1-isothiocyanato-4-[(R)-methanesulfinyl]butane

• ChemBase ID: 153737
• Molecular Formular: C6H11NOS2
• Molecular Mass: 177.28764
• Monoisotopic Mass: 177.02820598
• SMILES: C[S@@](=O)CCCCN=C=S
• Canonical SMILES: S=C=NCCCC[S@](=O)C
• InChI: InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3/t10-/m1/s1
• InChIKey: SUVMJBTUFCVSAD-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-isothiocyanato-4-[(R)-methanesulfinyl]butane
• IUPAC Traditional name: L-sulforaphane
• Synonyms: (R)-1-Isothiocyanato-4-(methylsulfinyl)butane; 4-Methylsulfinylbutyl isothiocyanate; L-Sulforaphane

Database IDs

• CAS Number: 142825-10-3
• MDL Number: MFCD09039283
• PubChem SID: 162247876; 24724618
• PubChem CID: 9577379

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.21977109
• LogD (pH = 7.4): 0.21977109
• Log P: 0.21977109
• Molar Refractivity: 49.5677 cm^3
• Polarizability: 19.27231 Å^3
• Polar Surface Area: 29.43 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >5 mg/mL
• Apperance: light yellow oil

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C6H11NOS2

DETAILS

Sigma Aldrich - S6317

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.