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Linocinnamarin

CAS# 554-87-0

Linocinnamarin

2D Structure

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3D structure

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Linocinnamarin

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Chemical Properties of Linocinnamarin

Cas No. 554-87-0 SDF Download SDF
PubChem ID 154831778.0 Appearance Powder
Formula C16H20O8 M.Wt 340.33
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl (E)-3-[4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoate
SMILES COC(=O)C=CC1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O
Standard InChIKey KPYQJVYNSWDFQU-RZJJZEQMSA-N
Standard InChI InChI=1S/C16H20O8/c1-22-12(18)7-4-9-2-5-10(6-3-9)23-16-15(21)14(20)13(19)11(8-17)24-16/h2-7,11,13-17,19-21H,8H2,1H3/b7-4+/t11-,13-,14+,15-,16-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Linocinnamarin Dilution Calculator

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Linocinnamarin Molarity Calculator

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Preparing Stock Solutions of Linocinnamarin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9383 mL 14.6916 mL 29.3832 mL 58.7665 mL 73.4581 mL
5 mM 0.5877 mL 2.9383 mL 5.8766 mL 11.7533 mL 14.6916 mL
10 mM 0.2938 mL 1.4692 mL 2.9383 mL 5.8766 mL 7.3458 mL
50 mM 0.0588 mL 0.2938 mL 0.5877 mL 1.1753 mL 1.4692 mL
100 mM 0.0294 mL 0.1469 mL 0.2938 mL 0.5877 mL 0.7346 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Linocinnamarin

[A new bisabolane-type sesquiterpenoid from Coreopsis tinctoria].[Pubmed:26552169]

Zhongguo Zhong Yao Za Zhi. 2015 Jun;40(11):2132-7.

To study the chemical constituents of the inflorescences of Coreopsis tinctoria from Xinjiang, isolation and purification of constituents were carried out by column chromatography on macroporous resin (D101) , MCI gel, MDS gel, silica gel, Sephadex LH-20 and semi-preparative HPLC. The structures of the compounds were identified by physicchemical properties and spectral data analysis. Fourteen compounds were isolated and identified as coretinterpenoid A (1), coretinphenol (2), quercetin (3), quercetin-3-O-beta-glucopyranoside (4), luteolin (5), taxifolin (6), 7, 3', 5'-trihydroxyflavanone (7), isookanin (8), isookanin-7-O-beta-D-glucopyranoside (9), 5, 7, 3', 5'-tetrahydroxyflavanone-7-O-beta-D-glucopyranoside (10), butein (11), okanin (12), sulfuretin (13), and Linocinnamarin (14). Compound 1 was a new isabolane-type sesquiterpenoid and compounds 4, 10 and 13 were isolated from this plant for the first time.

Phenolic constituents isolated from Fragaria ananassa Duch. inhibit antigen-stimulated degranulation through direct inhibition of spleen tyrosine kinase activation.[Pubmed:20663674]

Bioorg Med Chem. 2010 Aug 15;18(16):5932-7.

We isolated eight phenolic constituents from Fragaria ananassa Duch. (strawberry) and determined their structures using 1D, 2D-NMR. Among the isolated compounds, Linocinnamarin (LN), 1-O-trans-cinnamoyl-beta-d-glucopyranose (CG), and cinnamic acid (CA) exhibited antigen (Ag)-stimulated degranulation in rat basophilic leukemia RBL-2H3 cells. In order to reveal the underlying mechanisms, we examined the effects of LN and CA on cellular responses induced by antigen stimulation. Treatment with both LN and CA markedly inhibited antigen-stimulated elevation of intracellular free Ca(2+) concentration and reactive oxygen species (ROS). Both LN and CA suppressed Ag-stimulated spleen tyrosine kinase (Syk) activation. These results indicate that inhibition of antigen-stimulated degranulation by LN and CA is mainly due to inactivation of Syk/phospholipase Cgamma (PLCgamma) pathways. Our findings suggest that LN and CA isolated from F. ananassa Duch. (strawberry) could be beneficial agents for alleviating symptoms of type I allergy.

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