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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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Andrew Morgan et al.
Chemico-biological interactions, 310, 108739-108739 (2019-07-10)
Phenol red (PR) is the standard pH indicator in various cell and tissue culture media, as it provides a quick check for the health of the culture. PR has also been used in multiple protocols to detect cellular hydrogen peroxide
Monika Okulicz
Plant foods for human nutrition (Dordrecht, Netherlands), 65(3), 217-224 (2010-09-03)
Sinigrin (SIN) and allyl isothiocyanate (AITC) are compounds found in high concentrations in Brassica family vegetables, especially in Brussels sprouts. Recently, they have been used as a nutrition supplement for their preventive and medicinal effect on some types of cancer
Richard Lankau
Ecology, 89(5), 1181-1187 (2008-06-12)
The importance of non-resource-based mechanisms of competition between plant species has been increasingly recognized, but little is known about how genetic variation and evolutionary changes in the underlying competitive traits might affect species coexistence. I found that genetic variation in
Jóska Gerendás et al.
Journal of agricultural and food chemistry, 57(9), 3837-3844 (2009-03-25)
Food derived from Brassica species is rich in glucosinolates. Hydrolysis of these compounds by myrosinase yields isothiocyanates and other breakdown products, which due to their pungency represent the primary purpose of Indian mustard cultivation. Strong interactive effects of S (0.0
S Herzallah et al.
Journal of food protection, 74(12), 2162-2168 (2011-12-22)
The glucosinolate sinigrin (SNG) is converted by endogenous plant myrosinase or by bacterial myrosinase-like activity to form the potent antimicrobial allyl isothiocyanate. In order to use SNG as a natural antimicrobial precursor in food, it became important to better understand

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