Glucoraphanin

Glucoraphanin

Potassium salt of glucoraphanin
Names
IUPAC name 1-S-[(1E)-5-(methylsulfinyl)-N-(sulfonatooxy)pentanimidoyl]-1-thio-β-D-glucopyranose
Other names Glucorafanin; 4-Methylsulfinylbutyl glucosinolate
Identifiers
CAS Number	21414-41-5 Y
ChEBI	CHEBI:79311 Y
ChemSpider	570930
Jmol 3D model	Interactive image
PubChem	656556
InChI InChI=1S/C12H23NO10S3/c1-25(18)5-3-2-4-8(13-23-26(19,20)21)24-12-11(17)10(16)9(15)7(6-14)22-12/h7,9-12,14-17H,2-6H2,1H3,(H,19,20,21)/p-1/t7-,9-,10+,11-,12+,25?/m1/s1 Key: GMMLNKINDDUDCF-SISVVIKZSA-M InChI=1/C12H23NO10S3/c1-25(18)5-3-2-4-8(13-23-26(19,20)21)24-12-11(17)10(16)9(15)7(6-14)22-12/h7,9-12,14-17H,2-6H2,1H3,(H,19,20,21)/p-1/t7-,9-,10+,11-,12+,25?/m1/s1 Key: GMMLNKINDDUDCF-XQSZSTCOBC
SMILES [O-]S(=O)(=O)ON=C(S[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)CCCCS(=O)C
Properties
Chemical formula	C12H22NO10S3
Molar mass	436.49 g·mol−1
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Glucoraphanin is a glucosinolate found in broccoli and cauliflower, in particular in the young sprouts. When these foods are consumed, the enzyme myrosinase transforms glucoraphanin into raphanin, which is an antibiotic, and into sulforaphane, which exhibits anti-cancer and antimicrobial properties in experimental models. Preliminary research also suggests that glucoraphanin may slow and prevent arthritis, and 'retune' mitochondrial metabolism. A variety of broccoli has been bred to reliably contain 2-3 times more glucoraphanin than standard broccoli. Consumption of large amounts of glucoraphanin may produce negative effects due to increased creation of reactive oxygen species. However, this is based on studies on rats fed pure glucoraphanin at a dose equivalent to a human consuming approximately 250 portions of broccoli per day. Other studies have shown glucoraphanin to be safe, even at doses far higher than would be obtained through eating broccoli.