Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C16H20N2O9S2 |
| Molecular Weight | 448.468 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC[C@H]1O[C@@H](S\C(CC2=CNC3=C2C=CC=C3)=N/OS(O)(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O
InChI
InChIKey=DNDNWOWHUWNBCK-PIAXYHQTSA-N
InChI=1S/C16H20N2O9S2/c19-7-11-13(20)14(21)15(22)16(26-11)28-12(18-27-29(23,24)25)5-8-6-17-10-4-2-1-3-9(8)10/h1-4,6,11,13-17,19-22H,5,7H2,(H,23,24,25)/b18-12-/t11-,13-,14+,15-,16+/m1/s1
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Variation of glucosinolates in wild radish (Raphanus raphanistrum) accessions. | 2010-11-24 |
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| Unveiling the phytoalexin biosynthetic puzzle in salt cress: unprecedented incorporation of glucobrassicin into wasalexins A and B. | 2010-11-21 |
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| Breakdown products of neoglucobrassicin inhibit activation of Nrf2 target genes mediated by myrosinase-derived glucoraphanin hydrolysis products. | 2010-11 |
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| The seed composition of Arabidopsis mutants for the group 3 sulfate transporters indicates a role in sulfate translocation within developing seeds. | 2010-10 |
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| Radicals and radical ions derived from indole, indole-3-carbinol and diindolylmethane. | 2010-07-01 |
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| 3,3'-Diindolylmethane attenuates experimental arthritis and osteoclastogenesis. | 2010-03-01 |
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| Sulforaphane but not ascorbigen, indole-3-carbinole and ascorbic acid activates the transcription factor Nrf2 and induces phase-2 and antioxidant enzymes in human keratinocytes in culture. | 2010-02 |
|
| Crossfit analysis: a novel method to characterize the dynamics of induced plant responses. | 2009-12-16 |
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| The biosynthetic pathway of crucifer phytoalexins and phytoanticipins: de novo incorporation of deuterated tryptophans and quasi-natural compounds. | 2009-06 |
|
| Influence of fermentation conditions on glucosinolates, ascorbigen, and ascorbic acid content in white cabbage (Brassica oleracea var. capitata cv. Taler) cultivated in different seasons. | 2009-02-10 |
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| Ascorbigen: chemistry, occurrence, and biologic properties. | 2009-01-27 |
|
| Anti-adult T-cell leukemia/lymphoma effects of indole-3-carbinol. | 2009-01-16 |
|
| Dietary intake of individual glucosinolates in participants of the EPIC-Heidelberg cohort study. | 2009 |
|
| Metabolic engineering of aliphatic glucosinolates in Chinese cabbage plants expressing Arabidopsis MAM1, CYP79F1, and CYP83A1. | 2008-06-30 |
|
| Protective effect of the cruciferous vegetable mustard leaf (Brassica campestris) against in vivo chromosomal damage and oxidative stress induced by gamma-radiation and genotoxic chemicals. | 2008-06 |
|
| The impact of the absence of aliphatic glucosinolates on insect herbivory in Arabidopsis. | 2008-04-30 |
|
| Metabolic engineering of indole glucosinolates in Chinese cabbage plants by expression of Arabidopsis CYP79B2, CYP79B3, and CYP83B1. | 2008-04-30 |
|
| Performance of generalist and specialist herbivores and their endoparasitoids differs on cultivated and wild Brassica populations. | 2008-02 |
|
| Barbarea vulgaris glucosinolate phenotypes differentially affect performance and preference of two different species of lepidopteran herbivores. | 2008-02 |
|
| ESP and ESM1 mediate indol-3-acetonitrile production from indol-3-ylmethyl glucosinolate in Arabidopsis. | 2008-02 |
|
| Remarkable incorporation of the first sulfur containing indole derivative: another piece in the biosynthetic puzzle of crucifer phytoalexins. | 2008-01-07 |
|
| Seasonal variation in glucosinolate content in Brassica oleracea crops grown in northwestern Spain. | 2008-01 |
