L-Sulforaphane

L-Sulforaphane Basic information
Product Name:L-Sulforaphane
Synonyms:(R)-1-ISOTHIOCYANATO-4-(METHYLSULFINYL)BUTANE;R,S-SULFORAPHANE;R-SULFORAPHANE;S-SULFORAPHANE;SULFORAPHANE, L-;SULFORAPHANE, D-;SULFORAPHANE, DL-;4-METHYLSULPHINYLBUTYLISOTHIOCYANATE
CAS:142825-10-3
MF:C6H11NOS2
MW:177.29
EINECS:
Product Categories:Aliphatics;Chiral Reagents;Inhibitors;Sulfur & Selenium Compounds
Mol File:142825-10-3.mol
L-Sulforaphane Structure
L-Sulforaphane Chemical Properties
Boiling point 368.2±25.0 °C(Predicted)
density 1.17±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: 40 mg/mL, soluble
form liquid
color slightly yellow
InChIKeySUVMJBTUFCVSAD-UHFFFAOYSA-N
Safety Information
Safety Statements 23-24/25-22
WGK Germany 3
HS Code 29309090
MSDS Information
ProviderLanguage
SigmaAldrich English
L-Sulforaphane Usage And Synthesis
DescriptionSulforaphane is a naturally-occurring phytochemical belonging to the class of isothiocyanates. As the aglycone metabolite of glucosinolate glucoraphanin (sulforaphane glucosinolate), sulforaphane acts as an antioxidant and potent stimulator of endogenous detoxifying enzymes. This agent displays anticarcinogenic properties due to its ability to induce phase II detoxification enzymes, such as glutathione S-transferase and quinone reductase, thereby providing protection against certain carcinogens and toxic, reactive oxygen species. Broccoli sprouts contain large amounts of sulforaphane, which is also found in other cruciferous vegetables including cabbage and kale.
Chemical PropertiesL-Sulforaphane is a clear Pale Yellow Oil and It is an isothiocyanate derived from the natural compound glucoraphanin, which is abundant in cruciferous vegetables, including broccoli. soluble in methanol, ethanol, DMSO and other organic solvents.
UsesL-sulforaphane is an Antitumor agent and has antioxidant, anti-cancer, anti-ultraviolet, help clear lung bacteria, and prevent gout. It was found to inhibit chemically induced mammary tumor formation in rats. L-Sulforaphane has been reported to prevent NFκB binding, which results in downregulation of apoptosis inhibitors therefore inducing apoptosis. It also displays a capacity to inhibit intracellular, extracellular, and antibiotic-resistant strains of Helicobacter pylori. Additionally, L-Sulforaphane has been found to prevent clonogenicity. This Sulforaphane is sold in the L-enantiomer form.
ApplicationL-Sulforaphane was used to study Nrf2-mediated signaling in mouse primary preadipocytes and murine macrophage RAW 264.7 cell line.
DefinitionChEBI: (R)-sulforaphane is a sulforaphane in which the sulfinyl group has R configuration. Naturally occurring compound found in brocolli that acts as a (R)-sulforaphane is a sulforaphane in which the sulfinyl group has R configuration. Naturally occurring compound found in brocolli that acts as a potent inducer of phase II detoxification enzymes. It is an enantiomer of a (S)-sulforaphane.potent inducer of phase II detoxification enzymes. It is an enantiomer of a (S)-sulforaphane.
Biochem/physiol ActionsL-Sulforaphane is a potent, selective inducer of phase II detoxification enzymes with anticarcinogenic properties. Organosulfur compound found in cruciferous vegetables, including broccoli.
Sulforaphane is an anti-cancer, anti-microbial and anti-diabetic compound found in cruciferous vegetables. It induces the production of detoxifying enzymes such as quinone reductase and glutathione S-transferase that cause xenobiotic transformation. Sulforaphane also increases the transcription of tumor suppressor proteins and inhibits histone deacetylases. It modulates inflammatory responses by suppressing the LPS-mediated expression of iNOS, COX-2, IL-1β and TNF-α.
L-Sulforaphane Preparation Products And Raw materials
Hydrogen Sulfide Xanthiazone Muscone GLUCOTROPAEOLIN Hydroxycitric acid 4-Methoxybenzoic acid 2-(4-hydroxyphenyl)ethyl ester Xanthiside Z-LIGUSTILIDE GLUCORAPHANIN ALPHA-CARYOPHYLLENE menisdaurin Camphene ERYSOLIN 3-ISOTHIOCYANATOMETHYL-TETRAHYDRO-THIOPHENE 1,1-DIOXIDE L-Sulforaphane ERUCIN DL-SULFORAPHANE--N/H DRY ICE DL-Sulforaphane

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