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Merck

S4441

D,L-Sulforaphane

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

Synonym(s):

1-Isothiocyanato-4-(methylsulfinyl)-butane

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About This Item

Empirical Formula (Hill Notation):
C6H11NOS2
CAS Number:
4478-93-7
Molecular Weight:
177.29
UNSPSC Code:
12352200
PubChem Substance ID:
24724610
NACRES:
NA.77
MDL number:
MFCD00198068
Assay:
≥90% (HPLC)
Form:
liquid
Quality level:
200

Key Documents

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Product Name

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

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

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

Quality Level

200

Related Categories

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

10 - Combustible liquids

wgk

WGK 3

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

S4441-5MG: + S4441-BULK: + S4441-VAR:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
0000508648
0000508648
0000501696
0000501696
0000481584

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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
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
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
Karina Luiza Dias-Teixeira et al.
Scientific reports, 7(1), 17074-17074 (2017-12-08)
Leishmania parasites utilize adaptive evasion mechanisms in infected macrophages to overcome host defenses and proliferate. We report here that the PERK/eIF2α/ATF4 signaling branch of the integrated endoplasmic reticulum stress response (IERSR) is activated by Leishmania and this pathway is important
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Product Information Sheet - S4441

Product Information Sheet

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