MW 177.3 Da, Purity >98%. Potent, non-competitive antagonist of the aryl hydrocarbon (Ah) receptor (IC50 = 1 μM). Isothiocyanate. Induces epoxide hydrolase. Anticarcinogenic. Active in vivo and in vitro.
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- Frontiers in plant science 13:9987552022Polyphenolics, glucosinolates and isothiocyanates profiling of aerial parts of (Watercress).Applications:Unspecified applicationReactive species:Unspecified reactive speciesSotiris Kyriakou,Kyriaki Michailidou,Tom Amery,Kyle Stewart,Paul G Winyard,Dimitrios T Trafalis,Rodrigo Franco,Aglaia Pappa,Mihalis I PanayiotidisPubMed 36457522
- Experimental animals 68:221-2312019Protective effects of sulforaphane on diabetic retinopathy: activation of the Nrf2 pathway and inhibition of NLRP3 inflammasome formation.Applications:Unspecified applicationReactive species:Unspecified reactive speciesSheng Li,Hongwei Yang,Xiaolong ChenPubMed 30606939
- Basic & clinical pharmacology & toxicology 120:541-5492017Sulphoraphane Improves Neuronal Mitochondrial Function in Brain Tissue in Acute Carbon Monoxide Poisoning Rats.Applications:Unspecified applicationReactive species:Unspecified reactive speciesMingjun Bi et. al.PubMed 27983767
Key facts
- CAS number
- 4478-93-7
- Purity
- > 98
- Form
- Liquid
- Molecular weight
- 177.3 Da
- Molecular formula
- C6H11NOS2
- PubChem identifier
- 5350
- Nature
- Synthetic
Target data
Alternative names
Azoreductase, Cytochrome b 5 reductase, DHQU, DIA 4, DT-diaphorase, DTD, Diaphorase (NADH/NADPH), Diaphorase (NADH/NADPH) (cytochrome b 5 reductase), Diaphorase 4, Dioxin inducible 1, HEP-NOS, Hepatocyte NOS, Inducible NO synthase, Inducible NOS, Inducible nitric oxide synthase, MAC NOS, Macrophage NOS, Menadione reductase, NAD(P)H dehydrogenase [quinone] 1, NAD(P)H dehydrogenase quinone 1, NAD(P)H menadione oxidoreductase 1 dioxin inducible, NAD(P)H quinone dehydrogenase 1, NAD(P)H: menadione oxidoreductase 1 dioxin inducible 1, NAD(P)H:Quinone acceptor oxidoreductase type 1, NAD(P)H:menadione oxidoreductase 1, NAD(P)H:quinone oxidoreductase 1, NAD(P)H:quinone oxireductase, NF-E2-related factor 2, NF2L2_HUMAN, NMOR 1, NMOR I, NOS, NOS type II, NOS2A, NOS2A, Inducible, Hepatocyte, NOS2_HUMAN, NQO1_HUMAN, NRF2, Nfe2l2, Nitric oxide synthase, Nitric oxide synthase 2 inducible, Nitric oxide synthase 2 inducible macrophage, Nitric oxide synthase inducible, Nos II, Nuclear factor, Nuclear factor (erythroid derived 2) like 2, Nuclear factor erythroid 2-related factor 2, Nuclear factor erythroid derived 2 like 2, Peptidyl-cysteine S-nitrosylase NOS2, Phylloquinone reductase, QR 1, Quinone reductase 1, erythroid derived 2, iNOS, inducible, like 2, nitric oxide synthase 2A (inducible, hepatocytes), nitric oxide synthase, macrophage, nuclear factor erythroid 2 like 2
Recommended products
MW 177.3 Da, Purity >98%. Potent, non-competitive antagonist of the aryl hydrocarbon (Ah) receptor (IC50 = 1 μM). Isothiocyanate. Induces epoxide hydrolase. Anticarcinogenic. Active in vivo and in vitro.
