Phenethyl isothiocyanate
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Phenethyl isothiocyanate
Names
Preferred IUPAC name
Other names
Identifiers
Abbreviations
PEITC
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
100.017.142 Edit this at Wikidata
UNII
Properties
C9H9NS
Molar mass
163.24 g·mol−1
(2-Isothiocyanatoethyl)benzene
Phenylethyl isothiocyanate; Phenethyl mustard oil
- 2257年09月2日 ☒N
3D model (JSmol)
- CHEBI:351346 checkY
- ChEMBL151649 checkY
- 15870 checkY
PubChem CID
- 6U7TFK75KV ☒N
CompTox Dashboard (EPA)
- InChI=1S/C9H9NS/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5H,6-7H2 checkYKey: IZJDOKYDEWTZSO-UHFFFAOYSA-N checkY
- InChI=1/C9H9NS/c11-8-10-7-6-9-4-2-1-3-5-9/h1-5H,6-7H2Key: IZJDOKYDEWTZSO-UHFFFAOYAB
- S=C=N/CCc1ccccc1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Phenethyl isothiocyanate (PEITC) is a naturally occurring isothiocyanate whose precursor, gluconasturtiin is found in some cruciferous vegetables,[1] especially watercress.
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
[edit ]- ^ "Dictionary of Cancer Terms: PEITC". National Cancer Institute.
- ^ 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.
- ^ 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.
- ^ 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.