3952-98-5
Chemical Structure
Sinigrin
Synonym(s): Allyl-glucosinolate; 2-Propenyl-glucosinolate
- CAS No.: 3952-98-5
- Formula:C10H16KNO9S2
- Molecular Weight:397.46
IUPAC Name: potassium ((E)-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)thio)but-3-en-1-ylidene)amino sulfate
InChIKey: QKFAFSGJTMHRRY-OCFLFPRFSA-M
SMILES: O[C@@H]1[C@@H](O)[C@H](S/C(CC=C)=N/OS(=O)(O[K])=O)O[C@H](CO)[C@H]1O
Biological Activity: Sinigrin (Allyl-glucosinolate) is an orally active glucosinolate found in cruciferous plants. Sinigrin possesses multiple activities such as anti-cancer, antibacterial, antifungal, anti-inflammatory, antioxidant, and inhibition of fat synthesis. Sinigrin can be used in the research of tumors, inflammatory, and metabolic diseases[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Sinigrin | 99.92% | Sinigrin (Allyl-glucosinolate) is an orally active glucosinolate found in cruciferous plants. Sinigrin possesses multiple activities such as anti-cancer, antibacterial, antifungal, anti-inflammatory, antioxidant, and inhibition of fat synthesis. Sinigrin can be used in the research of tumors, inflammatory, and metabolic diseases. | ||||||||||||||||||||
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Sinigrin (Standard) | ≥98% | Sinigrin (Standard) (Allyl-glucosinolate (Standard)) is the analytical standard of Sinigrin (HY-N0404). This product is intended for research and analytical applications. Sinigrin (Allyl-glucosinolate) is an orally active glucosinolate found in cruciferous plants. Sinigrin possesses multiple activities such as anti-cancer, antibacterial, antifungal, anti-inflammatory, antioxidant, and inhibition of fat synthesis. Sinigrin can be used in the research of tumors, inflammatory, and metabolic diseases. | ||||||||||||||||||||
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epi-Progoitrin | epi-Progoitrin is a naturally occurring glucosinolate. epi-Progoitrin exhibits no biological activity, showing no effects on H3N2 influenza virus, various pathogenic bacteria, or respiratory burst in mouse macrophages. | |||||||||||||||||||||
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Glucobrassicanapin potassium | Glucobrassicanapin (4-Pentenylglucosinolate) potassium is an aliphatic glucosinolate in vegetable crops of Brassica rapa. | |||||||||||||||||||||
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Gluconapin potassium | Gluconapin (3-Butenyl glucosinolate) potassium is an orally active aliphatic glucosinolate and also a flavor modifier. Gluconapin potassium inhibits the elevation of plasma triglyceride levels in mice. Gluconapin potassium also exhibits certain antibacterial activity. | |||||||||||||||||||||
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Gluconapin | Gluconapin (3-Butenyl glucosinolate) is an orally active aliphatic glucosinolate and also a flavor modifier. Gluconapin inhibits the elevation of plasma triglyceride levels in mice. Gluconapin also exhibits certain antibacterial activity. | |||||||||||||||||||||
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Progoitrin | Progoitrin is an orally active glucosinolate. As the precursor of goitrin (HY-N0224A), an antithyroid compound, progoitrin releases goitrin via hydrolysis by myrosinase or gastrointestinal glucosidase. Progoitrin converts to goitrin in vivo and exerts antithyroid activity by inhibiting the accumulation of radioactive iodine in the thyroid gland. Progoitrin can be used in the research of Graves' disease (thyrotoxicosis). | |||||||||||||||||||||
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Glucoraphasatin potassium | Glucoraphasatin potassium is potassium salt of Glucoraphasatin (HY-N11822). Glucoraphasatin is an atypical and orally active glucosinolate found in cruciferous vegetables, including Raphanus sativus. Glucoraphasatin exhibits anti-inflammation and anti-oxidant activity. Glucoraphasatin can affect phase I metabolic enzymes activity. Glucoraphasatin can be converted by the plant enzyme myrosinase into isothiocyanates and shows cytotoxic to cancer cells. Glucoraphasatin can be used for the researches of cancer and inflammation, such as colon cancer. | |||||||||||||||||||||
