 5-[[2-amino-5-O-(aminocarbonyl)-2-deoxy-L-xylonoyl]amino]-1,5-dideoxy-1-[3,4-dihydro-5-(hydroxymethyl)-2,4-dioxo-1(2H)-pyrimidinyl]-