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S6317

Sigma-Aldrich

L-Sulforaphane

≥95% (HPLC), oil

Synonyme(s) :

(R)-1-Isothiocyanato-4-(methylsulfinyl)butane, 4-Methylsulfinylbutyl isothiocyanate

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About This Item

Formule empirique (notation de Hill):
C6H11NOS2
Numéro CAS:
142825-10-3
Poids moléculaire :
177.29
Numéro MDL:
MFCD09039283
Code UNSPSC :
12352200
ID de substance PubChem :
24724618
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥95% (HPLC)

Forme

oil

Activité optique

[α]/D -70 to -90°, c = 1.0 in chloroform-d

Couleur

light yellow

Solubilité

DMSO: >5 mg/mL

Température de stockage

−20°C

Chaîne SMILES 

CS(=O)CCCCN=C=S

InChI

1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3/t10-/m1/s1

Clé InChI

SUVMJBTUFCVSAD-SNVBAGLBSA-N

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Application

L-Sulforaphane was used to study Nrf2-mediated signaling in mouse primary preadipocytes6 and murine macrophage RAW 264.7 cell line.7

Actions biochimiques/physiologiques

L-Sulforaphane is a potent, 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.3,4 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.3,5

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves

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Pengfei Liu et al.
Redox biology, 38, 101766-101766 (2020-10-31)
Idiopathic pulmonary fibrosis (IPF) is a progressive and irreversible disease characterized by an increase in differentiation of fibroblasts to myofibroblasts and excessive accumulation of extracellular matrix in lung tissue. Pharmacological activation of NRF2 has proved to be a valuable antifibrotic
Tiziana Latronico et al.
Inflammopharmacology, 29(2), 561-571 (2020-11-17)
Isothiocyanates (ITCs), present as glucosinolate precursors in cruciferous vegetables, have shown anti-inflammatory, antioxidant and anticarcinogenic activities. Here, we compared the effects of three different ITCs on ROS production and on the expression of matrix metalloproteinase (MMP)-2 and -9, which represent
Mohammed Ali Selo et al.
Frontiers in bioengineering and biotechnology, 8, 1030-1030 (2020-10-06)
Multidrug resistance-associated protein-1 (MRP1/ABCC1) is highly expressed in human lung tissues. Recent studies suggest that it significantly affects the pulmonary disposition of its substrates, both after pulmonary and systemic administration. To better understand the molecular mechanisms involved, we studied the
Valeria Capurro et al.
PloS one, 8(2), e56870-e56870 (2013-02-27)
Alzheimer's disease (AD) is characterized by progressive loss of cognitive function, dementia and altered behavior. Over 30 million people worldwide suffer from AD and available therapies are still palliative rather than curative. Recently, Memoquin (MQ), a quinone-bearing polyamine compound, has
Masaru Terasaki et al.
Nutrition and cancer, 69(7), 1043-1052 (2017-10-11)
Fucoxanthin (Fx), one of the major xanthophylls in brown algae, is known to be effective for colorectal cancer (CRC) chemoprevention through inhibiting cell growth, cell cycle and caspase activation. Recently, we observed fucoxanthinol (FuOH), an anti-cancer active metabolite of Fx
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