S6317

L-Sulforaphane

≥95% (HPLC), oil

• Synonym(s): (R)-1-Isothiocyanato-4-(methylsulfinyl)butane, 4-Methylsulfinylbutyl isothiocyanate
• Empirical Formula (Hill Notation): C₆H₁₁NOS₂
• CAS Number: 142825-10-3
• Molecular Weight: 177.29
• MDL number: MFCD09039283
• UNSPSC Code: 12352200
• PubChem Substance ID: 24724618
• NACRES: NA.77

Properties

• assay: ≥95% (HPLC)
• form: oil
• optical activity: [α]/D -70 to -90°, c = 1.0 in chloroform-d
• color: light yellow
• solubility: DMSO: >5 mg/mL
• storage temp.: −20°C
• SMILES string: CS(=O)CCCCN=C=S
• InChI: 1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3/t10-/m1/s1
• InChI key: SUVMJBTUFCVSAD-SNVBAGLBSA-N

Description

Application

L-Sulforaphane was used to study Nrf2-mediated signaling in mouse primary preadipocytes⁶ and murine macrophage RAW 264.7 cell line.⁷

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.^3,4 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.^3,5

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves