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HomeProduct name listL-Sulforaphane

L-Sulforaphane

Synonym(s):(R)-1-Isothiocyanato-4-(methylsulfinyl)butane;4-Methylsulfinylbutyl isothiocyanate

L-Sulforaphane Structural

What is L-Sulforaphane?

Description

Sulforaphane 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 properties

L-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.

The Uses of L-Sulforaphane

L-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.

What are the applications of Application

L-Sulforaphane was used to study Nrf2-mediated signaling in mouse primary preadipocytes and murine macrophage RAW 264.7 cell line.

What are the applications of Application

L-Sulforaphane is an inducer of apoptosis, phase II detoxification enzymes, and xenobiotic enzymes.

Definition

ChEBI: (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 Actions

L-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.

Properties of L-Sulforaphane

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

Safety information for L-Sulforaphane

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
GHS Hazard Statements H301:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H334:Sensitisation, respiratory
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P284:Wear respiratory protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313:IF SKIN irritation occurs: Get medical advice/attention.
P337+P313:IF eye irritation persists: Get medical advice/attention.
P342+P311:IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P405:Store locked up.
P403+P233:Store in a well-ventilated place. Keep container tightly closed.
P501:Dispose of contents/container to..…

Computed Descriptors for L-Sulforaphane

InChIKey SUVMJBTUFCVSAD-UHFFFAOYSA-N

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