U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of GLUCOBRASSICIN

SMILES

OC[C@H]1O[C@@H](S\C(CC2=CNC3=CC=CC=C23)=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

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
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 Oct
Assembling the biosynthetic puzzle of crucifer metabolites: indole-3-acetaldoxime is incorporated efficiently into phytoalexins but glucobrassicin is not.
2001 Sep 7
Is induction response negatively correlated with constitutive resistance in black mustard?
2002 Nov
Indole-3-carbinol and 3,3'-diindolylmethane induce apoptosis in human prostate cancer cells.
2003 Jun
Desulfoglucosinolate sulfotransferases from Arabidopsis thaliana catalyze the final step in the biosynthesis of the glucosinolate core structure.
2004 Dec 3
The natural chemopreventive compound indole-3-carbinol: state of the science.
2006 Mar-Apr
Influence of nitrogen and sulfur on biomass production and carotenoid and glucosinolate concentrations in watercress (Nasturtium officinale R. Br.).
2007 Dec 26
Factors affecting the glucosinolate content of kale (Brassica oleracea acephala group).
2007 Feb 7
Interaction between atmospheric CO2 and glucosinolates in broccoli.
2007 Jan
Barbarea vulgaris glucosinolate phenotypes differentially affect performance and preference of two different species of lepidopteran herbivores.
2008 Feb
ESP and ESM1 mediate indol-3-acetonitrile production from indol-3-ylmethyl glucosinolate in Arabidopsis.
2008 Feb
Remarkable incorporation of the first sulfur containing indole derivative: another piece in the biosynthetic puzzle of crucifer phytoalexins.
2008 Jan 7
Metabolic engineering of aliphatic glucosinolates in Chinese cabbage plants expressing Arabidopsis MAM1, CYP79F1, and CYP83A1.
2008 Jun 30
Anti-adult T-cell leukemia/lymphoma effects of indole-3-carbinol.
2009 Jan 16
The biosynthetic pathway of crucifer phytoalexins and phytoanticipins: de novo incorporation of deuterated tryptophans and quasi-natural compounds.
2009 Jun
Unveiling the phytoalexin biosynthetic puzzle in salt cress: unprecedented incorporation of glucobrassicin into wasalexins A and B.
2010 Nov 21
Variation of glucosinolates in wild radish (Raphanus raphanistrum) accessions.
2010 Nov 24
Name Type Language
GLUCOBRASSICIN
Common Name English
GLUCOPYRANOSE, 1-THIO-, 1-INDOLE-3-ACETOHYDROXIMATE NO-(HYDROGEN SULFATE), .BETA.-D-
Systematic Name English
.BETA.-D-GLUCOPYRANOSE, 1-THIO-, 1-(N-(SULFOOXY)-1H-INDOLE-3-ETHANIMIDATE), Z-
Systematic Name English
3-INDOLEGLUCOBRASSICIN
Common Name English
GLUCOBRASSICINE
Common Name English
3-INDOLYLMETHYL GLUCOSINOLATE
Common Name English
Code System Code Type Description
CHEBI
64962
Created by admin on Sat Dec 16 08:29:48 GMT 2023 , Edited by admin on Sat Dec 16 08:29:48 GMT 2023
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CAS
4356-52-9
Created by admin on Sat Dec 16 08:29:48 GMT 2023 , Edited by admin on Sat Dec 16 08:29:48 GMT 2023
PRIMARY
FDA UNII
EA6EH0IU89
Created by admin on Sat Dec 16 08:29:48 GMT 2023 , Edited by admin on Sat Dec 16 08:29:48 GMT 2023
PRIMARY
WIKIPEDIA
Glucobrassicin
Created by admin on Sat Dec 16 08:29:48 GMT 2023 , Edited by admin on Sat Dec 16 08:29:48 GMT 2023
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PUBCHEM
6602378
Created by admin on Sat Dec 16 08:29:48 GMT 2023 , Edited by admin on Sat Dec 16 08:29:48 GMT 2023
PRIMARY
CHEBI
29028
Created by admin on Sat Dec 16 08:29:48 GMT 2023 , Edited by admin on Sat Dec 16 08:29:48 GMT 2023
PRIMARY
EPA CompTox
DTXSID60963046
Created by admin on Sat Dec 16 08:29:48 GMT 2023 , Edited by admin on Sat Dec 16 08:29:48 GMT 2023
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