19396-06-6

Basic information

• Product Name: POLYOXIN B
• Synonyms: POLYOXIN B;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-allofuranuronicacid;5-[[2-amino-5-o-(aminocarbonyl)-2-deoxy-l-xylonoyl]amino]-1,5-dideoxy-1-[3,4-dihydro-5-(hydroxymeth.beta.-d-Allofuranuronicacid;allofuranuronicacid,5-(2-amino-2-deoxy-l-xylonamido)-1,5-dideoxy-1-(3,4-dihyd;polyoxinal;ro-5-(hydroxymethyl)-2,4-dioxo-1(2h)-pyrimidinyl)-,monocarbamate(ester),bet;piomycin;polyoxin AL(JMAF)
• CAS NO: 19396-06-6
• Molecular Formula: C₁₇H₂₅N₅O₁₃
• Molecular Weight: 507.41
• EINECS: 243-024-9
• Mol File: 19396-06-6.mol
• Article Data: 1

Chemical Properties

• Melting Point: 150-153 °C (decomp)
• Boiling Point: 595.71°C (rough estimate)
• Appearance: /
• Density: 1.3152 (rough estimate)
• Refractive Index: 1.7600 (estimate)
• Storage Temp.: 0-6°C
• PKA: 2.67±0.10(Predicted)
• CAS DataBase Reference: POLYOXIN B(CAS DataBase Reference)
• NIST Chemistry Reference: POLYOXIN B(19396-06-6)
• EPA Substance Registry System: POLYOXIN B(19396-06-6)

Safety Data

• Hazardous Substances Data: 19396-06-6(Hazardous Substances Data)

Usage

Description

Polyoxin B is a naturally occurring antibiotic compound derived from the bacterium Streptomyces cacaoi var. asoensis. It possesses potent fungicidal properties and is known for its ability to inhibit the growth of various fungal species, making it a valuable asset in the agricultural and pharmaceutical industries.

Uses

Used in Agricultural Industry:
Polyoxin B is used as a fungicide for the protection of crops, particularly against Alternaria leaf spot, a common fungal disease that affects a wide range of agricultural products. Its application helps in reducing crop losses and maintaining the quality of produce.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Polyoxin B is utilized as a fungicide in the development of pesticides and other antifungal treatments. Its effectiveness against various fungal pathogens makes it a crucial component in the formulation of products aimed at controlling fungal infections and diseases.

InChI:InChI=1/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)

Upstream product

• 310904-41-7 5-hydroxymethyl-1-(methyl 2',3'-di-O-acetyl-5'-carbobenzyloxyamino-5'-deoxy-β-D-allofuranosyluronate)uracil 
• 205449-15-6 Benzyl 5-O-(aminocarbonyl)-2-(tert-butoxycarbonyl)amino-2-deoxy-3,4-O-isopropylidene-L-xylonate 
• 172847-83-5 (S)-tert-Butoxycarbonylamino-((4S,5S)-5-carbamoyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid 2,5-dioxo-pyrrolidin-1-yl ester 
• 31517-04-1 5-trimethylsiloxymethyl-2,4-bis(trimethylsiloxy)pyrimidine 
• 155154-68-0 methyl (5-azido-5-deoxy-1,2,3-tri-O-acetyl-D-allofuranosid)uronate 
• 21027-33-8 1-(5'-amino-5'-deoxy-β-D-allofuranosyluronic acid)-5-hydroxymethyluracil 
• 127646-37-1 5-hydroxymethyl-1-(methyl 2',3'-di-O-acetyl-5'-azido-5'-deoxy-β-D-allofuranosyluronate)uracil 
• 90661-54-4 5-O-(aminocarbonyl)-2-[((1,1-dimethylethyl)oxycarbonyl)amino]-2-deoxy-3,4-O-(1-methylethylidene)-L-xylonic acid 
• 4433-40-3 5-hydroxymethyl uracil 
• 310904-43-9 (S)-[(S)-2-tert-Butoxycarbonylamino-2-((4S,5S)-5-carbamoyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetylamino]-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(5-hydroxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-acetic acid 

Relevant articles and documents

First total syntheses of (+)-polyoxin B and (+)-Polyoxin D

First total syntheses of the peptidyl nucleoside antibiotics, polyoxins B (1) and D (2), are achieved based on the coupling reactions of the N-protected L-carbamoyl-polyoxamic acid derivative (6) with polyoxin C (8), 6 with polyoxin C acid (9), respectively.