ChemicalBook > CAS DataBase List > DL-Sulforaphane

DL-Sulforaphane

Product Name
DL-Sulforaphane
CAS No.
4478-93-7
Chemical Name
DL-Sulforaphane
Synonyms
sulforaphane;SULPHORAPHANE;sulforaphan;-SuL;foraphane;sulforafan;Sulforaphen;Detoxophane;sulforphane;R-SULFORAPHANE
CBNumber
CB9765544
Molecular Formula
C6H11NOS2
Formula Weight
177.29
MOL File
4478-93-7.mol
More
Less

DL-Sulforaphane Property

Boiling point:
125-135°C
Density 
1.17±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO: 40 mg/mL, soluble
form 
liquid
color 
slightly yellow
Stability:
Light Sensitive
LogP
0.407 (est)
CAS DataBase Reference
4478-93-7(CAS DataBase Reference)
More
Less

Safety

Safety Statements 
23-24/25
WGK Germany 
3
HS Code 
29309090
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
S4441
Product name
D,L-Sulforaphane
Purity
≥90% (HPLC), synthetic, liquid
Packaging
5mg
Price
$144
Updated
2024/03/01
Sigma-Aldrich
Product number
574215
Product name
D,L-Sulforaphane
Packaging
25mg
Price
$280
Updated
2024/03/01
Cayman Chemical
Product number
10496
Product name
Sulforaphane
Purity
≥98%
Packaging
5mg
Price
$41
Updated
2024/03/01
Cayman Chemical
Product number
10496
Product name
Sulforaphane
Purity
≥98%
Packaging
10mg
Price
$78
Updated
2024/03/01
Cayman Chemical
Product number
10496
Product name
Sulforaphane
Purity
≥98%
Packaging
25mg
Price
$183
Updated
2024/03/01
More
Less

DL-Sulforaphane Chemical Properties,Usage,Production

Description

Sulforaphane is a compound within the isothiocyanate group of organosulfur compounds and mainly found in cruciferous vegetables. It is produced when the enzyme myrosinase transforms glucoraphanin,a prodrug or storage form of SFN, into SFN upon damage to the plant (such as from chewing),which allows the two compounds to mix and react. Glucoraphanin is one of a few molecules known as isothiocyanates, existing alongside Sinigrin (metabolized into allylisothiocyanate).

Chemical Properties

DL-Sulforaphane (SFN) is a slightly yellow liquid. soluble in DMSO, methanol, or water-like solvents. SFN exists in food in its food-bound form known as Glucoraphanin. It is present in a wide range of vegetables such as cabbage, cauliflower, bok choy, kale, chinese broccoli, mustard, turnip, radish, and watercress.

Uses

Potent, selective inducer of phase II detoxification enzymes with anticarcinogenic properties. Occurs naturally in broccoli. It was found to inhibit chemically induced mammary tumor formation in rats. Antitumor agent
LNCaP prostate cancer cells were treated with DL-Sulforaphane to study the effect on androgen receptor. Effects on malathion toxicity was studied in rats by treating them with DL-Sulforaphane.
Nrf2 activation of the antioxidant response element (ARE) is central to cytoprotective gene expression against oxidative and/or electrophilic stress.
Unless activated by inflammatory, environmental, or oxidative stressors, Nrf2 is sequestered in the cytoplasm by its repressor, Keap1.
Because of its protective capabilities, small molecules that activate Nrf2 signaling are being examined as potential anti-cancer or anti-inflammatory agents.
Sulforaphane is an isothiocyanate derived from cruciferous vegetables, including broccoli, that potently induces chemopreventative enzymes via Keap1-Nrf2 signaling and ARE-driven gene expression.
At 15 μM, sulforaphane inhibits class I and II HDAC activity and suppresses tumor growth by inducing cell cycle arrest and apoptosis selectively in various cancerous prostate epithelial cells without affecting normal cells.
Differential effects of sulforaphane on histone deacetylases, cell cycle arrest and apoptosis in normal prostate cells versus hyperplastic and cancerous prostate cells

Definition

ChEBI: Sulforaphane is an isothiocyanate having a 4-(methylsulfinyl)butyl group attached to the nitrogen. It has a role as an antineoplastic agent, a plant metabolite, an antioxidant and an EC 3.5.1.98 (histone deacetylase) inhibitor. It is a sulfoxide and an isothiocyanate.

