Erucin

Molecule
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Erucin
Names
IUPAC name
1-Isothiocyanato-4-methylsulfanylbutane
Other names
4-Methylthiobutyl isothiocyanate
Identifiers
CAS Number
  • 4430-36-8 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:180130
ChEMBL
  • ChEMBL2151143
ECHA InfoCard 100.158.918 Edit this at Wikidata
EC Number
  • 630-604-5
PubChem CID
  • 78160
UNII
  • CTE370DL3U
CompTox Dashboard (EPA)
  • DTXSID80196117 Edit this at Wikidata
InChI
  • InChI=1S/C6H11NS2/c1-9-5-3-2-4-7-6-8/h2-5H2,1H3
    Key: IHQDGXUYTSZGOG-UHFFFAOYSA-N
  • CSCCCCN=C=S
Properties
Chemical formula
C6H11NS2
Molar mass 161.28 g·mol−1
Hazards
GHS labelling:[1]
Pictograms
GHS05: Corrosive
Danger
Hazard statements
H314
Precautionary statements
P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P363, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Chemical compound

Erucin (4-methylthiobutyl isothiocyanate) is a dietary isothiocyanate present in cruciferous vegetables that is considered a potential cancer chemopreventive nutraceutical.[medical citation needed]

Characteristics

Erucin is produced by the enzymatic hydrolysis of the glucosinolate glucoerucin present in Eruca sativa Mill. seeds (Brassicaceae or Cruciferae). Erucin has structural analogies with sulforaphane (SFN), an isothiocyanate derived from glucoraphanin, a glucosinolate present in some edible crucifers, and known in the literature for its chemopreventive properties. Different isothiocyanates exert anticancer properties on many tumor types (liver, breast, bladder, lung, and pancreatic), and in particular, SFN is employed in a pilot randomized controlled clinical trial in advanced pancreatic cancer.[2]

References

  1. ^ "Erucin". pubchem.ncbi.nlm.nih.gov. Retrieved 28 March 2022.
  2. ^ Martelli, Alma (2019). "Anticancer Activities of Erucin a H2S-Donor Isothiocyanate From Eruca Sativa Mill.: Is H2S the Real Player?". Therapeutic Application of Nitric Oxide in Cancer and Inflammatory Disorders. 327–328. doi:10.1016/B978-0-12-821038-3.00023-9. S2CID 243057730.
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Cruciferous biochemistry
Types of compounds
Glucosinolates
Isothiocyanates (ITC, mustard oils)
Bioactive metabolites