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Hydroxy-γ-sanshool

CAS# 78886-66-5

Hydroxy-γ-sanshool

2D Structure

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Hydroxy-γ-sanshool

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Chemical Properties of Hydroxy-γ-sanshool

Cas No. 78886-66-5 SDF Download SDF
PubChem ID 14135317 Appearance Powder
Formula C18H27NO2 M.Wt 289.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2E,4E,8Z,10E,12E)-N-(2-hydroxy-2-methylpropyl)tetradeca-2,4,8,10,12-pentaenamide
SMILES CC=CC=CC=CCCC=CC=CC(=O)NCC(C)(C)O
Standard InChIKey CRPPMKFSMRODIQ-JDXPBYPHSA-N
Standard InChI InChI=1S/C18H27NO2/c1-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(2,3)21/h4-9,12-15,21H,10-11,16H2,1-3H3,(H,19,20)/b5-4+,7-6+,9-8-,13-12+,15-14+
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.

Source of Hydroxy-γ-sanshool

The fruits of Zanthoxylum bungeanum Maxim.

Biological Activity of Hydroxy-γ-sanshool

DescriptionHydroxy-γ-sanshool is a pungent compound, it can cause oral numbness.

Protocol of Hydroxy-γ-sanshool

Structure Identification
Journal of the science of food and agriculture, 2019, 99:págs. 1475-1483.

The relationship between alkylamide compound content and pungency intensity of Zanthoxylum bungeanum based on sensory evaluation and ultra‐performance liquid chromatography‐mass spectrometry/ mass spectrometry (UPLC‐MS/MS) analysis.[Reference: WebLink]


METHODS AND RESULTS:
The pungency intensity of 19 Zanthoxylum bungeanum samples was first determined with Scoville pungency units (SPUs). The SPUs were found to range from 3.80E + 04 to 5.40E + 05. The chemical compositions and contents were measured next, using the ultra‐performance liquid chromatography‐mass spectrometry/ mass spectrometry (UPLC‐MS/MS) method. The total alkylamide content ranged from 9.83 ± 0.15 to 89.98 ± 1.35 g kg−1. Hydroxy‐ϵ‐sanshool, hydroxy‐α‐sanshool, Hydroxy-beta-sanshool, Hydroxy-γ-sanshool(Hydroxy-gamma-sanshool), bungeanool, and isobungeanool were found to be the key pungent compounds, ranging in proportion from 92.65% to 97.69%. The relationship between alkymide compound content and pungency intensity was also analyzed by ridge regression, and it was found that the β values of independent variables were stable when k was more than 0.6. The regression coefficients of hydroxy‐ϵ‐sanshool, hydroxy‐α‐sanshool, hydroxy‐β‐sanshool, hydroxy‐γ‐sanshool, bungeanool, isobungeanool, and other alkylamides were 0.105, 0.177, 0.386, −0.166, −0.006, 0.005, and −0.018, respectively.
CONCLUSIONS:
Hydroxy‐ sanshool compounds were important in determinant the pungency intensity of Z. bungeanum. Knowledge of the relationship between alkymide compound content and pungency intensity will assist in the creation of new methods to determine pungency intensity and provide a scientific basis for flavor design, development of pungent food products, and consumer choice evaluations.

Planta Med. 1990 Feb;56(1):89-91.

Lignans and other constituents from South and central american zanthoxylum species.[Pubmed: 17221375 ]


METHODS AND RESULTS:
Eight lignans (+/-)-syringaresinol, (-)-pinoresinol, (+)-sesamin, (+)-eudesmin, (+)-epieudesmin, (-)-asarinin, (-)-matairesinol, (-)-kobusin, two terpenes lupeol, beta-sitosterol, one aliphatic unsaturated amide, Hydroxy-gamma-sanshool(Hydroxy-γ-sanshool), and one alkaloid, magnoflorine, were isolated from ZANTHOXYLUM species of Central and South America.
METHODS AND RESULTS:
Their structures were elucidated mainly by (1)H-, (13)C-NMR, and mass spectroscopy.

Hydroxy-γ-sanshool Dilution Calculator

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Preparing Stock Solutions of Hydroxy-γ-sanshool

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.4554 mL 17.2771 mL 34.5543 mL 69.1085 mL 86.3856 mL
5 mM 0.6911 mL 3.4554 mL 6.9109 mL 13.8217 mL 17.2771 mL
10 mM 0.3455 mL 1.7277 mL 3.4554 mL 6.9109 mL 8.6386 mL
50 mM 0.0691 mL 0.3455 mL 0.6911 mL 1.3822 mL 1.7277 mL
100 mM 0.0346 mL 0.1728 mL 0.3455 mL 0.6911 mL 0.8639 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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Description

Hydroxy-γ-sanshool is an alkylamide exists in Zanthoxylum bungeanum oil and Zanthoxylum schinifolium oil.

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