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3952-98-5,MFCD00149447
Catalog No.:AA003U73

3952-98-5 | SINIGRIN

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100mg
≥ 99% (HPLC)
in stock  
$172.00   $120.00
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250mg
≥ 99% (HPLC)
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$290.00   $203.00
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1g
≥ 99% (HPLC)
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003U73
Chemical Name:
SINIGRIN
CAS Number:
3952-98-5
Molecular Formula:
C10H18KNO10S2
Molecular Weight:
415.4789
MDL Number:
MFCD00149447
SMILES:
C=CC/C(=N\OS(=O)(=O)[O-])/S[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O.O.[K+]
Properties
Properties
 
Form:
Solid  
MP:
128 (dec.)(lit.)  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
509  
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
23  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
7  

Literature

Title: Sinigrin attenuates the progression of atherosclerosis in ApoE(-/-) mice fed a high-cholesterol diet potentially by inhibiting VCAM-1 expression.

Journal: Chemico-biological interactions 20170625

Title: Comparative study between extraction techniques and column separation for the quantification of sinigrin and total isothiocyanates in mustard seed.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20120715

Title: Inhibition of Listeria monocytogenes on bologna sausages by an antimicrobial film containing mustard extract or sinigrin.

Journal: International journal of food microbiology 20120501

Title: Influence of NaCl and NaNO3 on sinigrin hydrolysis by foodborne bacteria.

Journal: Journal of food protection 20111201

Title: Protein modeling and active site binding mode interactions of myrosinase-sinigrin in Brassica juncea--an in silico approach.

Journal: Journal of molecular graphics & modelling 20110201

Title: Optimization of ultrasonic-stimulated solvent extraction of sinigrin from Indian mustard seed (Brassica Juncea L.) using response surface methodology.

Journal: Phytochemical analysis : PCA 20110101

Title: Allyl isothiocyanate-rich mustard seed powder inhibits bladder cancer growth and muscle invasion.

Journal: Carcinogenesis 20101201

Title: Multidirectional time-dependent effect of sinigrin and allyl isothiocyanate on metabolic parameters in rats.

Journal: Plant foods for human nutrition (Dordrecht, Netherlands) 20100901

Title: Determination of sinigrin in vegetable seeds by online microdialysis sampling coupled to reverse-phase ion-pair liquid chromatography.

Journal: Journal of agricultural and food chemistry 20100428

Title: Monitoring the enzymatic degradation of sinigrin from B. juncea meal using (1)H NMR spectroscopy.

Journal: Natural product research 20100101

Title: [Determination of sinigrin in semen Thlaspi from Sichuan and Tibet using near infrared diffuse reflectance spectroscopy].

Journal: Guang pu xue yu guang pu fen xi = Guang pu 20091001

Title: Updated glucosinolate profile of Dithyrea wislizenii.

Journal: Journal of natural products 20090522

Title: Interactive effects of sulfur and nitrogen supply on the concentration of sinigrin and allyl isothiocyanate in Indian mustard (Brassica juncea L.).

Journal: Journal of agricultural and food chemistry 20090513

Title: Myrosinases from root and leaves of Arabidopsis thaliana have different catalytic properties.

Journal: Phytochemistry 20090101

Title: Class targeted metabolomics: ESI ion trap screening methods for glucosinolates based on MSn fragmentation.

Journal: Phytochemistry 20080501

Title: A chemical trait creates a genetic trade-off between intra- and interspecific competitive ability.

Journal: Ecology 20080501

Title: Influence of cooking duration of cabbage and presence of colonic microbiota on the excretion of N-acetylcysteine conjugates of allyl isothiocyanate and bioactivity of phase 2 enzymes in F344 rats.

Journal: The British journal of nutrition 20080401

Title: Accumulation of glucosinolates by the cabbage aphid Brevicoryne brassicae as a defense against two coccinellid species.

Journal: Journal of chemical ecology 20080301

Title: Community complexity drives patterns of natural selection on a chemical defense of Brassica nigra.

Journal: The American naturalist 20080201

Title: The cabbage aphid: a walking mustard oil bomb.

Journal: Proceedings. Biological sciences 20070922

Title: Mutual feedbacks maintain both genetic and species diversity in a plant community.

Journal: Science (New York, N.Y.) 20070914

Title: Effects of two bitter substances on olfactory conditioning in the moth Heliothis virescens.

Journal: The Journal of experimental biology 20070701

Title: Improved hydrophilic interaction chromatography method for the identification and quantification of glucosinolates.

