Welcome to LookChem.com Sign In|Join Free

CAS

  • or

142825-10-3

Post Buying Request

142825-10-3 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

142825-10-3 Usage

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.

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.

Application

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

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.

Check Digit Verification of cas no

The CAS Registry Mumber 142825-10-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,2,8,2 and 5 respectively; the second part has 2 digits, 1 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 142825-10:
(8*1)+(7*4)+(6*2)+(5*8)+(4*2)+(3*5)+(2*1)+(1*0)=113
113 % 10 = 3
So 142825-10-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3/t10-/m1/s1

142825-10-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Sigma

  • (S6317)  L-Sulforaphane  ≥95% (HPLC), oil

  • 142825-10-3

  • S6317-5MG

  • 2,302.56CNY

  • Detail

142825-10-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (R)-sulforaphane

1.2 Other means of identification

Product number -
Other names L-Sulforaphane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:142825-10-3 SDS

142825-10-3Relevant articles and documents

HPLC separation of sulforaphane enantiomers in Broccoli & its sprouts by transformation into diastereoisomers using derivatization with (S)-Leucine

Okada, Makiko,Yamamoto, Atsushi,Aizawa, Sen-Ichi,Taga, Atsushi,Terashima, Hiroyuki,Kodama, Shuji

, p. 244 - 250 (2017)

Racemic sulforaphane, which was derivatized with (S)-leucine (L-leucine), was resolved by reversed phase HPLC with UV detection. The optimum mobile phase conditions were found to be 10 mM citric acid (pH 2.8) containing 22% methanol at 35 °C using detection at 254 nm. Sulforaphane enantiomers in florets and stems of five brands of broccoli and leaves and stems of three brands of broccoli sprouts were analyzed by the proposed HPLC method. Both sulforaphane enantiomers were detected in all of the samples. The S/R ratios of sulforaphane in broccoli samples were 1.5-2.6/97.4-98.5% for florets and 5.0-12.1/87.9-95.0% for stems. The S/R ratios in broccoli sprout samples were higher than those in broccoli samples and were found to be 8.3-19.7/80.3-91.7% for leaves and 37.0-41.8/58.2-63.0% for stems. (S)-Sulforaphane detected in the broccoli and its sprout samples was positively identified by separately using an HPLC with a chiral column (Chiralpak AD-RH) and mass spectrometry.

Synthesis of (R)-sulforaphane using [CpRu((R,R)-CHIRAPHOS)]+ as chiral auxiliary

Schenk, Wolfdieter A.,Duerr, Michael

, p. 713 - 716 (1997)

A new enantioselective (80% ee) synthesis of (R)-sulforaphane and its epimer (S)-sulforaphane is described, which makes use of the pseudotetrahedral complex fragment [CpRu(CHIRAPHOS)]+ as a chiral auxiliary. Reaction of the chloride complexes [CpRu(L-L)Cl] [L-L =1,2-bis(diphenylphosphino)ethane (dppe), (2S,3S) and (2R,3R)-bis(diphenylphosphino) butane ((S,S)- and (R,R)-CHIRAPHOS, respectively)] with phthalimidobutyl methyl sulfide gives the thioether complexes [CpRu(L-L)(MeSC4H8NPhth)]PF6. Oxygen transfer from dimethyldioxirane (DMD) produces the corresponding sulfoxide complexes in high yield and high diastereoselectivity. Cleavage of the phthaloyl group with aqueous hydrazine and subsequent reaction with thiophosgene yields the sulforaphane complexes [CpRu(L-L)(MeS(O)C4H8NCS)]PF6. Treatment of these with sodium iodide finally liberates the sulforaphane without noticeable racemization.

BIOTRANSFORMATION OF ORGANIC SULFIDES. PART 7. FORMATION OF CHIRAL ISOTHIOCYANATO SULFOXIDES AND RELATED COMPOUNDS BY MICROBIAL BIOTRANSFORMATION

Holland, Herbert L.,Brown, Frances M.,Larsen, Brett G.,Zabic, Mirjana

, p. 1569 - 1574 (1995)

The fungi Helminthosporium species NRRL 4671 and Mortierella isabellina ATCC 42613 have been used for the biotransformation of a series of isothiocyanatoalkyl methyl sulfides and their synthetic precursors, ω-(methylthio)alkylphthalimides.H. species gave predominantly (S) sulfoxides in all cases; M. isabellina gave (R) isothiocyanatoalkyl methyl sulfoxides, but in the case of two ω-(methylthio)alkylphthalimides substantial conversion of sulfoxide to sulfone resulted in the isolation of the former with predominant (S) configuration.A correction is made of the previously reported configurations of two biotransformation products (Tetrahedron: Asymmetry, 1994, 5, 1129).

Enantiopure sulforaphane analogues with various substituents at the sulfinyl sulfur: Asymmetric synthesis and biological activities

Khiar, Noureddine,Werner, Sabine,Mallouk, Siham,Lieder, Franziska,Alcudia, Ana,Fernandez, Inmaculada

experimental part, p. 6002 - 6009 (2009/12/26)

(Chemical Equation Presented) A convergent and high-yielding approach for the asymmetric synthesis of sulforaphane 2 and four analogues differently substituted at the sulfinyl sulfur has been developed. The key step of the synthesis is the diastereoselect

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 142825-10-3