|
| Influence of nitrogen and sulfur on biomass production and carotenoid and glucosinolate concentrations in watercress (Nasturtium officinale R. Br.). | 2007-12-26 |
|
| Flower vs. leaf feeding by Pieris brassicae: glucosinolate-rich flower tissues are preferred and sustain higher growth rate. | 2007-10 |
|
| Chemical Investigation of Some Capparis Species Growing in Egypt and their Antioxidant Activity. | 2007-09 |
|
| Impact of foliar herbivory on the development of a root-feeding insect and its parasitoid. | 2007-05 |
|
| Jasmonic acid-induced changes in Brassica oleracea affect oviposition preference of two specialist herbivores. | 2007-04 |
|
| Factors affecting the glucosinolate content of kale (Brassica oleracea acephala group). | 2007-02-07 |
|
| Interaction between atmospheric CO2 and glucosinolates in broccoli. | 2007-01 |
|
| The natural chemopreventive compound indole-3-carbinol: state of the science. | 2006-04-26 |
|
| Prior exposure to indole-3-carbinol decreases the incidence of specific cyclophosphamide-induced developmental defects in mice. | 2005-06 |
|
| Effects of Brussels sprout juice on the cell cycle and adhesion of human colorectal carcinoma cells (HT29) in vitro. | 2005-05-18 |
|
| Quantification of glucosinolates in leaves of leaf rape (Brassica napus ssp. pabularia) by near-infrared spectroscopy. | 2005-01 |
|
| Glucosinolate derivatives in stored fermented cabbage. | 2004-12-29 |
|
| Chemical changes induced by methyl jasmonate in oilseed rape grown in the laboratory and in the field. | 2004-12-15 |
|
| Desulfoglucosinolate sulfotransferases from Arabidopsis thaliana catalyze the final step in the biosynthesis of the glucosinolate core structure. | 2004-12-03 |
|
| Correlation of glucosinolate content to myrosinase activity in horseradish (Armoracia rusticana). | 2004-11-17 |
|
| Indole-3-carbinol and 3,3'-diindolylmethane induce apoptosis in human prostate cancer cells. | 2003-06 |
|
| Health-promoting compounds in broccoli as influenced by refrigerated transport and retail sale period. | 2003-05-07 |
|
| Is induction response negatively correlated with constitutive resistance in black mustard? | 2002-11 |
|
| Occurrence and formation of indole-3-acetamide in Arabidopsis thaliana. | 2002-11 |
|
| Isolation and structure elucidation of a new thermal breakdown product of glucobrassicin, the parent indole glucosinolate. | 2002-08-28 |
|
| Plant allelochemicals differentially regulate Helicoverpa zea cytochrome P450 genes. | 2002-08 |
|
| Glucosinolates of seven medicinal plants from Thailand. | 2002-06 |
|
| A role for nitrilase 3 in the regulation of root morphology in sulphur-starving Arabidopsis thaliana. | 2002-04 |
|
| Chemical defenses of crucifers: elicitation and metabolism of phytoalexins and indole-3-acetonitrile in brown mustard and turnip. | 2002-03 |
|
| Sequestration of host plant glucosinolates in the defensive hemolymph of the sawfly Athalia rosae. | 2001-12 |
|
| 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. | 2001-10 |
|
| Assembling the biosynthetic puzzle of crucifer metabolites: indole-3-acetaldoxime is incorporated efficiently into phytoalexins but glucobrassicin is not. | 2001-09-07 |
|
| The myrosinase-glucosinolate system in the interaction between Leptosphaeria maculans and Brassica napus. | 2001-09-01 |
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| Code System | Code | Type | Description | ||
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64962
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4356-52-9
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EA6EH0IU89
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Glucobrassicin
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6602378
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29028
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DTXSID60963046
Created by
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PRIMARY |
SUBSTANCE RECORD
