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3-O-Caffeoylshikimic acid
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name 3-O-Caffeoylshikimic acid
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CAS No.: 180981-12-8
Catalog No.: CFN92951
Molecular Formula: C16H16O8
Molecular Weight: 336.29 g/mol
Purity: >=98%
Type of Compound: Phenylpropanoids
Physical Desc.: Powder
Source: The fruits of Illicium verum.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS
Similar structural: Comparison (Web)  (SDF)
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Size /Price /Stock 10 mM * 1 mL in DMSO / Inquiry
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Related Screening Libraries
Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries
Biological Activity
Description: 3-O-Caffeoylshikimic acid shows anti-oxidative activity, it also 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.
In vitro:
Fitoterapia. 2012 Jan;83(1):104-9.
Bioactive phenolics from the fruits of Livistona chinensis.[Pubmed: 22019335]
This study investigated the antioxidant and cytotoxic activity of the phenolics isolated from the fruits of Livistona chinensis.
METHODS AND RESULTS:
Four new compounds, 1-{ω-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 μM against HepG2 human liver cancer, HL-60 human myeloid leukemia, K562 human myeloid leukemia, and CNE-1 human nasopharyngeal carcinoma cell lines.
CONCLUSIONS:
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.
3-O-Caffeoylshikimic acid Description
Source: The fruits of Illicium verum.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

Mol Cell. 2017 Nov 16;68(4):673-685.e6.
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IF=13.903(2019)

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Calculate Dilution Ratios(Only for Reference)
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 need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Structure Identification:
Food Res Int. 2018 Jun;108:226-236.
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]
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.
METHODS AND RESULTS:
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.
CONCLUSIONS:
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.
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