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Merck
CN

SMB01317

Sigma-Aldrich

Sinapine thiocyanate

research grade

Synonym(s):

Sinapine cyanide sulfonate, Sinapine thiocyanate anhydrous

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About This Item

Empirical Formula (Hill Notation):
C17H24N2O5S
CAS Number:
7431-77-8
Molecular Weight:
368.45
UNSPSC Code:
12352205
NACRES:
NA.77

Key Documents

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biological source

synthetic

Quality Level

100

Assay

≥98%

form

powder

storage condition

(keep sealed and from light)

technique(s)

HPLC: suitable

color

light yellow

storage temp.

−20°C

SMILES string

SC#N.[N+](CCOC(=O)C=Cc1c(cc(c(c1)OC)[O-])OC)(C)(C)C

InChI

1S/C16H23NO5.CHNS/c1-17(2,3)8-9-22-16(19)7-6-12-10-15(21-5)13(18)11-14(12)20-4;2-1-3/h6-7,10-11H,8-9H2,1-5H3;3H

InChI key

NPOZDPAVPFLLCN-UHFFFAOYSA-N

General description

Sinapine thiocyanate is a salt of sinapine, the choline ester of sinapic acid. Sinapine is known to be present in some foods such as cauliflower, and it has been studied as a dietary precursor of TMAO (trimethylamine N-oxide) in rapeseed-derived feed for pigs.

Application

Metabolomics research, microbiome research

Other Notes

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT9269
MKCP3676

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Louis M M Mouterde et al.
Journal of agricultural and food chemistry, 68(26), 6998-7004 (2020-06-03)
Naturally occurring sinapine was successfully synthesized through a proline-mediated Knoevenagel-Doebner condensation in ethanol. This synthetic process involving biobased syringaldehyde, Meldrum's acid, and choline chloride offers a sustainable alternative to the existing low-yield pathways. This two-step strategy gives access to sinapine
Doria Boulghobra et al.
Redox biology, 34, 101554-101554 (2020-05-29)
When confronted to stress or pathological conditions, the mitochondria overproduce reactive species that participate in the cellular dysfunction. These organelles are however difficult to target with antioxidants. A feature of mitochondria that can be used for this is the negatively
Monika Anna Olszewska et al.
Food & function, 11(8), 7231-7244 (2020-08-08)
Broccoli sprouts represent a health-promoting food, rich in antioxidant and anti-inflammatory phytochemicals, among which sulfur compounds are most extensively investigated. In this study, the phenolics of broccoli sprouts (Brassica oleracea var. italica'Cezar') were examined for variability during germination and influence

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