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    Octadecyl caffeate
    Octadecyl caffeate
    Information
    CAS No. 69573-60-0 Price
    Catalog No.CFN96314Purity>=98%
    Molecular Weight432.7Type of CompoundPhenylpropanoids
    FormulaC27H44O4Physical DescriptionPowder
    Download     COA    MSDSSimilar structuralComparison
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    Octadecyl caffeate Description
    Source: The root of Coptis chinensis Franch.
    Biological Activity or Inhibitors: 1. Octadecyl caffeate and coptisonine can stimulate glucose uptake at 25 and 50 ug/mL.
    2. Octadecyl caffeate and octadecyl coumarate applied to the surface of susceptible varieties in laboratory bioassays reduced feeding and oviposition, as observed on roots of resistant varieties, and therefore are implicated in weevil resistance.
    3. z-Octadecyl caffeate may have pain-relieving activity.
    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.
    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 2.3111 mL 11.5554 mL 23.1107 mL 46.2214 mL 57.7768 mL
    5 mM 0.4622 mL 2.3111 mL 4.6221 mL 9.2443 mL 11.5554 mL
    10 mM 0.2311 mL 1.1555 mL 2.3111 mL 4.6221 mL 5.7777 mL
    50 mM 0.0462 mL 0.2311 mL 0.4622 mL 0.9244 mL 1.1555 mL
    100 mM 0.0231 mL 0.1156 mL 0.2311 mL 0.4622 mL 0.5778 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.
    Octadecyl caffeate References Information
    Citation [1]

    Fitoterapia. 2014 Mar;93:239-44.

    Alkaloids from Coptis chinensis root promote glucose uptake in C2C12 myotubes.[Pubmed: 24444890 ]
    The root of Coptis chinensis Franch. (COCH) is regularly used for medicinal purposes, and has been prescribed alone or in combination with other traditional herbs for the treatment of diabetes. To investigate the effects of COCH on glucose utilization by skeletal muscles, we prepared an ethanol extract of COCH root (COCH-Et) partitioned with dichloromethane, n-butanol, and water and tested its effects on glucose uptake in differentiated C2C12 myotubes. We found that dichloromethane and n-butanol sub-fractions of COCH-Et promoted glucose uptake in differentiated C2C12 cells at 50 μg/mL. Further fractionation of these preparations by using column chromatography, analysis of their effects on glucose uptake and characterization using nuclear magnetic resonance, mass spectrometry, and thin layer chromatography helped identify two new alkaloids, 8,13-dioxocoptisine hydroxide (1) and coptisonine (2), together with eleven known compounds. These were isolated from the dichloromethane layer of COCH-Et. In particular, exposure of C2C12 cells to berberine (6) at 12.5 and 6.25 μg/mL for 24h resulted in significant promotion of glucose uptake. Coptisonine (2) and Octadecyl caffeate (9) also stimulated glucose uptake at 25 and 50 μg/mL. These findings indicate that active constituents of COCH root may help alleviate hyperglycemia in diabetes by promoting glucose uptake by skeletal muscles.
    Citation [2]

    J Agric Food Chem. 2013 Aug 28;61(34):8141-7.

    Resistance to the weevils Cylas puncticollis and Cylas brunneus conferred by sweetpotato root surface compounds.[Pubmed: 23906084]
    Seven resistant varieties of sweetpotato were compared with three susceptible varieties in field trials and laboratory bioassays and showed that resistance was an active process rather than an escape mechanism, as field resistant varieties also had reduced root damage and oviposition compared with susceptible varieties in the laboratory. Liquid chromatography-mass spectrometry (LC-MS) of root surface and epidermal extracts showed significant variation in the concentration of hexadecyl, heptadecyl, octadecyl, and quinic acid esters of caffeic and coumaric acid, with higher concentrations correlated with resistance. All compounds were synthesized to enable their positive identification. Octadecyl coumarate and Octadecyl caffeate applied to the surface of susceptible varieties in laboratory bioassays reduced feeding and oviposition, as observed on roots of resistant varieties, and therefore are implicated in weevil resistance. Segregating populations from breeding programs can use these compounds to identify trait loci for resistance and enable the development of resistant varieties.
    Citation [3]

    Zhongguo Zhong Yao Za Zhi. 2006 Apr;31(7):555-7.

    Study of chemical constituents in stem rind of Daphne giraldii[Pubmed: 16780156]
    To study the constituents with the pain-relieving activity from the stem rind of Daphne giraldii. The partition of the ethanol extract and chromatographic separation of the fractions were carried out by the monitoring of anelgesic pharmacological activity. The structures of the isolated compounds were determined by MS and NMR.Four compounds were isolated from the pain-relieving fraction. Three of them were identified as diterpenes, gniditrin (1), gnidicin (2) and daphnetoxin (3). Compound 4 was determined as Z-Octadecyl caffeate.Compounds 1, 2 and 4 were isolated from the plant for the first time.