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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

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

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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Umme Salma et al.
Journal of ethnopharmacology, 224, 409-420 (2018-06-19)
Eruca sativa Mill., (Brassicaceae) is a popular remedy for the treatment of hypertension in Pakistan. However, direct effect of the extract and its fractions on blood pressure and vascular tone are unknown. This investigation was aimed to explore the pharmacological
Tadashi Hirata et al.
The Journal of toxicological sciences, 44(2), 73-81 (2019-02-07)
To investigate the chemopreventive mechanisms of 4-Methylthio-3-butenyl isothiocyanate (MTBITC), we analyzed cell viability, cell cycle distribution, and expression levels for cell cycle and apoptosis-related proteins in MTBITC-treated malignant esophageal KYSE510 cells, with and without the reactive oxygen species (ROS) scavenger
Fabiana Morroni et al.
Journal of agricultural and food chemistry, 66(4), 856-865 (2018-01-09)
Several studies suggest that an increase of glutathione (GSH) through activation of the transcriptional nuclear factor (erythroid-derived 2)-like 2 (Nrf2) in the dopaminergic neurons may be a promising neuroprotective strategy in Parkinson's disease (PD). Among Nrf2 activators, isothiocyanate sulforaphane (SFN)
Valentina Citi et al.
Phytotherapy research : PTR, 33(3), 845-855 (2019-01-12)
Plants of the Brassicaceae family are well-known for containing the glucosinolate myrosinase system, which is able to release isothiocyanates after plant biotic and abiotic lesions. Erucin (ERU; 1-isothiocyanato-4-(methylthio)-butane), an isothiocyanate particularly abundant in arugula (Eruca sativa Mill., Eruca vesicaria L.
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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