1.0 2010-04-08 22:10:16 UTC 2025-11-18 23:38:13 UTC FDB012608 Sulforaphane Sulforaphane (SFN) is the most characterized isothiocyanate. SFN has received a great deal of attention because of its ability to simultaneously modulate multiple cellular targets involved in cancer development, including: (i) DNA protection by modulating carcinogen-metabolizing enzymes and blocking the action of mutagens; (ii) inhibition of cell proliferation and induction of apoptosis, thereby retarding or eliminating clonal expansion of initiated, transformed, and/or neoplastic cells; (iii) inhibition of neoangiogenesis, progression of benign tumors to malignant tumors, and metastasis formation. SFN is therefore able to prevent, delay, or reverse preneoplastic lesions, as well as to act on cancer cells as a therapeutic agent. Taking into account this evidence and its favorable toxicological profile, SFN can be viewed as a conceptually promising agent in cancer prevention and/or therapy. SFN is the hydrolysis product of glucoraphanin, particularly high in the young sprouts of broccoli and cauliflower. SFN can also be obtained by eating cruciferous vegetables such as brussel sprouts, broccoli, cauliflower, bok choy, kale, collards, arugula, broccoli sprouts, chinese broccoli, broccoli raab, kohlrabi, mustard, turnip, radish, watercress and cabbage. (PMID: 17134937) [HMDB]. Sulforaphane is found in many foods, some of which are brussel sprouts, white cabbage, broccoli, and cabbage. 1-Isothiocyanato-4-(methylsulfinyl)-butane 1-Isothiocyanato-4-(methylsulfinyl)butane 4-(Methylsulfinyl)butyl isothiocyanate 4-Methylsulfinyl butyl isothiocyanate DL-Sulforaphane SFN Sulforafan Sulforaphane Sulforathane Sulphorafan Sulphoraphane C6H11NOS2 177.288 177.028205359 1-isothiocyanato-4-methanesulfinylbutane sulforaphane 4478-93-7 CS(=O)CCCCN=C=S InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3 SUVMJBTUFCVSAD-UHFFFAOYSA-N belongs to the class of organic compounds known as sulfoxides. Sulfoxides are compounds containing a sulfoxide functional group, with the structure RS(=O)R' (R,R' not H). Sulfoxides Organic compounds Organosulfur compounds Sulfoxides Aliphatic acyclic compounds Hydrocarbon derivatives Isothiocyanates Organic oxides Organonitrogen compounds Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Sulfinyl compounds Aliphatic acyclic compound Hydrocarbon derivative Isothiocyanate Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organopnictogen compound Propargyl-type 1,3-dipolar organic compound Sulfinyl compound Sulfoxide isothiocyanate sulfoxide Solid logp 1.24 ALOGPS logs -1.84 ALOGPS solubility 2.55e+00 g/l ALOGPS logp 0.22 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac 1-isothiocyanato-4-methanesulfinylbutane ChemAxon average_mass 177.288 ChemAxon mono_mass 177.028205359 ChemAxon smiles CS(=O)CCCCN=C=S ChemAxon formula C6H11NOS2 ChemAxon inchi InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3 ChemAxon inchikey SUVMJBTUFCVSAD-UHFFFAOYSA-N ChemAxon polar_surface_area 29.43 ChemAxon refractivity 49.57 ChemAxon polarizability 19.11 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 5886 Specdb::CMs 147734 Specdb::NmrTwoD 1960 Specdb::NmrOneD 2025 Specdb::NmrOneD 61072 Specdb::NmrOneD 61073 Specdb::NmrOneD 61074 Specdb::NmrOneD 61075 Specdb::NmrOneD 61076 Specdb::NmrOneD 61077 Specdb::NmrOneD 61078 Specdb::NmrOneD 61079 Specdb::NmrOneD 61080 Specdb::NmrOneD 61081 Specdb::NmrOneD 61082 Specdb::NmrOneD 61083 Specdb::NmrOneD 61084 Specdb::NmrOneD 61085 Specdb::NmrOneD 61086 Specdb::NmrOneD 61087 Specdb::NmrOneD 61088 Specdb::NmrOneD 61089 Specdb::NmrOneD 61090 Specdb::NmrOneD 61091 Specdb::NmrOneD 166355 Specdb::NmrOneD 166555 Specdb::MsMs 6433 Specdb::MsMs 240997 Specdb::MsMs 240998 Specdb::MsMs 240999 Specdb::MsMs 243052 Specdb::MsMs 243053 Specdb::MsMs 243054 Specdb::MsMs 448206 Specdb::MsMs 2235949 Specdb::MsMs 2237453 Specdb::MsMs 2238021 Specdb::MsMs 2239537 Specdb::MsMs 2239546 Specdb::MsMs 2240185 Specdb::MsMs 2241543 Specdb::MsMs 2242266 Specdb::MsMs 2243581 Specdb::MsMs 2244325 Specdb::MsMs 2244333 Specdb::MsMs 2245756 Specdb::MsMs 2245763 Specdb::MsMs 2246493 Specdb::MsMs 2247799 Specdb::MsMs 2248451 Specdb::MsMs 2248531 Specdb::MsIr 2294 Specdb::MsIr 2295 HMDB05792 #<Reference:0x000055ce31a2a080> Broccoli Type 1 specific Brassica oleracea var. italica 36774 Brussel sprouts Type 1 specific Brassica oleracea var. gemmifera 178616 Cabbage Type 1 specific Brassica oleracea var. capitata 3716 White cabbage Type 1 specific Brassica oleracea L. var. capitata L. f. alba DC. Anti neoplastic 465 A substance that inhibits or prevents the proliferation of neoplasms. Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Quinone-reductase inducer 1277