Phenethyl isothiocyanate

Phenethyl isothiocyanate (PEITC) is a naturally occurring isothiocyanate whose precursor, gluconasturtiin is found in some cruciferous vegetables,[1] especially watercress.

Phenethyl isothiocyanate
Names
Preferred IUPAC name
(2-Isothiocyanatoethyl)benzene
Other names
Phenylethyl isothiocyanate; Phenethyl mustard oil
Identifiers
3D model (JSmol)
Abbreviations PEITC
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.017.142
UNII
  • InChI=1S/C9H9NS/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5H,6-7H2 checkY
    Key: IZJDOKYDEWTZSO-UHFFFAOYSA-N checkY
  • InChI=1/C9H9NS/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5H,6-7H2
    Key: IZJDOKYDEWTZSO-UHFFFAOYAB
  • S=C=N/CCc1ccccc1
Properties
C9H9NS
Molar mass 163.24 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

PEITC has been studied for its potential for chemoprevention of cancers,[2][3] such as prostate cancer.[4]

In terms of biosynthesis, PEITC is produced from gluconasturtiin by the action of the enzyme myrosinase.

References
  1. "Dictionary of Cancer Terms: PEITC". National Cancer Institute.
  2. Cheung, KL; Kong, AN (2010). "Molecular targets of dietary phenethyl isothiocyanate and sulforaphane for cancer chemoprevention". The AAPS Journal. 12 (1): 87–97. doi:10.1208/s12248-009-9162-8. PMC 2811646. PMID 20013083.
  3. Kwon, Ki Han; Xu, Changjiang; Keum, Young-Sam; Khor, Tin Oo; Kim, Jung-Hwan; Huang, Mou-Tuan; Reddy, Bandaru S.; Li, Wenge; Kong, Ah-Ng Tony (2007). "Natural dietary phytochemicals: a promising future for cancer prevention and treatment of earlier lesion". Cancer: Disease Progression and Chemoprevention: 109–126.
  4. Wang, LG; Chiao, JW (2010). "Prostate cancer chemopreventive activity of phenethyl isothiocyanate through epigenetic regulation (review)". International Journal of Oncology. 37 (3): 533–9. doi:10.3892/ijo_00000702. PMID 20664922.
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