benefits

Sulforaphane(SFN) promotes detoxification,prevents and combats cancer,lowers cholesterol,improves diabetes, can boost the immune system, is antiviral, antibacterial, and antifungal, combats inflammation,protect skin,eyes,kidneys, and brain, and restores its cognitive function. Deep insight in several studies has reported that dietary intake of cruciferous vegetables has a direct association in the decline in the incidence of various tumors such as prostate, cervical, ovarian, and lung cancer. It improves the liver function, attenuates pain, improves hair growth,promotes bone formation, and prevents muscle damage.SFN treatment reducesDNA damage and mutation rate when cancer-causing chemicals bind DNA.Although an ideal dosage is not known, the dietary addition of 0.1-0.5mg/kg SFN to rats has been noted to be bioactive. This is an estimated human dose of 7-34mg for a 1501b person; 9-45mg for a 2001b person; 11-57mg for a 250lb person.

General Description

An isothiocyanate isolated from broccoli that acts as a potent inducer of phase II detoxifying enzymes in mouse tissues and murine hepatoma cells in culture. It has been shown to be an effective agent in prevention of chemically-induced mammary tumors in rats. It also inhibits the phase I cytochrome P450 isoenzymes 2E1 and IA2 which have been associated with the activation of carcinogens. The induction of phase II enzymes is mediated by mitogen-activated protein kinase (MAPK) pathway.

Biological Activity

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.

Anticancer Research

Sulforaphane is an isothiocyanate compound found in cruciferous vegetables like broccoli,Brussels sprouts, and cabbages. It induces phase II drug metabolism enzymes ofxenobiotic transformation and enhances the transcription of tumor suppressionproteins. It promotes cytotoxicity in p53-deleted colon cancer cells by mitochondriaandlysosome-dependent cell death. Due to the effect of sulforaphane, Bax is alsobeing increased in the presence of inhibition of JNK-induced Bcl-2 followed bymitochondrial cytochrome-C release and activation of apoptosis. Self-renewal Wnt/β-catenin signaling pathway is downregulated by sulforaphane in breast cancer stemcells. It has been reported to inhibit the activity of histone deacetylase (HDAC) andto reduce the number of polyps in Apcmin/+ mouse by inhibiting AKT and ERKsignaling and protein expression of COX-2 and cyclin-D1. Sulforaphane alsoinhibits the growth of SW620 cells by inducing apoptosis (Clarke et al. 2008). Inhuman colon cancer cells (HT-29), sulforaphane showed increased dose-dependentluciferase activity of AP-1, induced JAK activity, and inhibited NF-κB luciferaseactivation induced by LPS. It is also reported to inhibit cellular proliferation and toinduce apoptosis. In HepG2 human hepatoma cells, sulforaphane significantlyinduces the expression of the Nrf-2 protein and activation of ARE-mediatedtranscription, delays Nrf-2 degradation by inhibition of Keap1, and activates theexpression of transcription of the antioxidant HO-1 enzyme. This activation of thetranscription is partially modulated by the signaling pathway of p38 MAPK, whilep38 MAPK phosphorylates Nrf-2 and improves the binding between the proteinsNrf-2 and Keap1. In the PC-3 cells of human prostate cancer, sulforaphanesuppresses the expression regulated by NF-κB and NF-κB signaling pathway by theIκBα and IKK pathways (Wang et al. 2012).

target

Akt | ERK | TNF-α | p65 | NF-kB | IkB | COX | Nrf2 | HO-1 | Bcl-2/Bax | Caspase | AChR | IKK

References

[1] gamet-payrastre l, li p, lumeau s, et al. sulforaphane, a naturally occurring isothiocyanate, induces cell cycle arrest and apoptosis in ht29 human colon cancer cells[j]. cancer research, 2000, 60(5): 1426-1433.
[2] kansanen e, kuosmanen s m, leinonen h, et al. the keap1-nrf2 pathway: mechanisms of activation and dysregulation in cancer[j]. redox biology, 2013, 1(1): 45-49.

