Sulforaphane

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Sulforaphane
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Molar mass 177.29 g/mol

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Sulforaphane (sometimes sulphoraphane in British English) is a phytochemical[1] within the isothiocyanate group of organosulfur compounds.[2] It is produced when the enzyme myrosinase transforms glucoraphanin, a glucosinolate, into sulforaphane upon damage to the plant (such as from chewing or chopping during food preparation), which allows the two compounds to mix and react.

Sulforaphane is present in cruciferous vegetables, such as broccoli, Brussels sprouts, and cabbage.[2]

Sulforaphane has two possible stereoisomers due to the presence of a stereogenic sulfur atom.[3]

The R-sulforaphane enantiomer occurs naturally, while the S-sulforaphane can be synthesized.[4]

File:Glucoraphanin.png
Glucoraphanin, the glucosinolate precursor to sulforaphane

Occurrence and isolation

Sulforaphane occurs in broccoli sprouts, which, among cruciferous vegetables, have the highest concentration of glucoraphanin, the precursor to sulforaphane.[2][5] It is also found in cabbage, cauliflower, Brussels sprouts, bok choy, kale, collards, mustard greens, and watercress.[2]

Research

Although there has been basic research on how sulforaphane might exert effects in vivo, there is no conclusive clinical evidence that consuming cruciferous vegetables or sulforaphane supplements reduces the risk of cancer or other diseases, as of 2025.[2][6]

See also

References

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  1. The Impact of Sulforaphane on Sex-Specific Conditions and Hormone Balance: A Comprehensive Review. By: Fahey, Jed W., Raphaely, Mirran, Applied Sciences (2076-3417), 20763417, Jan2025, Vol. 15, Issue 2
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