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SML3434

Sigma-Aldrich

Erucin

≥98% (HPLC)

Synonym(s):

(4-Isothiocyanatobutyl)(methyl)sulfane; 4-(Methylthio)butyl isothiocyanate, 1-Isothiocyanato-4-(methylthio)butane, ERU, MTBITC

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About This Item

Empirical Formula (Hill Notation):
C6H11NS2
CAS Number:
4430-36-8
Molecular Weight:
161.29
MDL number:
MFCD01656048
UNSPSC Code:
41121801
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

oil

color

colorless to yellow

storage temp.

-10 to -25°C

SMILES string

CSCCCCN=C=S

InChI

1S/C6H11NS2/c1-9-5-3-2-4-7-6-8/h2-5H2,1H3

InChI key

IHQDGXUYTSZGOG-UHFFFAOYSA-N

Biochem/physiol Actions

Erucin (MTBITC) is an orally available, hydrogen sulfide (H2S)-releasing isothiocyanate (ITC) derived from glucoerucin found in the Brassicaceae family of plants (rocket salads), including arugula (Eruca sativa Mill.). Erucin is also formed in vivo through the reduction of sulforaphane, an ITC found in broccoli. Erucin displays neuroprotective, antioxidant, and anticancer efficacy in vitro and in vivo by inducing intracellular reactive oxygen species (ROS) production and Nrf2 activaiton.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Piman Pocasap et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 101, 698-709 (2018-03-10)
The structure of the isothiocyanates (ITCs)-erucin, sulforaphane, erysolin, sulforaphene, and phenethyl isothiocyanate-were assessed as well as their respective in vitro anticancer activity on the hepatocellular carcinoma cell line HepG2. All of these ITCs induced both apoptotic and necrotic cell death.
Mohammed Sani Jaafaru et al.
Nutrients, 10(5) (2018-05-09)
Crucifer vegetables, Brassicaceae and other species of the order Brassicales, e.g., Moringaceae that are commonly consumed as spice and food, have been reported to have potential benefits for the treatment and prevention of several health disorders. Though epidemiologically inconclusive, investigations
Mi-Ok Ko et al.
Journal of microbiology and biotechnology, 26(12), 2036-2042 (2016-09-03)
We evaluated the potentials of 10 isothiocyanates (ITCs) from cruciferous vegetables and radish root hydrolysate for inhibiting the growth of oral pathogens, with an emphasis on assessing any structure-function relationship. Structural differences in ITCs impacted their antimicrobial activities against oral
Angelika Kaczyńska et al.
Breast cancer (Tokyo, Japan), 24(2), 271-280 (2016-05-08)
Lapatinib is a commonly used drug that interrupts signaling from the epidermal growth factor receptors, EGFR and HER2/neu. Long-term exposure to lapatinib during therapy eliminates cells that are sensitive to the drug; however, at the same time it increases probability

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