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Hydroxy-beta-sanshool

CAS# 97465-69-5

Hydroxy-beta-sanshool

2D Structure

Catalog No. BCN8841----Order now to get a substantial discount!

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3D structure

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Hydroxy-beta-sanshool

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Chemical Properties of Hydroxy-beta-sanshool

Cas No. 97465-69-5 SDF Download SDF
PubChem ID 10220912 Appearance Powder
Formula C16H25NO2 M.Wt 263.4
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2E,6E,8E,10E)-N-(2-hydroxy-2-methylpropyl)dodeca-2,6,8,10-tetraenamide
SMILES CC=CC=CC=CCCC=CC(=O)NCC(C)(C)O
Standard InChIKey LHFKHAVGGJJQFF-UMYNZBAMSA-N
Standard InChI InChI=1S/C16H25NO2/c1-4-5-6-7-8-9-10-11-12-13-15(18)17-14-16(2,3)19/h4-9,12-13,19H,10-11,14H2,1-3H3,(H,17,18)/b5-4+,7-6+,9-8+,13-12+
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-beta-sanshool

The fruits of Zanthoxylum bungeanum Maxim.

Biological Activity of Hydroxy-beta-sanshool

DescriptionHydroxy-β-sanshool is a pungent compound, it can cause oral numbness.
In vitro

Dynamic Proteome Alteration and Functional Modulation of Human Saliva Induced by Dietary Chemosensory Stimuli.[Pubmed: 29787679 ]

J Agric Food Chem. 2018 Jun 6;66(22):5621-5634.


METHODS AND RESULTS:
Saliva flow measurements and SDS-PAGE separation of human whole saliva freshly collected after oral stimulation with citric acid (sour), aspartame (sweet), iso-α-acids (bitter), mono sodium l-glutamate (umami), NaCl (salty), 6-gingerol (pungent), hydroxy-α-sanshool (tingling), and Hydroxy-beta-sanshool (numbing), followed by tryptic digestion, nano-HPLC-MS/MS, and label-free protein quantitation demonstrated a stimulus- and time-dependent influence of the dietary chemosensates on salivation and the salivary proteome composition. Gene ontology enrichment analysis showed evidence for stimulus-induced alterations of the saliva proteome to boot an efficient molecular defense network of the oral cavity, e.g., 6-gingerol increased salivary lactoperoxidase activity, catalyzing the oxidation of thiocyanate to produce the antimicrobial and antifungal hypothiocyanate, from 0.37 ± 0.02 to 0.91 ± 0.05 mU/mL 45 s after stimulation. In comparison, oral citric acid stimulation induced an increase of myeloperoxidase activity, catalyzing the chloride oxidation to generate antimicrobial hypochloride in saliva, from 0.24 ± 0.04 to 0.70 ± 0.1 mU/mL as well as an increase of salivary levels of lysozyme, exhibiting antimicrobial activity on Gram-positive bacteria, from 6.0-10 to 100-150 μg/mL.
CONCLUSIONS:
Finally, microbial growth experiments clearly demonstrated for the first time that the increase of the salivary lysozyme abundance upon oral citric acid stimulation translates into an enhanced biological function, that is an almost complete growth inhibition of the two lysozyme-sensitive Gram-positive bacteria tested.

Protocol of Hydroxy-beta-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, 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.

Hydroxy-beta-sanshool Dilution Calculator

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Hydroxy-beta-sanshool Molarity Calculator

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Preparing Stock Solutions of Hydroxy-beta-sanshool

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.7965 mL 18.9825 mL 37.9651 mL 75.9301 mL 94.9127 mL
5 mM 0.7593 mL 3.7965 mL 7.593 mL 15.186 mL 18.9825 mL
10 mM 0.3797 mL 1.8983 mL 3.7965 mL 7.593 mL 9.4913 mL
50 mM 0.0759 mL 0.3797 mL 0.7593 mL 1.5186 mL 1.8983 mL
100 mM 0.038 mL 0.1898 mL 0.3797 mL 0.7593 mL 0.9491 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-β-sanshool is an alkylamide exists in Zanthoxylum bungeanum oil and Zanthoxylum schinifolium oil.

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