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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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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
David Olagnier et al.
Nature communications, 9(1), 3506-3506 (2018-08-31)
The transcription factor Nrf2 is a critical regulator of inflammatory responses. If and how Nrf2 also affects cytosolic nucleic acid sensing is currently unknown. Here we identify Nrf2 as an important negative regulator of STING and suggest a link between
Chang Liu et al.
BMC complementary and alternative medicine, 12, 5-5 (2012-01-18)
Tanshinone IIA (Tan IIA) is a diterpene quinone extracted from the root of Salvia miltiorrhiza, a Chinese traditional herb. Although previous studies have reported the anti-tumor effects of Tan IIA on various human cancer cells, the underlying mechanisms are not
Eugene Y H Yeung et al.
Drug metabolism and disposition: the biological fate of chemicals, 36(11), 2270-2276 (2008-08-30)
Pregnane X receptor (PXR; NR1I2) is a ligand-activated transcription factor that plays a role not only in drug metabolism and transport but also in various other biological processes. Ginkgo biloba is a herbal medicine commonly used to manage memory impairment.
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
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