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Merck
CN

S6317

L-Sulforaphane

≥95% (HPLC), Nrf/Keap activator, oil

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C6H11NOS2
CAS Number:
Molecular Weight:
177.29
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥95% (HPLC)
Form:
oil
Quality level:
Technical Service
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Product Name

L-Sulforaphane, ≥95% (HPLC), oil

Quality Level

assay

≥95% (HPLC)

form

oil

optical activity

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

color

light yellow

solubility

DMSO: >5 mg/mL

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/t10-/m1/s1

InChI key

SUVMJBTUFCVSAD-SNVBAGLBSA-N

Application

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

Biochem/physiol Actions

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


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves



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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.



Global Trade Item Number

SKUGTIN
S6317-5MG04061836955366