1-isothiocyanato-4-methanesulfinylbutane

• ChemBase ID: 105697
• Molecular Formular: C6H11NOS2
• Molecular Mass: 177.28764
• Monoisotopic Mass: 177.02820598
• SMILES: CS(=O)CCCCN=C=S
• Canonical SMILES: S=C=NCCCCS(=O)C
• InChI: InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3
• InChIKey: SUVMJBTUFCVSAD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-isothiocyanato-4-methanesulfinylbutane
• IUPAC Traditional name: sulforaphane
• Synonyms: 1-Isothiocyanato-4-(methylsulfinyl)-butane; DL-Sulforaphane; Sulforaphane; 1-Isothiocyanato-4-methylsulfinyl)butane; DL-SULFORAPHANE

Database IDs

• CAS Number: 4478-93-7
• MDL Number: MFCD00198068
• PubChem SID: 24724610; 162092657
• PubChem CID: 5350
• CHEMBL: 48802
• Wikipedia Title: Sulforaphane

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: soluble40 mg/mL; H2O: insoluble
• Apperance: slightly yellow liquid

Safety Information

• Storage Condition: -20°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (HPLC); 97%
• Biological Source: synthetic
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C6H11NOS2

DETAILS

MP Biomedicals - 02193781

Purity: 97% A Phase II enzyme inducer found to inhibit chemically induced mammary tumor formation in rats.

Sigma Aldrich - S4441

Biochem/physiol Actions
Selective inducer of phase II detoxification enzymes with anticarcinogenic properties. Organosulfur compound found in cruciferous vegetables, including broccoli.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. S4441.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

REFERENCES

• Zhang, Y., et al., Proc. Natl. Acad. Sci. USA, 89 : 2399-2403, (1992).