CAS Number4478-93-7
SynonymsUNII:41684WL1GL; 1-isothiocyanato-4-methylsulfinylbutane; MFCD00198068; 1-Isothiocyanato-4-(methylsulfinyl)butane; 4-Isothiocyanatobutyl methyl sulfoxide; 4-Methylsulfinylbutyl isothiocyanate; 1-Isothiocyanato-4-[(R)-methylsulfinyl]butane; 4-(Methylsulfinyl)butyl isothiocyanate; 1-Isothiocyanato-4-(methylsulfinyl)-butane; (R)-sulforaphane; DL-Sulforaphane; (R)-1-isothiocyanato-4-(methylsulfinyl)butane; Sulforaphane; (-)-Sulforaphane; L-Sulforaphane; 4-isothiocyanatobutyl methyl (R)-sulfoxide; (R)-1-Isothiocyanato-4-(methylsulfinyl)butane,4-Methylsulfinylbutyl isothiocyanate; D,L-Sulforaphane; SCN4SO&1; Sulforafan
Molecular FormulaC6H11NOS2
Molecular Weight177.29
Purity≥90 (HPLC)%
Density1.2±0.1 g/cm3
Boiling Point368.2±25.0 °C at 760 mmHg
Appearanceliquid
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 4478-93-7 |
| Catalog No. | 2A-9030949 |
| Chinese Name | 萝卜硫素 |
| Synonyms | UNII:41684WL1GL; 1-isothiocyanato-4-methylsulfinylbutane; MFCD00198068; 1-Isothiocyanato-4-(methylsulfinyl)butane; 4-Isothiocyanatobutyl methyl sulfoxide; 4-Methylsulfinylbutyl isothiocyanate; 1-Isothiocyanato-4-[(R)-methylsulfinyl]butane; 4-(Methylsulfinyl)butyl isothiocyanate; 1-Isothiocyanato-4-(methylsulfinyl)-butane; (R)-sulforaphane; DL-Sulforaphane; (R)-1-isothiocyanato-4-(methylsulfinyl)butane; Sulforaphane; (-)-Sulforaphane; L-Sulforaphane; 4-isothiocyanatobutyl methyl (R)-sulfoxide; (R)-1-Isothiocyanato-4-(methylsulfinyl)butane,4-Methylsulfinylbutyl isothiocyanate; D,L-Sulforaphane; SCN4SO&1; Sulforafan |
| Molecular Formula | C6H11NOS2 |
| Molecular Weight | 177.29 |
| Purity | ≥90 (HPLC) |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 368.2±25.0 °C at 760 mmHg |
| Appearance | liquid |
| Water Solubility | DMSO: 40 mg/mL, soluble |
| Storage Condition | Keep away from light, in a ventilated and dry plac |
| Application | Sulforaphane is a natural isothiocyanate found in many vegetables; it has anti-cancer and cardioprotective activity. |
| HTC | 2930909090 |
| PubChem ID | 24724610 |
| MDL Number | MFCD00198068 |
| SMILES | CS(=O)CCCCN=C=S |
| InChI | 1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3 |
| InChI Key | SUVMJBTUFCVSAD-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| MSDS | msds/30949_1_4478_93_7.pdf |
| Bioactivity | Sulforaphane is an isothiocyanate present naturally in widely consumed vegetables; has shown anticancer and cardioprotective activities. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> HDAC Signaling Pathways >> Epigenetics >> HDAC Natural Products >> Others Research Areas >> Cancer Research Areas >> Cardiovascular Disease Target HDAC In Vitro Sulforaphane induces a cell cycle arrest in a dose-dependent manner, followed by cell death. This sulforaphane-induced cell cycle arrest was correlated with an increased expression of cyclins A and B1. Sulforaphane induces cell death via an apoptotic process. Sulforaphane inhibits the reinitiation of growth and diminishes cellular viability in quiescent colon carcinoma cells (HT29) and has a lower toxicity on differentiated CaCo2 cells[1]. Pre-treatment of H9c2 rat myoblasts with sulforaphane decreases the apoptotic cell number and the expression of pro-apoptotic proteins (Bax, caspase-3 and cytochrome c), as well as the doxorubicin-induced increase in mitochondrial membrane potential. Furthermore, sulforaphane increases the mRNA and protein expression of heme oxygenase-1, which consequently reduces the levels of reactive oxygen species (ROS, measured using MitoSOX Red reagent) in the mitochondria which are induced by doxorubicin[2]. In Vivo Sulforaphane can block the formation of ammary tumors in Sprague-Dawley rats treated with single doses of 9,10-dimethyl-1,2-benzanthracene. Administration of sulforaphane reduces the incidence, multiplicity, and weights and delays the development of the mammary tumors evoked by a single dose of DMBA in female Sprague-Dawley rats[3]. Cell Assay HT29 cells are seeded at low