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142825-10-3

142825-10-3 Structure

142825-10-3 Structure
IdentificationBack Directory
[Name]

DL-SULFORAPHANE
[CAS]

142825-10-3
[Synonyms]

sulphorane
L-SULFORAPHAN
R-SULFORAPHANE
S-SULFORAPHANE
D-SULFORAPHANE
L-SULFORAPHANE
DL-SULPHORAPHANE
SULFORAPHANE, L-
SULFORAPHANE, D-
R,S-SULFORAPHANE
SULFORAPHANE, DL-
Broccoli seed extract
(-)-(4R)-SULFORAPHANE
R-Sulforaphane (in ethanol)
4-METHYLSULFINYLBUTYL ISOTHIOCYANATE
4-METHYLSULPHINYLBUTYLISOTHIOCYANATE
1-ISOTHIOCYANATO-4-(METHYLSULFIYL)-BUTANE
1-ISOTHISCYANATO-4-(METHYLSULFINYL)-BUTANE
((-)1-ISOTHIOCYANATO-4R-METHYLSULFINYL)BUTANE
(R)-1-ISOTHIOCYANATO-4-(METHYLSULFINYL)BUTANE
(-)1-ISOTHIOCYANATO-4S-(METHYLSULFINYL)-BUTANE
(+)1-ISOTHIOCYANATO-4S-(METHYLSULFINYL)-BUTANE
(+)-1-ISOTHIOCYANATE-4R(METHYLSULFINYL)-BUTANE
(-)-ISOTHIOCYANATO-(4R)-(METHYLSULFINYL)BUTANE
Butane, 1-isothiocyanato-4-[(R)-methylsulfinyl]-
(R)-1-Isothiocyanato-4-(methylsulfinyl)butane, 4-Methylsulfinylbutyl isothiocyanate
[Molecular Formula]

C6H11NOS2
[MDL Number]

MFCD00198068
[MOL File]

142825-10-3.mol
[Molecular Weight]

177.29
Chemical PropertiesBack Directory
[Boiling point ]

368.2±25.0 °C(Predicted)
[density ]

1.17±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMSO: 40 mg/mL, soluble
[form ]

liquid
[color ]

slightly yellow
[Optical Rotation]

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

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

SUVMJBTUFCVSAD-UHFFFAOYSA-N
[SMILES]

C(N=C=S)CCC[S@@](C)=O
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Health Hazard (GHS08)
GHS06,GHS08
[Signal word ]

Danger
[Hazard statements ]

H301-H315-H319-H334-H335
[Precautionary statements ]

P501-P261-P270-P271-P264-P280-P284-P302+P352-P342+P311-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P310+P330-P304+P340+P312-P403+P233-P405
[Safety Statements ]

23-24/25-22
[WGK Germany ]

3
[HS Code ]

29309090
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Sulforaphane is a naturally-occurring phytochemical belonging to the class of isothiocyanates. As the aglycone metabolite of glucosinolate glucoraphanin (sulforaphane glucosinolate), sulforaphane acts as an antioxidant and potent stimulator of endogenous detoxifying enzymes. This agent displays anticarcinogenic properties due to its ability to induce phase II detoxification enzymes, such as glutathione S-transferase and quinone reductase, thereby providing protection against certain carcinogens and toxic, reactive oxygen species. Broccoli sprouts contain large amounts of sulforaphane, which is also found in other cruciferous vegetables including cabbage and kale.
[Chemical Properties]

L-Sulforaphane is a clear Pale Yellow Oil and It is an isothiocyanate derived from the natural compound glucoraphanin, which is abundant in cruciferous vegetables, including broccoli. soluble in methanol, ethanol, DMSO and other organic solvents.
[Application]

L-Sulforaphane was used to study Nrf2-mediated signaling in mouse primary preadipocytes and murine macrophage RAW 264.7 cell line.
[Uses]

L-sulforaphane is an Antitumor agent and has antioxidant, anti-cancer, anti-ultraviolet, help clear lung bacteria, and prevent gout. It was found to inhibit chemically induced mammary tumor formation in rats. L-Sulforaphane has been reported to prevent NFκB binding, which results in downregulation of apoptosis inhibitors therefore inducing apoptosis. It also displays a capacity to inhibit intracellular, extracellular, and antibiotic-resistant strains of Helicobacter pylori. Additionally, L-Sulforaphane has been found to prevent clonogenicity. This Sulforaphane is sold in the L-enantiomer form.
[Definition]

ChEBI: (R)-sulforaphane is a sulforaphane in which the sulfinyl group has R configuration. Naturally occurring compound found in brocolli that acts as a (R)-sulforaphane is a sulforaphane in which the sulfinyl group has R configuration. Naturally occurring compound found in brocolli that acts as a potent inducer of phase II detoxification enzymes. It is an enantiomer of a (S)-sulforaphane.potent inducer of phase II detoxification enzymes. It is an enantiomer of a (S)-sulforaphane.
[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. 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.
Spectrum DetailBack Directory
[Spectrum Detail]

L-Sulforaphane(142825-10-3)1HNMR
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