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3-O-Caffeoylshikimic acid

CAS# 180981-12-8

3-O-Caffeoylshikimic acid

Catalog No. BCN7930----Order now to get a substantial discount!

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3-O-Caffeoylshikimic acid: 5mg Please Inquire In Stock
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3-O-Caffeoylshikimic acid: 500mg Please Inquire Please Inquire
3-O-Caffeoylshikimic acid: 1000mg Please Inquire Please Inquire

Quality Control of 3-O-Caffeoylshikimic acid

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Chemical structure

3-O-Caffeoylshikimic acid

3D structure

Chemical Properties of 3-O-Caffeoylshikimic acid

Cas No. 180981-12-8 SDF Download SDF
PubChem ID 10131826 Appearance Powder
Formula C16H16O8 M.Wt 336.29
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3R,4S,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-4,5-dihydroxycyclohexene-1-carboxylic acid
SMILES C1C(C(C(C=C1C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
Standard InChIKey MRDAXWGGWWDUKL-VKJPNVGWSA-N
Standard InChI InChI=1S/C16H16O8/c17-10-3-1-8(5-11(10)18)2-4-14(20)24-13-7-9(16(22)23)6-12(19)15(13)21/h1-5,7,12-13,15,17-19,21H,6H2,(H,22,23)/b4-2+/t12-,13-,15+/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 3-O-Caffeoylshikimic acid

The fruits of Illicium verum

Biological Activity of 3-O-Caffeoylshikimic acid

Description1. 3-O-Caffeoylshikimic acid shows anti-oxidative activity . 2. 3-O-Caffeoylshikimic acid shows potent antiproliferative activities with IC(50) values among 5-150 μM against HepG2 human liver cancer, HL-60 human myeloid leukemia, K562 human myeloid leukemia, and CNE-1 human nasopharyngeal carcinoma cell lines.

3-O-Caffeoylshikimic acid Dilution Calculator

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3-O-Caffeoylshikimic acid Molarity Calculator

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Preparing Stock Solutions of 3-O-Caffeoylshikimic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9736 mL 14.8681 mL 29.7362 mL 59.4725 mL 74.3406 mL
5 mM 0.5947 mL 2.9736 mL 5.9472 mL 11.8945 mL 14.8681 mL
10 mM 0.2974 mL 1.4868 mL 2.9736 mL 5.9472 mL 7.4341 mL
50 mM 0.0595 mL 0.2974 mL 0.5947 mL 1.1894 mL 1.4868 mL
100 mM 0.0297 mL 0.1487 mL 0.2974 mL 0.5947 mL 0.7434 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 3-O-Caffeoylshikimic acid

Rapid discrimination of raw and sulfur-fumigated Smilax glabra based on chemical profiles by UHPLC-QTOF-MS/MS coupled with multivariate statistical analysis.[Pubmed:29735052]

Food Res Int. 2018 Jun;108:226-236.

Smilax glabra (SG) is commonly used as a traditional edible herb in eastern Asia. Recently, sulfur-fumigation has been frequently used in order to obtain better color and a longer storage lifetime. However, the chemical alterations caused by this process remain unknown. The aim of this research was to explore potential chemical differences between non-fumigated and sulfur-fumigated SG samples. A novel approach was developed by using ultra-high-performance liquid chromatography-quadrupole/time-of-flight mass spectrometry (UHPLC-QTOF-MS/MS) with principal component analysis (PCA) and orthogonal partial squared discriminant analysis (OPLS-DA). Fifty-eight compounds were unambiguously characterized or tentatively identified in the chemical profiles for the first time. Six newly generated sulfur-containing compounds, namely glucosyringic acid sulfate, 5-O-caffeoylshikimic acid sulfite, 3-O-Caffeoylshikimic acid sulfite, 5-O-caffeoylshikimic acid sulfate, 3-O-Caffeoylshikimic acid sulfate and astilbin sulfate, were screened out to be the most characteristic markers for distinguishing non-fumigated and sulfur-fumigated SG. This newly proposed approach can not only be applied for exploring chemical markers but can also be used to investigate the chemical transformation mechanism associated with sulfur for other edible herbs.

Bioactive phenolics from the fruits of Livistona chinensis.[Pubmed:22019335]

Fitoterapia. 2012 Jan;83(1):104-9.

This study investigated the antioxidant and cytotoxic activity of the phenolics isolated from the fruits of Livistona chinensis. Four new compounds, 1-{omega-isoferul[6- (4-hydroxybutyl)pentadecanoic acid]}-glycerol (1), E-[6'-(5''-hydroxypentyl)tricosyl]-4-hydroxy-3-methoxycinnamate (2), 2-(3'-hydroxy-5'-methoxyphenyl)-3-hydroxylmethyl-7-methoxy-2,3-dihydrobenzofuran- 5- carboxylic acid (3), 7-hydroxy-5,4'-dimethoxy-2-arylbenzofuran (4), together with eleven known phenolics (5-15), were isolated and identified. Among these compounds, 1-4, 5-O-caffeoylshikimic acid (5), caffeic acid (7), and 3-O-Caffeoylshikimic acid (8) showed potent antioxidant activity. 1-5, and 8 showed potent antiproliferative activities with IC(50) values among 5-150 muM against HepG2 human liver cancer, HL-60 human myeloid leukemia, K562 human myeloid leukemia, and CNE-1 human nasopharyngeal carcinoma cell lines. On the basis of these findings, it could be proposed that the fruits of L. chinensis may serve as attractive mines of powerful anticancer and antioxidant agents for various purposes.

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