Pimentol

CAS# 141913-95-3

Pimentol

Catalog No. BCN2714----Order now to get a substantial discount!

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Quality Control of Pimentol

Number of papers citing our products

Chemical structure

Pimentol

3D structure

Chemical Properties of Pimentol

Cas No. 141913-95-3 SDF Download SDF
PubChem ID 9917512 Appearance Powder
Formula C23H26O12 M.Wt 494.5
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(2-hydroxy-3-methoxy-5-prop-2-enylphenoxy)oxan-2-yl]methyl 3,4,5-trihydroxybenzoate
SMILES COC1=CC(=CC(=C1O)OC2C(C(C(C(O2)COC(=O)C3=CC(=C(C(=C3)O)O)O)O)O)O)CC=C
Standard InChIKey LFQREKVEOMIWQF-JTLUYSSBSA-N
Standard InChI InChI=1S/C23H26O12/c1-3-4-10-5-14(32-2)18(27)15(6-10)34-23-21(30)20(29)19(28)16(35-23)9-33-22(31)11-7-12(24)17(26)13(25)8-11/h3,5-8,16,19-21,23-30H,1,4,9H2,2H3/t16-,19-,20+,21-,23-/m1/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.

Source of Pimentol

The herbs of Pimenta dioica

Biological Activity of Pimentol

DescriptionPimentol shows antioxidative activity.
In vitro

Spice Constituents Scavenging Free Radicals and Inhibiting Pentosidine Formation in a Model System.[Reference: WebLink]

Bioscience Biotechnology and Biochemistry, 1997, 61(2):263-266.

Many antioxidants have been found in spices and herbs, and some of them are well known as strong scavengers of active oxygen radicals. We have isolated active products, which markedly inhibited the formation of malondialdehyde (MDA) from 2-deoxyribose and the hydroxylation of benzoate with the hydroxyl radical, from methanol extracts of allspice and clove.
METHODS AND RESULTS:
Pimentol from allspice, and biflorin and its isomer, abbreviated as clove3, from clove were identified as the active principles. These revealed strong activity as hydroxyl radical scavengers at a concentration of 2.0 μμ. The antioxidative activities in an in vitro model system involving the rabbit erythrocyte membrane ghost were as strong as those of α-tocopherol at 200 μm. Such advanced glycation end products (AGE) as pentosidine are biomarkers of diabetes mellitus, and active oxygens have been suggested to be involved in the formation of AGE.
CONCLUSIONS:
The above-mentioned free radical scavengers effectively inhibited the formation of pentosidine in a model system of Nα-t-butoxycarbonyl-fructoselysine and Nα-t-butoxycarbonyl-arginine.

Galloylglucosides from berries of Pimenta dioica.[Reference: WebLink]

Journal of Natural Products, 2000, 63(6):749-752.


METHODS AND RESULTS:
Three new galloylglucosides, (4S)-alpha-terpineol 8-O-beta-D-(6-O-galloyl)glucopyranoside (1); (4R)-alpha-terpineol 8-O-beta-D-(6-O-galloyl)glucopyranoside (2), and 3-(4-hydroxy-3-methoxyphenyl)propane-1,2-diol 2-O-beta-D-(6-O-galloyl)glucopyranoside (3), were isolated from the berries of Pimenta dioica together with three known compounds, gallic acid (4), Pimentol (5), and eugenol 4-O-beta-D-(6-O-galloyl)glucopyranoside (6). The structures of 1-3 were elucidated on the basis of MS and NMR spectral data and enzymatic hydrolysis.
CONCLUSIONS:
These galloylglucosides (1-3, 5, and 6) showed radical-scavenging activity nearly equivalent to that of gallic acid (4) against 1,1-diphenyl-2-picrylhydrazyl radical.

Pimentol Dilution Calculator

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Pimentol Molarity Calculator

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Preparing Stock Solutions of Pimentol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0222 mL 10.1112 mL 20.2224 mL 40.4449 mL 50.5561 mL
5 mM 0.4044 mL 2.0222 mL 4.0445 mL 8.089 mL 10.1112 mL
10 mM 0.2022 mL 1.0111 mL 2.0222 mL 4.0445 mL 5.0556 mL
50 mM 0.0404 mL 0.2022 mL 0.4044 mL 0.8089 mL 1.0111 mL
100 mM 0.0202 mL 0.1011 mL 0.2022 mL 0.4044 mL 0.5056 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 Pimentol

Polyphenols from some foodstuffs as inhibitors of ovalbumin permeation through caco-2 cell monolayers.[Pubmed:12843650]

Biosci Biotechnol Biochem. 2003 Jun;67(6):1250-7.

Some spices showed high inhibitory activity against ovalbumin permeation through Caco-2 cell monolayers. Pimentol from allspice, rosmarinic acid and luteolin-7-O-beta-glucuronide from thyme, quercetin-3-O-beta-glucuronide from coriander and rutin from tarragon were identified as the active principles. A structure-activity relationship study among the active isolates and their related compounds indicated that the presence of a catechol structure played an important role in the inhibitory activity of each compound.

Spice constituents scavenging free radicals and inhibiting pentosidine formation in a model system.[Pubmed:9058963]

Biosci Biotechnol Biochem. 1997 Feb;61(2):263-6.

Many antioxidants have been found in spices and herbs, and some of them are well known as strong scavengers of active oxygen radicals. We have isolated active products, which markedly inhibited the formation of malondialdehyde (MDA from 2-deoxyribose and the hydroxylation of benzoate with the hydroxyl radical, from methanol extracts of allspice and clove. Pimentol from allspice, and biflorin and its isomer, abbreviated as clove3, from clove were identified as the active principles. These revealed strong activity as hydroxyl radical scavengers at a concentration of 2.0 microM. The antioxidative activities in an in vitro model system involving the rabbit erythrocyte membrane ghost were as strong as those of alpha-tocopherol at 200 microM. Such advanced glycation end products (AGE) as pentosidine are biomarkers of diabetes mellitus, and active oxygens have been suggested to be involved in the formation of AGE. The above-mentioned free radical scavengers effectively inhibited the formation of pentosidine in a model system of N alpha-t-butoxycarbonyl-fructoselysine and N alpha-t-butoxycarbonyl-arginine.

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