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Merck

00290

Supelco

(−)-Sinigrin hydrate

analytical standard

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About This Item

Fórmula empírica (notación de Hill):
C10H16KNO9S2 · xH2O
Número de CAS:
Peso molecular:
397.46 (anhydrous basis)
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
NACRES:
NA.24

Quality Level

grade

analytical standard

assay

≥99.0% (TLC)

optical activity

[α]/D -17.0±1°, c = 1 in H2O

shelf life

limited shelf life, expiry date on the label

impurities

≤6.0% water

mp

128 (dec.) (lit.)

application(s)

food and beverages

format

neat

SMILES string

[K+].[H]O[H].OC[C@H]1O[C@@H](S\C(CC=C)=N\OS([O-])(=O)=O)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C10H17NO9S2.K.H2O/c1-2-3-6(11-20-22(16,17)18)21-10-9(15)8(14)7(13)5(4-12)19-10;;/h2,5,7-10,12-15H,1,3-4H2,(H,16,17,18);;1H2/q;+1;/p-1/b11-6+;;/t5-,7-,8+,9-,10+;;/m1../s1

InChI key

IUBVMJHASFBYGW-WBMBWNLZSA-M

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Biochem/physiol Actions

A β-D-thioglucopyranoside occurring in black mustard seeds and horseradish root. Substrate for thioglucosidase.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Richard A Lankau et al.
The American naturalist, 171(2), 150-161 (2008-01-17)
Plants interact with many different species throughout their life cycle. Recent work has shown that the ecological effects of multispecies interactions are often not predictable from studies of the component pairwise interactions. Little is known about how multispecies interactions affect
Tianxin Wang et al.
Phytochemical analysis : PCA, 22(3), 205-213 (2010-11-04)
Sinigrin, a major glucosinolate present in Indian mustard (Brassica juncea L.) seeds as the precursor of the anticancer compound allyl isothiocyanate, shows a wide range of biological activities. It's necessary to optimize the extraction methods and conditions, in order to
Kody A Belliveau et al.
Natural product research, 24(1), 24-33 (2009-12-17)
A simple procedure for extracting and purifying sinigrin from Oriental mustard (Brassica juncea) meal using cold water was developed. Subsequently, the chemical degradation of sinigrin due to enzymatic activity was monitored using (1)H NMR spectroscopy over the course of 30
Gaetan Glauser et al.
Phytochemical analysis : PCA, 23(5), 520-528 (2012-02-11)
The analysis of glucosinolates (GS) is traditionally performed by reverse-phase liquid chromatography coupled to ultraviolet detection after a time-consuming desulphation step, which is required for increased retention. Simpler and more efficient alternative methods that can shorten both sample preparation and
Richard A Lankau
Proceedings of the National Academy of Sciences of the United States of America, 109(28), 11240-11245 (2012-06-27)
Although reciprocal evolutionary responses between interacting species are a driving force behind the diversity of life, pairwise coevolution between plant competitors has received less attention than other species interactions and has been considered relatively less important in explaining ecological patterns.

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