glucoerucin
 
Notes:
None found
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CAS Number: 21973-56-8Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 244-689-8
FDA UNII: Search
XlogP3-AA: -0.50 (est)
Molecular Weight: 421.51011000
Formula: C12 H23 N O9 S3
NMR Predictor: Predict (works with chrome, Edge 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, 4.92e+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 glucoerucin usage levels up to:
 not for fragrance use.
 
Recommendation for glucoerucin flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
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Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 656539
National Institute of Allergy and Infectious Diseases: Data
 [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 5-methylsulfanyl-N-sulfooxypentanimidothioate
Chemidplus: 0021973568
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References:
 [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 5-methylsulfanyl-N-sulfooxypentanimidothioate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 656539
Pubchem (cas): 21973-56-8
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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
KEGG (GenomeNet): C08409
HMDB (The Human Metabolome Database): HMDB38403
FooDB: FDB017755
VCF-Online: VCF Volatile Compounds in Food
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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
 eruca sativa seed
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Synonyms:
4-methylthiobutyl glucosinolate
1-thio-beta-D-glucopyranose 1-(5-(methylthio)-N-(sulphooxy)valerimidate)
[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 5-methylsulfanyl-N-sulfooxypentanimidothioate
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Articles:
PubMed: Anti-fibrotic potential of aMatthiola arabicaisothiocyanates rich fraction: impact on oxidative stress, inflammatory and fibrosis markers.
PubMed: Molecular characterization of glucosinolates and carotenoid biosynthetic genes in Chinese cabbage (Brassica rapaL. ssp.pekinensis).
PubMed: Brassinosteroids regulate glucosinolate biosynthesis in Arabidopsis thaliana.
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: Screening and identification of major phytochemical compounds in seeds, sprouts and leaves of Tuscan black kale Brassica oleracea (L.) ssp acephala (DC) var. sabellica L.
PubMed: Chemopreventive glucosinolate accumulation in various broccoli and collard tissues: Microfluidic-based targeted transcriptomics for by-product valorization.
PubMed: Glucosinolate Profiles in Cabbage Genotypes Influence the Preferential Feeding of Diamondback Moth (Plutella xylostella).
PubMed: Rapid and Cost-Effective Quantification of Glucosinolates and Total Phenolic Content in Rocket Leaves by Visible/Near-Infrared Spectroscopy.
PubMed: Stability of Bioactive Compounds in Broccoli as Affected by Cutting Styles and Storage Time.
PubMed: Development of an efficient glucosinolate extraction method.
PubMed: Combined effect of Nitrogen, Phosphorus and Potassium fertilizers on the contents of glucosinolates in rocket salad (Eruca sativaMill.).
PubMed: Glucosinolates profile, volatile constituents, antimicrobial, and cytotoxic activities of Lobularia libyca.
PubMed: Expression Profiling of Glucosinolate Biosynthetic Genes in Brassica oleracea L. var. capitata Inbred Lines Reveals Their Association with Glucosinolate Content.
PubMed: Growth temperature affects sensory quality and contents of glucosinolates, vitamin C and sugars in swede roots (Brassica napus L. ssp. rapifera Metzg.).
PubMed: Methyl Jasmonate- and Light-Induced Glucosinolate and Anthocyanin Biosynthesis in Radish Seedlings.
PubMed: Development of a liquid chromatography-electrospray ionization-tandem mass spectrometry method for the simultaneous analysis of intact glucosinolates and isothiocyanates in Brassicaceae seeds and functional foods.
PubMed: Naturally-Occurring Glucosinolates, Glucoraphanin and Glucoerucin, are Antagonists to Aryl Hydrocarbon Receptor as Their Chemopreventive Potency.
PubMed: Development and validation of a liquid chromatography-tandem mass spectrometry method to determine intact glucosinolates in bee pollen.
PubMed: Novel glucosinolate composition lacking 4-methylthio-3-butenyl glucosinolate in Japanese white radish (Raphanus sativus L.).
PubMed: Myrosinase-treated glucoerucin is a potent inducer of the Nrf2 target gene heme oxygenase 1--studies in cultured HT-29 cells and mice.
PubMed: Metabolomic assessment reveals an elevated level of glucosinolate content in CaCl₂ treated broccoli microgreens.
PubMed: Identification and quantification of glucosinolate and flavonol compounds in rocket salad (Eruca sativa, Eruca vesicaria and Diplotaxis tenuifolia) by LC-MS: highlighting the potential for improving nutritional value of rocket crops.
PubMed: Determination of goitrogenic metabolites in the serum of male wistar rat fed structurally different glucosinolates.
PubMed: Isothiocyanate metabolism, distribution, and interconversion in mice following consumption of thermally processed broccoli sprouts or purified sulforaphane.