DL-Sulforaphane Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

DL-Sulforaphane Suppliers

Chongqing Botao Biotechnology Co., LTD
Tel
15223382610 15223382610
Email
danny@chemdad.com
Country
China
ProdList
1839
Advantage
58
Chengdu Greenpure Biopharma CO.,Ltd
Tel
028-88203606; 18283602253
Email
jancyzheng@gcgreenpure.com
Country
China
ProdList
1589
Advantage
58
Shanghai Rechem science Co., Ltd.
Tel
21-31433387 15618786686
Fax
QQ:1369748377
Email
sales@rechemscience.com
Country
China
ProdList
2988
Advantage
58
Mancinor Technology Co., Ltd.
Tel
19719236623
Email
2885515945@qq.com
Country
China
ProdList
1445
Advantage
58
Shaanxi Pioneer Biotech Co.,Ltd.
Tel
+186-15687963500 15687963500
Email
sales@pioneerbiotech.com
Country
China
ProdList
239
Advantage
58
Wuhan Jingkangen Biomedical Technology Co., Ltd
Tel
13720134139 13720134139
Email
orders@jknbiochem.com
Country
China
ProdList
5821
Advantage
58
Weifang Xiaoyuan Chemical Industry & Trade Co. , Ltd.
Tel
15621199386
Email
qdyyhx@163.com
Country
China
ProdList
33
Advantage
58
Shanghai Lijiu Biotech Co., Ltd.
Tel
17821611619 17821611619
Email
17821611619@163.com
Country
China
ProdList
65
Advantage
58
Suzhou Sanyi Polymer Chemical Technology Co., Ltd.
Tel
+86-18151108777; 15262425018
Email
1007487177@qq.com
Country
China
ProdList
126
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
More
Less

View Lastest Price from DL-Sulforaphane manufacturers

Sinoway Industrial co., ltd.
Product
L-Sulforaphane 4478-93-7
Price
US $0.00/Kg/Bag
Min. Order
2Kg/Bag
Purity
98% up
Supply Ability
20 tons
Release date
2022-08-24
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Sulforaphane Powder 4478-93-7
Price
US $150.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
500kg
Release date
2024-11-18
Shaanxi Cuikang Pharmaceutical Technology Co., Ltd
Product
DL-Sulforaphane 4478-93-7
Price
US $0.00/g
Min. Order
1g
Purity
95% 98%
Supply Ability
100g
Release date
2024-03-28

4478-93-7, DL-SulforaphaneRelated Search:


  • sulforafan
  • sulforaphan
  • DL-Sulforaphane 4478-93-7
  • Sulforaphane Racemate
  • D,L-Sulforaphane - CAS 4478-93-7 - Calbiochem
  • sulforaphane
  • R-SULFORAPHANE
  • R,S-SULFORAPHANE
  • SULFORAPHANE, L-
  • SULFORAPHANE, DL-
  • SULFORAPHANE, D-
  • S-SULFORAPHANE
  • SULPHORAPHANE
  • Methyl(4-isothiocyanatobutyl) sulfoxide
  • Sulforaphen
  • (-)-ISOTHIOCYANATO-(4R)-(METHYLSULFINYL)BUTANE
  • DL-SULPHORAPHANE
  • DL-SULFORAPHANE
  • D-SULFORAPHANE
  • (-)-(4R)-SULFORAPHANE
  • 4-METHYLSULFINYLBUTYL ISOTHIOCYANATE
  • 1-ISOTHISCYANATO-4-(METHYLSULFINYL)-BUTANE
  • 1-ISOTHIOCYANATO-4-(METHYLSULFINYL)-BUTANE
  • (-)1-ISOTHIOCYANATO-4S-(METHYLSULFINYL)-BUTANE
  • (+)1-ISOTHIOCYANATO-4S-(METHYLSULFINYL)-BUTANE
  • ((-)1-ISOTHIOCYANATO-4R-METHYLSULFINYL)BUTANE
  • 1-ISOTHIOCYANATO-4-(METHYLSULFIYL)-BUTANE
  • (+)-1-ISOTHIOCYANATE-4R(METHYLSULFINYL)-BUTANE
  • 4-methylsulfinylbutylimino(thioxo)methane
  • DL-Sulforaphane,1-Isothiocyanato-4-(methylsulfinyl)-butane
  • Detoxophane
  • DL-Sulforaphan
  • Butane,1-isothiocyanato-4-(Methylsulfinyl)-
  • Broccoli Seed Extract/Sulforaphane/Brassica oleracea extract
  • sulforphane
  • Sulforaphane 1-13% (powder)
  • foraphane
  • -SuL
  • DL-SULFORAPHANE USP/EP/BP
  • Sulforaphane (liquid)
  • Sulforaphane (BroccoPhane
  • broccoli sulforaphane
  • Sulforaphane (DL-Sulforaphane)
  • Sulforaphane Extract
  • Sulforafan Extract
  • DL-Sulforaphane (AS)
  • Dl-Sulforaphane 0.5%
  • Sulforaphen Powder 10%
  • 4478-93-7
  • 142815-10-3
  • 42825-10-3
  • 4487-93-7
  • C6H11NOS2
  • Cancer Research
  • Chemopreventive Agents
  • BioChemical
  • Phase II Enzyme Inducers
  • Aliphatics