Key facts
- CAS number
- 4478-93-7
- Purity
- > 98
- Form
- Liquid
- Molecular weight
- 177.3 Da
- Molecular formula
- C6H11NOS2
- PubChem identifier
- 5350
- Nature
- Synthetic
- Biochemical name
- Sulforaphane
- Biological description
Potent, non-competitive antagonist of the aryl hydrocarbon (Ah) receptor (IC50 = 1 μM). Isothiocyanate. Induces epoxide hydrolase. Anticarcinogenic. Active in vivo and in vitro.
- Canonical SMILES
- CS(=O)CCCCN=C=S
- InChI
- InChI=1S/C6H11NOS2/c1-10(8)5-3-2-4-7-6-9/h2-5H2,1H3
- InChIKey
- SUVMJBTUFCVSAD-UHFFFAOYSA-N
- IUPAC name
- 1-isothiocyanato-4-methylsulfinylbutane
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- -20°C
- Appropriate long-term storage conditions
- -20°C
- Storage information
- Store in the dark
Notes
This compound is a neat liquid at room temperature, clear to slightly yellow in color. It is not dissolved in solvent. In small quantities the material will coat the sides of the ampule it is shipped in and may appear to be invisible, or it may be trapped in the tip of the ampule. Wash the upper and lower parts of the ampule with solvent to ensure all of the material is obtained.
Protect from air and light. Prolonged exposure to direct sunlight leads to release of iodine from the sodium diatrizoate molecule.
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
NQO1 also known as NAD(P)H:quinone oxidoreductase 1 is a cytoplasmic enzyme with a molecular weight of approximately 31 kDa. iNOS short for inducible nitric oxide synthase is an enzyme important for the production of nitric oxide in immune responses with a mass around 130 kDa. Nrf2 also called nuclear factor erythroid 2–related factor 2 is a transcription factor with a mass close to 58 kDa. NQO1 is expressed in a variety of tissues including the liver and lung. iNOS expression is typically found in immune cells such as macrophages and neutrophils. Nrf2 localizes mainly in the cytoplasm but translocates to the nucleus upon activation. These three targets play significant mechanical roles in oxidative stress response and immune function.
- Biological function summary
These targets have integral functions in protecting cells from oxidative damage and regulating immune responses. NQO1 reduces quinones to hydroquinones providing protection against redox cycling. iNOS produces nitric oxide as part of the host defense mechanism affecting vascular regulation. Nrf2 activates the expression of genes involved in detoxifying enzymes and antioxidant proteins forming part of a complex regulating cellular redox status. These processes are critical in the cellular defense mechanism against toxic insults and inflammation.
- Pathways
These proteins play pivotal roles in cellular response mechanisms. NQO1 participates in the NADPH-dependent antioxidant defense system and is closely related to the Ah receptor signaling pathway which modulates xenobiotic metabolism. iNOS operates within the nitric oxide signaling pathway influencing vascular tension and immune responses and interacts with proteins such as cytokines and hypoxia-inducible factors. Nrf2 is integral in the Keap1-Nrf2-ARE pathway which manages the expression of antioxidant proteins and works alongside proteins like Kelch-like ECH-associated protein 1 (Keap1) to counteract oxidative stress.
- Associated diseases and disorders
These targets have implications in various conditions such as cancer and neurodegenerative disorders. NQO1 levels often increase in tumor tissues and impact cancer cell survival through its competition with sulforaphane an Nrf2 agonist making it a target for chemopreventive strategies. iNOS overproduction links to inflammatory disorders like rheumatoid arthritis where excess nitric oxide causes tissue damage. Nrf2's dysfunction associates with neurodegenerative disorders like Alzheimer's disease due to impaired anti-oxidant pathways. Together these targets interface with numerous proteins influencing disease progression making them critical points of study for therapeutic interventions.
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Chemical Structure - (R,S)-Sulforaphane, antagonist of Ah receptor (ab141969)
2D chemical structure image of ab141969, (R,S)-Sulforaphane, antagonist of Ah receptor
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