Journal: Journal of chromatography. A 20070622

Title: Specialist and generalist herbivores exert opposing selection on a chemical defense.

Journal: The New phytologist 20070101

Title: Changes in glucosinolate concentrations, myrosinase activity, and production of metabolites of glucosinolates in cabbage (Brassica oleracea Var. capitata) cooked for different durations.

Journal: Journal of agricultural and food chemistry 20061004

Title: Geographic patterns of herbivory and resource allocation to defense, growth, and reproduction in an invasive biennial, Alliaria petiolata.

Journal: Oecologia 20060601

Title: Two closely located areas in the suboesophageal ganglion and the tritocerebrum receive projections of gustatory receptor neurons located on the antennae and the proboscis in the moth Heliothis virescens.

Journal: The Journal of comparative neurology 20060501

Title: Sensitivity to allyl isothiocyanate, dimethyl trisulfide, sinigrin, and cooked cauliflower consumption.

Journal: Appetite 20060501

Title: Comparison of analytical and semi-preparative columns for high-performance liquid chromatography-solid-phase extraction-nuclear magnetic resonance.

Journal: Journal of chromatography. A 20060421

Title: Induction of quinone reductase by allylisothiocyanate (AITC) and the N-acetylcysteine conjugate of AITC in Hepa1c1c7 mouse hepatoma cells.

Journal: BioFactors (Oxford, England) 20060101

Title: Anti-SARS coronavirus 3C-like protease effects of Isatis indigotica root and plant-derived phenolic compounds.

Journal: Antiviral research 20051001

Title: Effects of Brussels sprout juice on the cell cycle and adhesion of human colorectal carcinoma cells (HT29) in vitro.

Journal: Journal of agricultural and food chemistry 20050518

Title: Glucosinolates in the subantarctic crucifer Kerguelen cabbage (Pringlea antiscorbutica).

Journal: Journal of natural products 20050201

Title: Use of near-infrared spectroscopy for screening the individual and total glucosinolate contents in Indian mustard seed (Brassica juncea L. Czern. & Coss.).

Journal: Journal of agricultural and food chemistry 20040602

Title: In vitro digestion of sinigrin and glucotropaeolin by single strains of Bifidobacterium and identification of the digestive products.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20040301

Title: Hydrolysis of glucosinolates to isothiocyanates after ingestion of raw or microwaved cabbage by human volunteers.

Journal: Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20040101

Title: Colon cancer proliferating desulfosinigrin in wasabi (Wasabia japonica).

Journal: Nutrition and cancer 20040101

Title: Evaluation of urinary N-acetyl cysteinyl allyl isothiocyanate as a biomarker for intake and bioactivity of Brussels sprouts.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20031201

Title: Uptake and distribution of sinigrin in microspore derived embryos of Brassica napus L.

Journal: Journal of plant physiology 20030801

Title: Is induction response negatively correlated with constitutive resistance in black mustard?

Journal: Evolution; international journal of organic evolution 20021101

Title: Flavor-active compounds potentially implicated in cooked cauliflower acceptance.

Journal: Journal of agricultural and food chemistry 20021023

Title: Direct and simultaneous analysis of sinigrin and allyl isothiocyanate in mustard samples by high-performance liquid chromatography.

Journal: Journal of agricultural and food chemistry 20020814

Title: Metabolism of sinigrin (2-propenyl glucosinolate) by the human colonic microflora in a dynamic in vitro large-intestinal model.

Journal: Carcinogenesis 20020601

Title: Evaluation of glucoiberin reference material from Iberis amara by spectroscopic fingerprinting.

Journal: Journal of natural products 20020401

Title: Spatial organization of the glucosinolate-myrosinase system in brassica specialist aphids is similar to that of the host plant.

Journal: Proceedings. Biological sciences 20020122

Title: Effects of Brussels sprouts extracts on hydrogen peroxide-induced DNA strand breaks in human lymphocytes.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20011201

Title: Identification of new derivatives of sinigrin and glucotropaeolin produced by the human digestive microflora using 1H NMR spectroscopy analysis of in vitro incubations.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20011101

Title: In situ observation of the generation of isothiocyanates from sinigrin in horseradish and wasabi.

Journal: Biochimica et biophysica acta 20010815

Title: Direct determination of sinigrin in mustard seed without desulfatation by reversed-phase ion-pair liquid chromatography.

Journal: Journal of chromatography. A 20010406

Title: Formation of allyl isothiocyanate from sinigrin in the digestive tract of rats monoassociated with a human colonic strain of Bacteroides thetaiotaomicron.

Journal: FEMS microbiology letters 20010401

Title: 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.

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