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Glucobrassicanapin | Glucobrassicanapin is a glucosinolates, and can be isolated from canola meals. | |||||||||||||||||||||
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Sinigrin hydrate | 99.92% | Sinigrin (Allyl-glucosinolate) hydrate is an orally active glucosinolate found in cruciferous plants. Sinigrin hydrate possesses multiple activities such as anti-cancer, antibacterial, antifungal, anti-inflammatory, antioxidant, and inhibition of fat synthesis. Sinigrin hydrate can be used in the research of tumors, inflammatory, and metabolic diseases. | ||||||||||||||||||||
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(E/Z)-Sinigrin free base | (E/Z)-Sinigrin ((E/Z)-Allyl-glucosinolate; (E/Z)-2-Propenyl-glucosinolate) free base is an orally active aliphatic thioglucoside anti-leukemia compound. Allyl isothiocyanate, produced by the hydrolysis of (E/Z)-sinigrin free base by myrosinase, has an IC50 of 2.71 μM against HL60 leukemia cells. The hydrolysis products of (E/Z)-sinigrin free base can further activate apoptosis pathways, inhibit NF-κB and MAPK signaling pathways, and induce phase II metabolic enzyme activity, thus exhibiting anti-cancer, anti-inflammatory, antibacterial, antioxidant, and wound healing activities. (E/Z)-Sinigrin free base can be used in research on cancer, inflammation-related diseases (such as atherosclerosis), and infectious diseases. (E/Z)-Sinigrin free base can be naturally extracted from the seeds of Brassica nigra, Brassica juncea, and other Brassicaceae plants such as broccoli and Brussels sprouts. Methyl pechueloate is a guaiane-type sesquiterpene ester compound and a potential precursor of xerantholide. It is useful in the structural elucidation and biosynthetic pathway studies of sesquiterpenoids. Methyl pechueloate can be naturally extracted from the aerial parts of Pechuel-Loeschea leibnitziae (Kuntze) O. Hoffm. | |||||||||||||||||||||
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Glucoerucin potassium | 99.73% | Glucoerucin potassium is an orally active PTP1B non-competitive allosteric inhibitor (IC50 = 6.07 μM) and H2S donor that can be isolated and extracted from Eruca sativa. Glucoerucin potassium upregulates the Nrf2 pathway and promotes irisin/UCP1-mediated adipose tissue browning through conversion to erucin or acting as a sustained-release H2S donor, thereby regulating metabolic and cardiovascular functions. Glucoerucin potassium also exerts anticancer effects by upregulating epoxide hydrolase and through non-competitive allosteric inhibition of PTP1B. Glucoerucin potassium can be used in research on obesity, cancer, type 2 diabetes, and cardiovascular and cerebrovascular diseases. | ||||||||||||||||||||
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References
- [1]. Lee HW, et al. Inhibitory effect of sinigrin on adipocyte differentiation in 3T3-L1 cells: Involvement of AMPK and MAPK pathways. Biomed Pharmacother. 2018 Jun;102:670-680. [Content Brief]
- [2]. Li S, et al. Sinigrin Impedes the Breast Cancer Cell Growth through the Inhibition of PI3K/AKT/mTOR Phosphorylation-Mediated Cell Cycle Arrest. J Environ Pathol Toxicol Oncol. 2022;41(3):33-43. [Content Brief]
- [3]. Rama Satya Sri Kotipalli, et al. Sinigrin Attenuates the Dextran Sulfate Sodium-induced Colitis in Mice by Modulating the MAPK Pathway. Inflammation. 2023 Jun;46(3):787-807. [Content Brief]
- [4]. Mazumder A, et al. Sinigrin and Its Therapeutic Benefits. Molecules. 2016 Mar 29;21(4):416. [Content Brief]