PubMed: Variations in the most abundant types of glucosinolates found in the leaves of baby leaf rocket under typical commercial conditions.
PubMed: Optimized extraction, separation and quantification of twelve intact glucosinolates in broccoli leaves.
PubMed: Removal of off-flavours from radish (Raphanus sativus L.) anthocyanin-rich pigments using chitosan and its mechanism(s).
PubMed: The metabolism of methylsulfinylalkyl- and methylthioalkyl-glucosinolates by a selection of human gut bacteria.
PubMed: Erucin exerts anti-inflammatory properties in murine macrophages and mouse skin: possible mediation through the inhibition of NFκB signaling.
PubMed: A derivatization method for the simultaneous detection of glucosinolates and isothiocyanates in biological samples.
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: Lactic acid bacteria convert glucosinolates to nitriles efficiently yet differently from enterobacteriaceae.
PubMed: Effect of NaCl treatments on glucosinolate metabolism in broccoli sprouts.
PubMed: Small variation of glucosinolate composition in Japanese cultivars of radish (Raphanus sativus L.) requires simple quantitative analysis for breeding of glucosinolate component.
PubMed: A liquid chromatography-mass spectrometry approach to study "glucosinoloma" in broccoli sprouts.
PubMed: Metabolic profiling of glucosinolates, anthocyanins, carotenoids, and other secondary metabolites in kohlrabi (Brassica oleracea var. gongylodes).
PubMed: Rapid profiling of intact glucosinolates in Arabidopsis leaves by UHPLC-QTOFMS using a charged surface hybrid column.
PubMed: Glucosinolate profiling and antimicrobial screening of Aurinia leucadea (Brassicaceae).
PubMed: Glucosinolate distribution in aerial parts of Degenia velebitica.
PubMed: Comparison of isothiocyanate metabolite levels and histone deacetylase activity in human subjects consuming broccoli sprouts or broccoli supplement.
PubMed: Phytochemical analysis and antimicrobial activity of Cardaria draba (L.) Desv. volatiles.
PubMed: Induction of epoxide hydrolase and glucuronosyl transferase by isothiocyanates and intact glucosinolates in precision-cut rat liver slices: importance of side-chain substituent and chirality.
PubMed: Variation of glucosinolates in wild radish (Raphanus raphanistrum) accessions.
PubMed: Intact glucosinolates modulate hepatic cytochrome P450 and phase II conjugation activities and may contribute directly to the chemopreventive activity of cruciferous vegetables.
PubMed: Glucosinolates profile of "mugnolo", a variety of Brassica oleracea L. native to southern Italy (Salento).
PubMed: Up-regulation of cytochrome P450 and phase II enzyme systems in rat precision-cut rat lung slices by the intact glucosinolates, glucoraphanin and glucoerucin.
PubMed: Glucosinolate profile variation of growth stages of wild radish (Raphanus raphanistrum).
PubMed: Isothiocyanate concentration in Kohlrabi (Brassica oleracea L. Var. gongylodes) plants as influenced by sulfur and nitrogen supply.
PubMed: Evaluation of the safety and bioactivity of purified and semi-purified glucoraphanin.
PubMed: Glucosinolates in Diplotaxis and Eruca leaves: diversity, taxonomic relations and applied aspects.
PubMed: Naturally occurring glucosinolates in plant extracts of rocket salad (Eruca sativa L.) identified by liquid chromatography coupled with negative ion electrospray ionization and quadrupole ion-trap mass spectrometry.
PubMed: The metabolic fate of purified glucoraphanin in F344 rats.
PubMed: Eruca sativa seeds possess antioxidant activity and exert a protective effect on mercuric chloride induced renal toxicity.
PubMed: Determination of glucosinolates in traditional Chinese herbs by high-performance liquid chromatography and electrospray ionization mass spectrometry.
PubMed: Quantitative determination of intact glucosinolates in broccoli, broccoli sprouts, Brussels sprouts, and cauliflower by high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry.
PubMed: Direct antioxidant activity of purified glucoerucin, the dietary secondary metabolite contained in rocket (Eruca sativa Mill.) seeds and sprouts.
PubMed: Glucosinolates in the subantarctic crucifer Kerguelen cabbage (Pringlea antiscorbutica).
PubMed: Glucosinolates of seven medicinal plants from Thailand.
PubMed: Formation of glucoraphanin by chemoselective oxidation of natural glucoerucin: a chemoenzymatic route to sulforaphane.
PubMed: Comprehensive chromatographic and spectroscopic methods for the separation and identification of intact glucosinolates.
PubMed: Evidence that the putative compatible solute 5-dimethylsulfoniopentanoate is an extraction artifact.
PubMed: [Isolation of 4-methylthiobutylglucosinolate (glucoerucin) from seeds of Eruca sativa Mill].
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