Skip to Content
Merck
All Photos(1)

Documents

S4441

Sigma-Aldrich

D,L-Sulforaphane

≥90% (HPLC), liquid, phase II detoxification enzymes inducer

Synonym(s):

1-Isothiocyanato-4-(methylsulfinyl)-butane

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C6H11NOS2
CAS Number:
Molecular Weight:
177.29
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

DL-Sulforaphane, ≥90% (HPLC), synthetic, liquid

biological source

synthetic

Assay

≥90% (HPLC)

form

liquid

solubility

DMSO: soluble 40 mg/mL
H2O: insoluble

compatibility

for use with ABI 7500

shipped in

dry ice

storage temp.

−20°C

SMILES string

CS(=O)CCCCN=C=S

InChI

1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3

InChI key

SUVMJBTUFCVSAD-UHFFFAOYSA-N

Application

LNCaP prostate cancer cells were treated with DL-Sulforaphane to study the effect on androgen receptor. Effects on malathion toxicity was studied in rats by treating them with DL-Sulforaphane.

Biochem/physiol Actions

Selective inducer of phase II detoxification enzymes with anticarcinogenic properties. Organosulfur compound found in cruciferous vegetables, including broccoli.
Sulforaphane is an anti-cancer, anti-microbial and anti-diabetic compound found in cruciferous vegetables. It induces the production of detoxifying enzymes such as quinone reductase and glutathione S-transferase that cause xenobiotic transformation. Sulforaphane also increases the transcription of tumor suppressor proteins and inhibits histone deacetylases. It modulates inflammatory responses by suppressing the LPS-mediated expression of iNOS, COX-2, IL-1β and TNF-α.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Carmela Fimognari et al.
Mutation research, 635(2-3), 90-104 (2006-12-01)
A number of natural compounds with inhibitory effects on tumorigenesis have been identified from our diet. Several studies have documented the cancer-preventive activity of a significant number of isothiocyanates (ITCs), the majority of which occur in plants, especially in Cruciferous
Masayoshi Yamaguchi et al.
International journal of molecular medicine, 38(6), 1940-1946 (2016-11-15)
β-caryophyllene, which is a constituent of many essential oils, has been known to be a selective agonist of the cannabinoid receptor type-2 and to exert cannabimimetic anti-inflammatory effects in animals. The effects of β-caryophyllene on macrophages have not been investigated
A Kenneth MacLeod et al.
British journal of cancer, 115(12), 1530-1539 (2016-11-09)
Although the nuclear factor-erythroid 2-related factor 2 (NRF2) pathway is one of the most frequently dysregulated in cancer, it is not clear whether mutational status is a good predictor of NRF2 activity. Here we utilise four members of the aldo-keto
Verena Jeschke et al.
Frontiers in plant science, 8, 1995-1995 (2017-12-07)
Multiple lepidopteran larvae feed successfully on plants containing glucosinolates despite the diverse array of toxic and deterrent breakdown products, such as isothiocyanates (ITCs), formed upon plant damage. While much is known about how specialist lepidopterans metabolize and tolerate glucosinolates, there
Y Zhang et al.
Proceedings of the National Academy of Sciences of the United States of America, 89(6), 2399-2403 (1992-03-15)
Consumption of vegetables, especially crucifers, reduces the risk of developing cancer. Although the mechanisms of this protection are unclear, feeding of vegetables induces enzymes of xenobiotic metabolism and thereby accelerates the metabolic disposal of xenobiotics. Induction of phase II detoxication

Articles

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service