Benzyl isothiocyanate

Benzyl isothiocyanate (BITC) is an isothiocyanate found in plants of the mustard family.

Benzyl isothiocyanate

Names
Preferred IUPAC name (Isothiocyanatomethyl)benzene
Identifiers
CAS Number	622-78-6 Y
3D model (JSmol)	Interactive image
ChemSpider	2256
ECHA InfoCard	100.009.777
PubChem CID	2346
UNII	871J6YOR8Q Y
CompTox Dashboard (EPA)	DTXSID0020155
InChI InChI=1S/C8H7NS/c10-7-9-6-8-4-2-1-3-5-8/h1-5H,6H2 Key: MDKCFLQDBWCQCV-UHFFFAOYSA-N
SMILES c1ccc(cc1)CN=C=S
Properties
Chemical formula	C8H7NS
Molar mass	149.21 g·mol−1
Density	1.125 g/mL[1]
Boiling point	242-243[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Occurrence

It can be found in Alliaria petiolata, pilu oil, and papaya seeds^[2] where it is the main product of the glucotropaeolin breakdown by the enzyme myrosinase.

Activity

Benzyl isothiocyanate, and other isothiocyanates in general, were found to be protective against pancreatic carcinogenesis in vitro^[3] via expression of the p21/WAF1 gene.^[4] A recent published study showed its restraining impact on obesity, fatty liver, and insulin resistance in diet-induced obesity mouse model.^[5]