CAS 499-20-7

Dhurrin

Description:

Dhurrin, with the CAS number 499-20-7, is a cyanogenic glycoside primarily found in certain plants, particularly in sorghum species. It is characterized by its ability to release hydrogen cyanide upon hydrolysis, which occurs when the plant tissue is damaged. This compound serves as a defense mechanism against herbivores. Dhurrin is a white crystalline solid that is soluble in water and has a relatively low molecular weight. Its structure consists of a glucose moiety linked to a cyanohydrin, which is responsible for its cyanogenic properties. The presence of dhurrin in plants can pose toxicity risks to livestock and humans if ingested in significant amounts. However, it also has potential applications in biochemistry and agriculture, particularly in understanding plant defense mechanisms and developing pest-resistant crops. The study of dhurrin and other cyanogenic compounds is important for both ecological research and food safety assessments.

Formula: C₁₄H₁₇NO₇

InChI: InChI=1S/C14H17NO7/c15-5-9(7-1-3-8(17)4-2-7)21-14-13(20)12(19)11(18)10(6-16)22-14/h1-4,9-14,16-20H,6H2/t9-,10-,11-,12+,13-,14-/m1/s1

InChI key: InChIKey=NVLTYOJHPBMILU-YOVYLDAJSA-N

SMILES: O([C@H](C#N)C1=CC=C(O)C=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O

Synonyms:

• (2S)-(beta-D-glucopyranosyloxy)(4-hydroxyphenyl)ethanenitrile
• (S)-(beta-D-Glucopyranosyloxy)(4-hydroxyphenyl)acetonitrile
• (S)-p-Hydroxymandelnitrile-beta-D-glucopyranoside
• (S)-α-Cyano-p-hydroxybenzyl glucoside
• (αS)-α-(β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy)-4-hydroxybenzeneacetonitrile
• Benzeneacetonitrile, alpha-(beta-D-glucopyranosyloxy)-4-hydroxy-, (alphaS)-
• Benzeneacetonitrile, α-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-4-hydroxy-, (S)-
• Benzeneacetonitrile, α-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-4-hydroxy-, (αS)-
• Dhurrin
• Glucoside, α-cyano-p-hydroxybenzyl
• Benzeneacetonitrile, α-(β-D-glucopyranosyloxy)-4-hydroxy-, (S)-
• (αS)-α-(β-D-Glucopyranosyloxy)-4-hydroxybenzeneacetonitrile

Dhurrin

CAS: 499-20-7

Dhurrin analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.

Formula: C₁₄H₁₇NO₇

Purity: (HPLC) ≥90%

Color and Shape: Powder

Molecular weight: 311.3

Ref: 11-7204

Dhurrin

CAS: 499-20-7

Dhurrin is a natural product

Formula: C₁₄H₁₇NO₇

Purity: 98%

Color and Shape: Solid

Molecular weight: 311.29

Ref: TM-TN1574

Dhurrin

CAS: 499-20-7

Formula: C₁₄H₁₇NO₇

Purity: 95%~99%

Molecular weight: 311.29

Ref: BP-BP2293

Dhurrin

CAS: 499-20-7

Formula: C₁₄H₁₇NO₇

Molecular weight: 311.29

Ref: 4Z-D-263001

Dhurrin

CAS: 499-20-7

Formula: C₁₄H₁₇NO₇

Color and Shape: Neat

Molecular weight: 311.29

Ref: TR-D300500

Dhurrin

CAS: 499-20-7

Dhurrin is a cyanogenic glycoside, which is a naturally occurring compound found in certain plants. It primarily originates from sorghum and other members of the Poaceae family. As a cyanogenic glycoside, Dhurrin’s mode of action involves releasing hydrogen cyanide when the plant tissue is disrupted. This process occurs through the enzymatic action of β-glucosidase and hydroxynitrile lyase, leading to the production of toxic hydrogen cyanide, which serves as a defense mechanism against herbivores and pathogens.

Formula: C₁₄H₁₇NO₇

Purity: Min. 95%

Molecular weight: 311.29 g/mol

Ref: 3D-FD71615