Lotaustralin

Chembox new
ImageFile1 = Lotaustralin.svg
ImageSize1 = 200px
ImageFile2 = Lotaustralin 3D sticks.png IUPACName =(2"S")-2-methyl-2-{ [(2"S",3"R",4"S",5"S",6"R")-3,4,5-
trihydroxy-6-(hydroxymethyl)tetrahydro-2"H"-
pyran-2-yl] oxy}butanenitrile
OtherNames =
Section1 = Chembox Identifiers
CASNo = 534-67-8
PubChem = 441467
SMILES = CC [C@] (C)(C#N)O [C@H] 1 [C@@H] ( [C@H] ( [C@@H]
( [C@H] (O1)CO)O)O)O
Section2 = Chembox Properties
MolarMass =
Appearance =
C = 11 | H = 19 | N = 1 | O = 6
Density = 1.36 g·cm^-3
MeltingPt =
BoilingPt =
Section3 = Chembox Hazards
Solubility =
MainHazards =
FlashPt =
Autoignition =

Lotaustralin is a cyanogenic glucoside found in small amounts in cassava ("Manihot esculenta"), lima bean ("Phaseolus lunatus"), [cite journal |author= Frehner M, Scalet M, Conn EE |title=Pattern of the Cyanide-Potential in Developing Fruits : Implications for Plants Accumulating Cyanogenic Monoglucosides (Phaseolus lunatus) or Cyanogenic Diglucosides in Their Seeds (Linum usitatissimum, Prunus amygdalus) |journal=Plant Physiol |volume=94 |issue=1 |pages=28–34 |year=1990 |pmid= 16667698 PMC|1077184] roseroot ("Rhodiola rosea") [cite journal |author=Akgul Y, Ferreira D, Abourashed E, Khan I |title=Lotaustralin from Rhodiola rosea roots |journal=Fitoterapia |volume=75 |issue=6 |pages=612–4 |year=2004 |pmid= 15351122 |doi=10.1016/j.fitote.2004.06.002] and white clover ("Trifolium repens"), [cite web| url = http://www.cbif.gc.ca/pls/pp/ppack.info?p_psn=258&p_type=all&p_sci=sci&p_x=pp | title = Notes on poisoning: Trifolium repens | accessdate = 2007-02-11 | date = May 30, 2006 | publisher = Canadian Poisonous Plants Information System] among other plants. Lotaustralin is structurally related to linamarin, another glucoside found in these plants, and differs from it only by the presence of an extra methyl group. Both lotaustralin and linamarin may be hydrolysed by the enzyme linamarase to form glucose and a precursor to the toxic compound hydrogen cyanide.

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