CAS 534-67-8

Lotaustralin

Description:

Lotaustralin, with the CAS number 534-67-8, is a chemical compound classified as a cyanogenic glycoside. It is primarily found in certain plant species, particularly in the genus Lotus, which is where its name is derived. Lotaustralin is characterized by its ability to release hydrogen cyanide upon hydrolysis, a property that can pose toxicity risks. The compound typically appears as a white crystalline solid and is soluble in water and alcohol. Its structure features a glucose moiety linked to a cyanohydrin, which is responsible for its cyanogenic properties. In plants, lotaustralin serves as a defense mechanism against herbivores. However, its presence in food sources can be a concern, as ingestion of high amounts can lead to cyanide poisoning. Therefore, understanding its characteristics and potential effects is crucial, especially in agricultural and food safety contexts. Proper handling and processing of plants containing lotaustralin are essential to mitigate health risks associated with its cyanogenic potential.

Formula: C₁₁H₁₉NO₆

InChI: InChI=1S/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

InChI key: InChIKey=WEWBWVMTOYUPHH-QHAQEBJBSA-N

SMILES: O([C@](CC)(C#N)C)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Synonyms:

• (2R)-2-(beta-D-glucopyranosyloxy)-2-methylbutanenitrile
• (2R)-2-(β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy)-2-methylbutanenitrile
• (2R)-β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy-2-methylbutyronitrile
• (R)-Lotaustralin
• 2(R)-Hydroxy-2-methylbutyronitrile-beta-D-glucopyranoside
• Butanenitrile, 2-(beta-D-glucopyranosyloxy)-2-methyl-, (R)-
• Butanenitrile, 2-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-2-methyl-, (2R)-
• Butanenitrile, 2-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-2-methyl-, (R)-
• Butanenitrile, 2-(β-D-glucopyranosyloxy)-2-methyl-, (2R)-
• Butanenitrile, 2-(β-D-glucopyranosyloxy)-2-methyl-, (R)-
• (2R)-2-(β-D-Glucopyranosyloxy)-2-methylbutanenitrile

(R)-Lotaustralin

CAS: 534-67-8

Applications A bioactive constituent of Chinese natural medicines.
References Masayuki, Y., et al.: Chem. Pharm. Bull., 45(9), 1498 (1997)

Formula: C₁₁H₁₉NO₆

Color and Shape: White To Light Yellow

Molecular weight: 261.27

Ref: TR-L471250

Lotaustralin (Mixture of Diastereomers)

Controlled Product

CAS: 534-67-8

Formula: C₁₁H₁₉NO₆

Color and Shape: Neat

Molecular weight: 261.27

Ref: TR-L471255

Lotaustralin

CAS: 534-67-8

Lotaustralin is a natural product that is derived from the plant Lotea usitatissima. It belongs to the class of isoflavonoids and has shown activity against infectious diseases. Lotaustralin has been shown to inhibit mycelial growth in vitro by targeting enzymes involved in the biosynthesis of isoflavonoid compounds in plants, such as lc-ms/ms methodology, preparative hplc, and enzymatic assays. It also has been shown to have an effect on locomotor activity in mice. The polymerase chain reaction (PCR) assay was used to detect the presence of lotaustralin in various samples, including blood serum and sputum samples. This product can be used for sample preparation for PCR assay.

Formula: C₁₁H₁₉NO₆

Purity: Min. 97%

Molecular weight: 261.27 g/mol

Ref: 3D-ML10456