neoglucobrassicin
 
Notes:
None found
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CAS Number: 5187-84-8Picture of molecule3D/inchi
Nikkaji Web: J390.324I
XlogP3-AA: 0.30 (est)
Molecular Weight: 478.49834000
Formula: C17 H22 N2 O10 S2
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 1.213e+005 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for neoglucobrassicin usage levels up to:
 not for fragrance use.
 
Recommendation for neoglucobrassicin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 9576416
National Institute of Allergy and Infectious Diseases: Data
 [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1Z)-2-(1-methoxyindol-3-yl)-N-sulfooxyethanimidothioate
Chemidplus: 0005187848
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References:
 [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1Z)-2-(1-methoxyindol-3-yl)-N-sulfooxyethanimidothioate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 9576416
Pubchem (cas): 5187-84-8
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
KEGG (GenomeNet): C08424
HMDB (The Human Metabolome Database): HMDB38384
FooDB: FDB017734
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 brassica oleracea var. italica
Search Trop  Picture
 moricandia arvensis
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Synonyms:
beta-D-glucopyranose, 1-thio-, 1-(1-methoxy-N-(sulfooxy)-1H-indole-3-ethanimidate)
1-methoxy-3-indolylmethylglucosinolate
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1Z)-2-(1-methoxyindol-3-yl)-N-sulfooxyethanimidothioate
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Articles:
PubMed: Molecular characterization of glucosinolates and carotenoid biosynthetic genes in Chinese cabbage (Brassica rapaL. ssp.pekinensis).
PubMed: Synthesis of aromatic and indole alpha-glucosinolates.
PubMed: Rapid and Efficient Desulfonation Method for the Analysis of Glucosinolates by High-Resolution Liquid Chromatography Coupled with Quadrupole Time-of-Flight Mass Spectrometry.
PubMed: UVA, UVB Light, and Methyl Jasmonate, Alone or Combined, Redirect the Biosynthesis of Glucosinolates, Phenolics, Carotenoids, and Chlorophylls in Broccoli Sprouts.
PubMed: The ability to manipulate plant glucosinolates and nutrients explains the better performance ofBemisia tabaciMiddle East-Asia Minor 1 than Mediterranean on cabbage plants.
PubMed: Preferentially enhancing anti-cancer isothiocyanates over glucosinolates in broccoli sprouts: How NaCl and salicylic acid affect their formation.
PubMed: Fermentation-Assisted Extraction of Isothiocyanates from Brassica Vegetable Using Box-Behnken Experimental Design.
PubMed: Exogenous Methyl Jasmonate and Salicylic Acid Induce Subspecies-Specific Patterns of Glucosinolate Accumulation and Gene Expression in Brassica oleracea L.
PubMed: Effects of seed priming, salinity and methyl jasmonate treatment on bioactive composition of Brassica oleracea var. capitata (white and red varieties) sprouts.
PubMed: Transcriptome and Metabolome Analyses of Glucosinolates in Two Broccoli Cultivars Following Jasmonate Treatment for the Induction of Glucosinolate Defense to Trichoplusia ni (Hübner).
PubMed: Expression Profiling of Glucosinolate Biosynthetic Genes in Brassica oleracea L. var. capitata Inbred Lines Reveals Their Association with Glucosinolate Content.
PubMed: Plants as Biofactories: Postharvest Stress-Induced Accumulation of Phenolic Compounds and Glucosinolates in Broccoli Subjected to Wounding Stress and Exogenous Phytohormones.
PubMed: Production of glucosinolates, phenolic compounds and associated gene expression profiles of hairy root cultures in turnip (Brassica rapa ssp. rapa).
PubMed: Glucosinolates Are Mainly Absorbed Intact in Germfree and Human Microbiota-Associated Mice.
PubMed: Leaf and root glucosinolate profiles of Chinese cabbage (Brassica rapa ssp. pekinensis) as a systemic response to methyl jasmonate and salicylic acid elicitation.
PubMed: Development and validation of a liquid chromatography-tandem mass spectrometry method to determine intact glucosinolates in bee pollen.
PubMed: Metabolomic assessment reveals an elevated level of glucosinolate content in CaCl₂ treated broccoli microgreens.
PubMed: Simultaneous detection of multiple DNA adducts in human lung samples by isotope-dilution UPLC-MS/MS.
PubMed: Optimization of pulsed electric field pre-treatments to enhance health-promoting glucosinolates in broccoli flowers and stalk.
PubMed: Exogenous methyl jasmonate treatment increases glucosinolate biosynthesis and quinone reductase activity in kale leaf tissue.
PubMed: Variation in broccoli cultivar phytochemical content under organic and conventional management systems: implications in breeding for nutrition.
PubMed: Enhancement of broccoli indole glucosinolates by methyl jasmonate treatment and effects on prostate carcinogenesis.
PubMed: Variation in bioactive content in broccoli (Brassica oleracea var. italica) grown under conventional and organic production systems.
PubMed: Functional identification of genes responsible for the biosynthesis of 1-methoxy-indol-3-ylmethyl-glucosinolate in Brassica rapa ssp. chinensis.
PubMed: Glucosinolates from pak choi and broccoli induce enzymes and inhibit inflammation and colon cancer differently.
PubMed: High mutagenic activity of juice from pak choi (Brassica rapa ssp. chinensis) sprouts due to its content of 1-methoxy-3-indolylmethyl glucosinolate, and its enhancement by elicitation with methyl jasmonate.
