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S4441

DL-Sulforaphane

Name: <SC>DL</SC>-Sulforaphane
Brand: SIGMA

≥90% (HPLC), synthetic, liquid

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Synonym(s):

1-Isothiocyanato-4-(methylsulfinyl)-butane

Empirical Formula (Hill Notation):

C₆H₁₁NOS₂

CAS Number:

4478-93-7

Molecular Weight:

177.29

MDL number:

MFCD00198068

PubChem Substance ID:

24724610

NACRES:

NA.77

biological source

synthetic

Quality Level

200

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

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Aldo-keto reductases are biomarkers of NRF2 activity and are co-ordinately overexpressed in non-small cell lung cancer.

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

The combination of β-caryophyllene, baicalin and catechin synergistically suppresses the proliferation and promotes the death of RAW267.4 macrophages in vitro.

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

Emerging Role for the PERK/eIF2α/ATF4 in Human Cutaneous Leishmaniasis.

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

How Glucosinolates Affect Generalist Lepidopteran Larvae: Growth, Development and Glucosinolate Metabolism.

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 major inducer of anticarcinogenic protective enzymes from broccoli: isolation and elucidation of structure.

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

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