density (5×104 cells/mL) in 35- or 120-mm diameter Primaria dishes in standard medium containing 5% FCS. One day after seeding, medium is changed, and HT29 cells are treated with sulforaphane (0-30 μM). An equivalent amount of the solvent (ethanol) is added to control cells (0.2% final concentration). Drug effect on cellular viability is evaluated using the MTT assay[1]. Animal Admin Rats: At age 47, 48, 49, 50, and 51 days, each animal receives by gavage either 0.5 mL of Emulphor EL-620 alone or the specified doses (75, 100, or 150 μM daily) of sulforaphane or compound 2, 3, or 4 in 0.5 mL of Emulphor EL-620. On day 50, 3 hr after administration of the vehicle or protector, all rats also receive an intragastric instillation of 8.0 mg of DMBA dissolved in 1.0 mL of sesame oil. This dose of DMBA is selected to produce a substantial tumor incidence, but not one so high as to overwhelm a potential chemoprotective effect. The animals are examined once weekly for the appearance and location of palpable tumors. At age 202 days, i.e., 152 days after carcinogen administration, all animals are euthanized with ether and weighed. The tumors are separated from fat and connective tissue by dissection, weighed, and fixed in buffered 10% formalin. All tumors are identified microscopically by examination of stained sections[3]. References [1]. Gamet-Payrastre L, et al. Sulforaphane, a naturally occurring isothiocyanate, induces cell cycle arrest and apoptosis in HT29 human colon cancer cells. Cancer Res. 2000 Mar 1;60(5):1426-33. [2]. Li B, et al. Sulforaphane prevents doxorubicin-induced oxidative stress and cell death in rat H9c2 cells. Int J Mol Med. 2015 Jul;36(1):53-64. [3]. Zhang Y, et al. Anticarcinogenic activities of sulforaphane and structurally related synthetic norbornylisothiocyanates. Proc Natl Acad Sci U S A. 1994 Apr 12;91(8):3147-50. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 368.2±25.0 °C at 760 mmHg Molecular Formula C6H11NOS2 Molecular Weight 177.288 Flash Point 176.5±23.2 °C Exact Mass 177.028198 PSA 80.73000 LogP 0.23 Vapour Pressure 0.0±0.8 mmHg at 25°C Index of Refraction 1.567 InChIKey SUVMJBTUFCVSAD-UHFFFAOYSA-N SMILES CS(=O)CCCCN=C=S Storage condition −20°C Water Solubility DMSO: 40 mg/mL, soluble |
| Use of | Sulforaphane is an isothiocyanate present naturally in widely consumed vegetables; has shown anticancer and cardioprotective activities. Properties Articles77 Name sulforaphane Synonym More Synonyms DL-Sulforaphane Biological Activity Description Sulforaphane is an isothiocyanate present naturally in widely consumed vegetables; has shown anticancer and cardioprotective activities. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> HDAC Signaling Pathways >> Epigenetics >> HDAC Natural Products >> Others Research Areas >> Cancer Research Areas >> Cardiovascular Disease In Vivo Sulforaphane can block the formation of ammary tumors in Sprague-Dawley rats treated with single doses of 9,10-dimethyl-1,2-benzanthracene. Administration of sulforaphane reduces the incidence, multiplicity, and weights and delays the development of the mammary tumors evoked by a single dose of DMBA in female Sprague-Dawley rats[3]. References [1]. Gamet-Payrastre L, et al. Sulforaphane, a naturally occurring isothiocyanate, induces cell cycle arrest and apoptosis in HT29 human colon cancer cells. Cancer Res. 2000 Mar 1;60(5):1426-33. [3]. Zhang Y, et al. Anticarcinogenic activities of sulforaphane and structurally related synthetic norbornylisothiocyanates. Proc Natl Acad Sci U S A. 1994 Apr 12;91(8):3147-50. Chemical & Physical Properties Molecular Formula C6H11NOS2 Exact Mass 177.028198 PSA 80.73000 Index of Refraction 1.567 InChIKey SUVMJBTUFCVSAD-UHFFFAOYSA-N SMILES CS(=O)CCCCN=C=S |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 30.0% |
| Transport Info | Product name: Summary 2930909090. other organo-sulfur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |
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