PubMed: Optimized extraction, separation and quantification of twelve intact glucosinolates in broccoli leaves.
PubMed: Identification and quantification of protein adducts formed by metabolites of 1-methoxy-3-indolylmethyl glucosinolate in vitro and in mouse models.
PubMed: Optimization of methyl jasmonate application to broccoli florets to enhance health-promoting phytochemical content.
PubMed: A secondary metabolite of Brassicales, 1-methoxy-3-indolylmethyl glucosinolate, as well as its degradation product, 1-methoxy-3-indolylmethyl alcohol, forms DNA adducts in the mouse, but in varying tissues and cells.
PubMed: Methyl jasmonate and 1-methylcyclopropene treatment effects on quinone reductase inducing activity and post-harvest quality of broccoli.
PubMed: Influence of seasonal variation and methyl jasmonate mediated induction of glucosinolate biosynthesis on quinone reductase activity in broccoli florets.
PubMed: MYB transcription factors regulate glucosinolate biosynthesis in different organs of Chinese cabbage (Brassica rapa ssp. pekinensis).
PubMed: Pre-harvest methyl jasmonate treatment enhances cauliflower chemoprotective attributes without a loss in postharvest quality.
PubMed: Virtual screening for oseltamivir-resistant a (H5N1) influenza neuraminidase from traditional Chinese medicine database: a combined molecular docking with molecular dynamics approach.
PubMed: BZR1 and BES1 participate in regulation of glucosinolate biosynthesis by brassinosteroids in Arabidopsis.
PubMed: Glucosinolate biosynthesis in hairy root cultures of broccoli (Brassica oleracea var. italica).
PubMed: Arabidopsis wat1 (walls are thin1)-mediated resistance to the bacterial vascular pathogen, Ralstonia solanacearum, is accompanied by cross-regulation of salicylic acid and tryptophan metabolism.
PubMed: Detection of DNA adducts originating from 1-methoxy-3-indolylmethyl glucosinolate using isotope-dilution UPLC-ESI-MS/MS.
PubMed: Feasibility study on the use of visible-near-infrared spectroscopy for the screening of individual and total glucosinolate contents in broccoli.
PubMed: Effects of various heating methods on glucosinolate, carotenoid and tocopherol concentrations in broccoli.
PubMed: Health benefits and possible risks of broccoli - an overview.
PubMed: Identification of glucosinolate congeners able to form DNA adducts and to induce mutations upon activation by myrosinase.
PubMed: Tri-trophic effects of inter- and intra-population variation in defence chemistry of wild cabbage (Brassica oleracea).
PubMed: Breakdown products of neoglucobrassicin inhibit activation of Nrf2 target genes mediated by myrosinase-derived glucoraphanin hydrolysis products.
PubMed: 1-Methoxy-3-indolylmethyl glucosinolate; a potent genotoxicant in bacterial and mammalian cells: Mechanisms of bioactivation.
PubMed: Glucosinolates profile of "mugnolo", a variety of Brassica oleracea L. native to southern Italy (Salento).
PubMed: Metabolic changes of Brassica rapa transformed with a bacterial isochorismate synthase gene.
PubMed: Genetic variation in defense chemistry in wild cabbages affects herbivores and their endoparasitoids.
PubMed: Metabolic engineering of indole glucosinolates in Chinese cabbage plants by expression of Arabidopsis CYP79B2, CYP79B3, and CYP83B1.
PubMed: Changes of glucosinolates in mixed fresh-cut broccoli and cauliflower florets in modified atmosphere packaging.
PubMed: Glucosinolates in Diplotaxis and Eruca leaves: diversity, taxonomic relations and applied aspects.
PubMed: Development of an insect herbivore and its pupal parasitoid reflect differences in direct plant defense.
PubMed: Correlation of glucosinolate content to myrosinase activity in horseradish (Armoracia rusticana).
PubMed: Desulfoglucosinolate sulfotransferases from Arabidopsis thaliana catalyze the final step in the biosynthesis of the glucosinolate core structure.
PubMed: Health-promoting compounds in broccoli as influenced by refrigerated transport and retail sale period.
PubMed: Flavor-active compounds potentially implicated in cooked cauliflower acceptance.
PubMed: Biochemical effects of dietary intake of different broccoli samples. II. Multivariate analysis of contributions of specific glucosinolates in modulating cytochrome P-450 and antioxidant defense enzyme activities.
PubMed: Biochemical effects of dietary intakes of different broccoli samples. I. Differential modulation of cytochrome P-450 activities in rat liver, kidney, and colon.
PubMed: The myrosinase-glucosinolate system in the interaction between Leptosphaeria maculans and Brassica napus.
PubMed: The role of spatial scale and intraspecific variation in secondary chemistry in host-plant location by Ceutorhynchus assimilis (Coleoptera: Curculionidae).
PubMed: Modulation of cytochrome P-450 and glutathione S-transferase isoform expression in vivo by intact and degraded indolyl glucosinolates.
PubMed: An indole derivative and glucosinolates from Moricandia arvensis.
PubMed: Distribution and Variation of Indole Glucosinolates in Woad (Isatis tinctoria L.).
PubMed: Indole Compounds Related to Auxins and Goitrogens of Woad (Isatis tinctoria L.).
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