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Gluconasturtiin
IUPAC name {[3-phenyl-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6- (hydroxymethyl)-2-tetrahydropyranyl]thio}propylidene]amino} hydrogen sulfate
other names Phenethylglucosinolate
Identifiers
CAS number	499-30-9
PubChem	9548618
SMILES	C1=CC=C(C=C1)CCC(=NOS(=O)(=O)O)SC2C(C(C(C(O2)CO)O)O)O
Properties
Molecular formula	C15H21NO9S2
Molar mass	423.461 g/mol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Gluconasturtiin is a glucosinolate with the chemical name phenethylglucosinolate. It is one of the most widely distributed glucosinolates in the crucifers, mainly in the roots, and is probably one of the plant compounds responsible for the natural pest-inhibiting properties of growing crucifers, such as cabbage, mustard or rape, in rotation with other crops. This effect of gluconasturtiin is most likely due to its degradation by the plant enzyme myrosinase into phenethyl isothiocyanate, which is toxic to many organisms.

Gluconasturtiin is found in horseradish (Armoracia rusticana) along with sinigrin. Both compounds elicit a pungent taste.^[1]

In fully developed roots, sinigrin concentration represented 83% and gluconasturtiin 11% of the extracted glucosinolates.^[2]

References

See also

• Glucobrassicin