CAS 554-35-8
:Linamarin
Description:
Linamarin is a cyanogenic glycoside primarily found in certain plants, particularly in cassava (Manihot esculenta) and some other members of the Euphorbiaceae family. It is characterized by its ability to release hydrogen cyanide when hydrolyzed, which occurs upon enzymatic action or when the plant tissue is damaged. Linamarin has a molecular formula that reflects its glycosidic structure, consisting of a glucose moiety linked to a cyanohydrin. This compound serves as a defense mechanism for the plants, deterring herbivores due to its toxic potential. In terms of physical properties, linamarin is typically a white crystalline solid, soluble in water, and has a relatively low molecular weight. While it has been studied for its potential health benefits and applications in biochemistry, the presence of linamarin in food sources necessitates careful processing to reduce toxicity, particularly in cassava, where improper preparation can lead to cyanide poisoning. Overall, linamarin exemplifies the complex interplay between plant chemistry and human health.
Formula:C10H17NO6
InChI:InChI=1S/C10H17NO6/c1-10(2,4-11)17-9-8(15)7(14)6(13)5(3-12)16-9/h5-9,12-15H,3H2,1-2H3/t5-,6-,7+,8-,9+/m1/s1
InChI key:InChIKey=QLTCHMYAEJEXBT-ZEBDFXRSSA-N
SMILES:O(C(C#N)(C)C)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Synonyms:- 2-(-D-Glucopyranosyloxy)-2-methyl-propanenitrile
- 2-(beta-D-glucopyranosyloxy)-2-methylpropanenitrile
- 2-(β-<span class="text-smallcaps">D</span>-Glucopyranosyloxy)-2-methylpropanenitrile
- 2-(β-<span class="text-smallcaps">D</span>-Glucosyloxy)-2-methylpropionitrile
- Phaseolunatin
- Phaseolunatin =Linamarin
- Propanenitrile, 2-(β-<span class="text-smallcaps">D</span>-glucopyranosyloxy)-2-methyl-
- α-Hydroxyisobutyronitrile β-<span class="text-smallcaps">D</span>-glucose
- Propanenitrile, 2-(β-D-glucopyranosyloxy)-2-methyl-
- α-Hydroxyisobutyronitrile β-D-glucose
- Linamarin
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