sulforaphane

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| Verifiedfields = changed

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| verifiedrevid = 415694214

| ImageFile = Sulforaphane.svg

| ImageSize = 200px

| ImageFile1 = Sulforaphane-3D-balls.png

| ImageFile2 = Sulforaphane-3D-vdW.png

| PIN = 1-Isothiocyanato-4-(methanesulfinyl)butane

| OtherNames =

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|??}}

| CASNo = 4478-93-7

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 41684WL1GL

| PubChem = 5350

| ChEBI_Ref = {{ebicite|changed|EBI}}

| ChEBI = 47807

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 48802

| SMILES = CS(=O)CCCCN=C=S

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 5157

| InChI = 1/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3

| InChIKey = SUVMJBTUFCVSAD-UHFFFAOYAY

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = SUVMJBTUFCVSAD-UHFFFAOYSA-N

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|Section2={{Chembox Properties

| Formula = C₆H₁₁NOS₂

| MolarMass = 177.29 g/mol

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|Section3={{Chembox Hazards

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Sulforaphane (sometimes sulphoraphane in British English) is a phytochemicalThe 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 within the isothiocyanate group of organosulfur compounds.{{cite web |title=Isothiocyanates |url=https://lpi.oregonstate.edu/mic/dietary-factors/phytochemicals/isothiocyanates |publisher=Micronutrient Information Center, Linus Pauling Institute, Oregon State University |access-date=21 January 2025 |date=2025}} 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.

Sulforaphane has two possible stereoisomers due to the presence of a stereogenic sulfur atom.{{cite journal | vauthors = Janczewski Ł | title = Sulforaphane and Its Bifunctional Analogs: Synthesis and Biological Activity | journal = Molecules | volume = 27 | issue = 5 | pages = 1750 | date = March 2022 | pmid = 35268851 | pmc = 8911885 | doi = 10.3390/molecules27051750 | doi-access = free }}

The R-sulforaphane enantiomer occurs naturally, while the S-sulforaphane can be synthesized.{{cite journal | vauthors = Zhang Y, Lu Q, Li N, Xu M, Miyamoto T, Liu J | title = Sulforaphane suppresses metastasis of triple-negative breast cancer cells by targeting the RAF/MEK/ERK pathway | journal = npj Breast Cancer | volume = 8 | issue = 1 | pages = 40 | date = March 2022 | pmid = 35332167 | doi = 10.1038/s41523-022-00402-4 | pmc = 8948359 }}

cellpadding="10" | align="center" | Image:Glucoraphanin.png Glucoraphanin, the glucosinolate precursor to sulforaphane