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MedKoo Cat#: 462563 | Name: Sinapine thiocyanate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Sinapine thiocyanate is an alkaloid from seeds of the cruciferous species which shows favorable biological activities such as antioxidant and radio-protective activities.

Chemical Structure

Sinapine thiocyanate
Sinapine thiocyanate
CAS#7431-77-8

Theoretical Analysis

MedKoo Cat#: 462563

Name: Sinapine thiocyanate

CAS#: 7431-77-8

Chemical Formula: C17H24N2O5S

Exact Mass: 0.0000

Molecular Weight: 368.45

Elemental Analysis: C, 55.42; H, 6.57; N, 7.60; O, 21.71; S, 8.70

Price and Availability

Size Price Availability Quantity
10mg USD 250.00 2 Weeks
25mg USD 400.00 2 Weeks
50mg USD 600.00 2 Weeks
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Related CAS #
No Data
Synonym
Sinapine thiocyanate
IUPAC/Chemical Name
(E)-2-((3-(4-hydroxy-3,5-dimethoxyphenyl)acryloyl)oxy)-N,N,N-trimethylethan-1-aminium thiocyanate
InChi Key
YLELSNOPYHTYTB-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H23NO5.CHNS/c1-17(2,3)8-9-22-15(18)7-6-12-10-13(20-4)16(19)14(11-12)21-5;2-1-3/h6-7,10-11H,8-9H2,1-5H3;3H
SMILES Code
COC1=C(O)C(OC)=CC(C=CC(OCC[N+](C)(C)C)=O)=C1.N#C[S-]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Sinapine thiocyanate is an AChE inhibitor.
In vitro activity:
Sinapine thiocyanate may be a potential drug for pancreatic cancer (PC) treatment. Sinapine thiocyanate exhibited significant anti-tumor effects on PC cells by upregulating GADD45A. Sinapine thiocyanate significantly repressed the PC cell proliferation rate and colony formation and arrested cells in the G2/M phase. Sinapine thiocyanate inhibited PC cell mobility and increased E-cadherin expression. Reference: J Cancer. 2022 Jan 24;13(4):1229-1240. https://pubmed.ncbi.nlm.nih.gov/35281859/
In vivo activity:
Sinapine can be used as a prebiotic to enhance the nutritional function of vegetable oils to prevent obesity-related chronic diseases such as NAFLD. In high-fat diet (HF)-fed C57BL/6J mice, sinapine supplementation significantly reduced (P < 0.05) body weight increase, fat accumulation, and fatty liver formation. Also, the addition of sinapine prevented the degeneration of mouse adipocytes and lipid accumulation in the liver. Reference: RSC Adv. 2020 Jun 3;10(36):21248-21258. https://pubmed.ncbi.nlm.nih.gov/35518778/
Solvent mg/mL mM comments
Solubility
DMSO 50.0 135.70
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 368.45 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Liu A, Liao B, Yin S, Ye Z, He M, Li X, Liu Y, Xu Y. Quantitative Proteomic Analysis Reveals the Mechanisms of Sinapine Alleviate Macrophage Foaming. Molecules. 2023 Feb 21;28(5):2012. doi: 10.3390/molecules28052012. PMID: 36903257; PMCID: PMC10003987. 2. Wang J, Zeng Z, Lei S, Han J, Liao S, Zhang J, Wang L, Dong Y, Li H, Chen T. Sinapine Thiocyanate Inhibits the Proliferation and Mobility of Pancreatic Cancer Cells by Up-Regulating GADD45A. J Cancer. 2022 Jan 24;13(4):1229-1240. doi: 10.7150/jca.65212. PMID: 35281859; PMCID: PMC8899366. 3. Yang Y, Zeng Z, Li L, Lei S, Wu Y, Chen T, Zhang J. Sinapine thiocyanate exhibited anti-colorectal cancer effects by inhibiting KRT6A/S100A2 axis. Cancer Biol Ther. 2023 Dec 31;24(1):2249170. doi: 10.1080/15384047.2023.2249170. PMID: 37647260; PMCID: PMC10469431. 4. Li Y, Li J, Cao P, Liu Y. Sinapine-enriched rapeseed oils reduced fatty liver formation in high-fat diet-fed C57BL/6J mice. RSC Adv. 2020 Jun 3;10(36):21248-21258. doi: 10.1039/d0ra00215a. PMID: 35518778; PMCID: PMC9054371.
In vitro protocol:
1. Liu A, Liao B, Yin S, Ye Z, He M, Li X, Liu Y, Xu Y. Quantitative Proteomic Analysis Reveals the Mechanisms of Sinapine Alleviate Macrophage Foaming. Molecules. 2023 Feb 21;28(5):2012. doi: 10.3390/molecules28052012. PMID: 36903257; PMCID: PMC10003987. 2. Wang J, Zeng Z, Lei S, Han J, Liao S, Zhang J, Wang L, Dong Y, Li H, Chen T. Sinapine Thiocyanate Inhibits the Proliferation and Mobility of Pancreatic Cancer Cells by Up-Regulating GADD45A. J Cancer. 2022 Jan 24;13(4):1229-1240. doi: 10.7150/jca.65212. PMID: 35281859; PMCID: PMC8899366.
In vivo protocol:
1. Yang Y, Zeng Z, Li L, Lei S, Wu Y, Chen T, Zhang J. Sinapine thiocyanate exhibited anti-colorectal cancer effects by inhibiting KRT6A/S100A2 axis. Cancer Biol Ther. 2023 Dec 31;24(1):2249170. doi: 10.1080/15384047.2023.2249170. PMID: 37647260; PMCID: PMC10469431. 2. Li Y, Li J, Cao P, Liu Y. Sinapine-enriched rapeseed oils reduced fatty liver formation in high-fat diet-fed C57BL/6J mice. RSC Adv. 2020 Jun 3;10(36):21248-21258. doi: 10.1039/d0ra00215a. PMID: 35518778; PMCID: PMC9054371.
1: Guo Y, An H, Feng L, Liu Q, Wang S, Zhang T. Sinapine as an active compound for inhibiting the proliferation of Caco-2 cells via downregulation of P-glycoprotein. Food Chem Toxicol. 2014;67:187-192. doi:10.1016/j.fct.2014.02.035 2: Li X, Han L, Li Y, et al. Protective Effect of Sinapine against Hydroxyl Radical-Induced Damage to Mesenchymal Stem Cells and Possible Mechanisms. Chem Pharm Bull (Tokyo). 2016;64(4):319-325. doi:10.1248/cpb.c15-00850 3: Vermorel M, Hocquemiller R, Evrard J. Valorization of rapeseed meal. 5. Effects of sinapine and other phenolic compounds on food intake and nutrient utilization in growing rats. Reprod Nutr Dev. 1987;27(4):781-790.

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