534-67-8

Basic information

• Product Name: LOTAUSTRALIN
• Synonyms: 2-(BETA-D-GLUCOPYRANOSYLOXY)-2-METHYLBUTYRONITRILE;LOTAUSTRALIN;2-(b-D-Glucopyranosyloxy)-2-methylbutyronitrile;2-(-D-Glucopyranosyloxy)-2-methylbutyronitrile;(2R)-2-(β-D-Glucopyranosyloxy)-2-methylbutanenitrile;(2R)-2-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutanenitrile;(2R)-2-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-butanenitrile;(2R)-2-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-methylol-tetrahydropyran-2-yl]oxy-butyronitrile
• CAS NO: 534-67-8
• Molecular Formula: C11H19NO6
• Molecular Weight: 261.27
• Product Categories: Carbohydrates & Derivatives
• Mol File: 534-67-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 479.1 °C at 760 mmHg
• Flash Point: 243.5 °C
• Appearance: Oil Foam
• Density: 1.36 g/cm³
• Vapor Pressure: 3.44E-11mmHg at 25°C
• Refractive Index: 1.543
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly), Water (Slightly, Heated, Sonicated)
• Stability: Hygroscopic
• CAS DataBase Reference: LOTAUSTRALIN(CAS DataBase Reference)
• NIST Chemistry Reference: LOTAUSTRALIN(534-67-8)
• EPA Substance Registry System: LOTAUSTRALIN(534-67-8)

Safety Data

• Hazardous Substances Data: 534-67-8(Hazardous Substances Data)

Usage

Chemical Properties

Oil Foam

Uses

Different sources of media describe the Uses of 534-67-8 differently. You can refer to the following data:
1. A bioactive constituent of Chinese natural medicines
2. A bioactive constituent of Chinese natural medicines.

General Description

Natural product derived from plant source.

InChI:InChI=1/C11H19NO6/c1-3-11(2,5-12)18-10-9(16)8(15)7(14)6(4-13)17-10/h6-10,13-16H,3-4H2,1-2H3/t6-,7-,8+,9-,10+,11-/m1/s1

Upstream product

• 25570-03-0 (+)-(S)-2-methylbutane nitrile 

Relevant articles and documents

Biosynthesis of cyanohydrin glucosides from unnatural nitriles in intact tissue of Passiflora morifolia and Turnera angustifolia

Passiflora morifolia, which under natural conditions contains cyanohydrin glucosides linamarin, lotaustralin and epilotaustralin, converted cyclopentanecarbonitrile, 2-cyclopentenecarbonitrile and 3- methylbutanenitrile into the corresponding cyanohydrin glucosides. Turnera angustifolia, which normally produces glucosides of cyclopentenone cyanohydrin, converted cyclopentanecarbonitrile, 2-methylpropanenitrile and 2-methylbutanenitrile, but not 3-methylbutanenitrile, into the corresponding cyanohydrin glucosides. Mixtures of epimers were produced when these glucosides contained chiral cyanohydrin carbon atoms. Feeding with cyclopentanecarbonitrile resulted in formation of 1-(β-D- glucopyranosyloxy)cyclopentanecarbonitrile, a saturated analogue of deidaclin and tetraphyllin A. Neither plant utilized cyclopropanecarbonitrile as substrate. The experiments demonstrate broad substrate specificity of nitrile hydroxylases present in these plants. A novel glycoside, 2-[6-O-(β-D- xylopyranosyl)-β-D-glucopyranosyloxy]propane (isopropyl primeveroside), was isolated from P. morifolia. The compound represents a rare example of natural isopropyl glycoside; its characterization included assignment of all 1H and (13C) NMR signals of the primeverosyl group using two-dimensional NMR methods. Biosynthesis of the isopropyl moiety of the primeveroside is unclear, but the formation of alcohols corresponding to natural cyanohydrins may be a previously unrecognized extension of the cyanohydrin biosynthesis pathway in higher plants.