574215

D,L-Sulforaphane

≥98% (UPLC), liquid, phase II detoxifying enzymes inducer, Calbiochem^®

• Synonym(s): D,L-Sulforaphane, 1-Isothiocyanato-4-(methylsulfinyl)butane, R,S-Sulforaphane
• Empirical Formula (Hill Notation): C₆H₁₁NOS₂
• CAS Number: 4478-93-7
• Molecular Weight: 177.29
• MDL number: MFCD00198068
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Product Name: D,L-Sulforaphane, An isothiocyanate isolated from broccoli that acts as a potent inducer of phase II detoxifying enzymes in mouse tissues and murine hepatoma cells in culture.
• Quality Level: 100
• Assay: ≥98% (UPLC)
• form: liquid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: slight yellow
• solubility: ethanol: 10 mg/mL; DMSO: 20 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• SMILES string: [S](=O)(CCCCN=C=S)C
• InChI: 1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3
• InChI key: SUVMJBTUFCVSAD-UHFFFAOYSA-N

Description

General description

An isothiocyanate isolated from broccoli that acts as a potent inducer of phase II detoxifying enzymes in mouse tissues and murine hepatoma cells in culture. It has been shown to be an effective agent in prevention of chemically-induced mammary tumors in rats. It also inhibits the phase I cytochrome P450 isoenzymes 2E1 and IA2 which have been associated with the activation of carcinogens. The induction of phase II enzymes is mediated by mitogen-activated protein kinase (MAPK) pathway.

Biochem/physiol Actions

Cell permeable: no

Primary Target
Potent inducer of phase II detoxifying enzymes in mouse tissues and murine hepatoma cells in culture

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze DMSO stock solutions (-20°C) and ethanol stock solutions (-70°C). DMSO stock solutions are stable for up to 3 months at -20°C and ethanol stock solutions are stable for up to 3 months at -70°C.

Other Notes

Gamet-Payrastre, L., et al. 2000. Cancer Res.60, 1426.
Yu, R., et al. 2000. J. Biol. Chem.275, 2322.
Yu, R., et al. 1999. J. Biol. Chem.274, 27545.
Barcelo, S., et al. 1998. Mutat. Res.402, 111.
Maheo, K., et al. 1997. Cancer Res.57, 3649.
Zhang, Y., et al. 1994. Proc. Natl. Acad. Sci. USA91, 3147.
Zhang, Y., et al. 1992. Proc. Natl. Acad. Sci. USA89, 2399.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3