160047-56-3

Basic information

• Product Name: sambutoxin
• Synonyms: sambutoxin
• CAS NO: 160047-56-3
• Molecular Formula: C28H39NO4
• Molecular Weight: 453.61356
• Mol File: 160047-56-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 592°C at 760 mmHg
• Flash Point: 311.8°C
• Appearance: /
• Density: 1.118g/cm³
• Vapor Pressure: 7.35E-15mmHg at 25°C
• Refractive Index: 1.564
• CAS DataBase Reference: sambutoxin(CAS DataBase Reference)
• NIST Chemistry Reference: sambutoxin(160047-56-3)
• EPA Substance Registry System: sambutoxin(160047-56-3)

Safety Data

• Hazardous Substances Data: 160047-56-3(Hazardous Substances Data)

Usage

General Description

Sambutoxin is a toxic chemical compound produced by the bacterium Burkholderia thailandensis, a common soil bacterium found in Southeast Asia. It is a member of a class of compounds known as macrocyclic polyketides and has been shown to have potent cytotoxic effects on mammalian cells. Sambutoxin is believed to function as a virulence factor for the bacterium, helping it to compete with other microorganisms in the soil. It is also under investigation for potential pharmaceutical applications due to its ability to inhibit the growth of cancer cells in laboratory studies. Additionally, sambutoxin has been identified as a potential chemical warfare agent, and efforts are being made to develop methods for its detection and neutralization.

InChI:InChI=1/C28H39NO4/c1-7-17(2)14-18(3)15-20(5)27-19(4)8-13-24(33-27)25-26(31)23(16-29(6)28(25)32)21-9-11-22(30)12-10-21/h9-12,15-19,24,27,30,32H,7-8,13-14H2,1-6H3/b20-15+/t17-,18+,19+,24-,27+/m0/s1

Upstream product

• 306275-14-9 4-Hydroxy-5-(4-methoxymethoxy-phenyl)-1-methyl-3-[(2R,5S,6S)-5-methyl-6-((E)-(3S,5R)-1,3,5-trimethyl-hept-1-enyl)-tetrahydro-pyran-2-yl]-1H-pyridin-2-one 
• 306275-05-8 (2E,4S,6R)-2,4,6-trimethyl-2-octenal 
• 306275-17-2 (E)-(4S,6R)-2,4,6-Trimethyl-oct-2-en-1-ol 
• 306275-07-0 (E)-(2S,3S,6S,8R)-3-(tert-Butyl-dimethyl-silanyloxy)-2,4,6,8-tetramethyl-dec-4-en-1-ol 
• 306275-20-7 3-(benzyloxycarbonyl-methyl-amino)-2-(4-methoxymethoxy-phenyl)-propionic acid methyl ester 
• 306275-23-0 3-benzyloxycarbonylamino-2-(4-methoxymethoxy-phenyl)-propionic acid methyl ester 
• 306275-08-1 tert-Butyl-[(E)-(1S,4S,6R)-1-((R)-2-iodo-1-methyl-ethyl)-2,4,6-trimethyl-oct-2-enyloxy]-dimethyl-silane 
• 306275-27-4 (E)-(2S,4S,5S,8S,10R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6,8,10-tetramethyl-dodec-6-ene-2,3-diol 
• 306275-06-9 Benzoic acid (E)-(1S,3R,4S,7S,9R)-4-hydroxy-1,3,5,7,9-pentamethyl-2-oxo-undec-5-enyl ester 
• 306275-10-5 [2-(4-methoxymethoxy-phenyl)-3-oxo-propyl]-methyl-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 306275-09-2 (E)-(6S,7S,10S,12R)-7-(tert-Butyl-dimethyl-silanyloxy)-6,8,10,12-tetramethyl-tetradec-8-enoic acid methyl ester 
• 306275-21-8 3-[(9H-fluoren-9-ylmethoxycarbonyl)-methyl-amino]-2-(4-methoxymethoxy-phenyl)-propionic acid methyl ester 
• 306275-22-9 [3-hydroxy-2-(4-methoxymethoxy-phenyl)-propyl]-methyl-carbamic acid 9H-fluoren-9-ylmethyl ester 
• 306275-18-3 Benzoic acid (E)-(1S,3R,4S,7S,9R)-4-(tert-butyl-dimethyl-silanyloxy)-1,3,5,7,9-pentamethyl-2-oxo-undec-5-enyl ester 

Relevant articles and documents

Biomimetic conversion of (-)-fusoxypyridone and (-)-oxysporidinone to (-)-sambutoxin: Further evidence for the structure of the tricyclic pyridone alkaloid, (-)-fusoxypyridone

Biomimetic-type reactions of the tricyclic pyridone alkaloid, (-)-fusoxypyridone [(-)-4,6′-anhydrooxysporidinone] (1), recently encountered in an endophytic strain of Fusarium oxysporum, and (-)-oxysporidinone (2) afforded (-)-sambutoxin (3) and an analog