Caffeic anhydride

CAS# 854237-32-4

Caffeic anhydride

2D Structure

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Quality Control of Caffeic anhydride

3D structure

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Caffeic anhydride

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Chemical Properties of Caffeic anhydride

Cas No. 854237-32-4 SDF Download SDF
PubChem ID 57506917 Appearance Powder
Formula C18H14O7 M.Wt 342.3
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES C1=CC(=C(C=C1C=CC(=O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
Standard InChIKey QDPOOGQUCJJZAO-FCXRPNKRSA-N
Standard InChI InChI=1S/C18H14O7/c19-13-5-1-11(9-15(13)21)3-7-17(23)25-18(24)8-4-12-2-6-14(20)16(22)10-12/h1-10,19-22H/b7-3+,8-4+
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 Caffeic anhydride

The herbs of Solanum sodomeum

Biological Activity of Caffeic anhydride

Description1. Caffeic anhydride can inhibit lipoxygenase in a concentration-dependent manner, with Ki values ranging from 0.85-57.6 microM.

Caffeic anhydride Dilution Calculator

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Caffeic anhydride Molarity Calculator

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Preparing Stock Solutions of Caffeic anhydride

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9214 mL 14.6071 mL 29.2141 mL 58.4283 mL 73.0353 mL
5 mM 0.5843 mL 2.9214 mL 5.8428 mL 11.6857 mL 14.6071 mL
10 mM 0.2921 mL 1.4607 mL 2.9214 mL 5.8428 mL 7.3035 mL
50 mM 0.0584 mL 0.2921 mL 0.5843 mL 1.1686 mL 1.4607 mL
100 mM 0.0292 mL 0.1461 mL 0.2921 mL 0.5843 mL 0.7304 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 Caffeic anhydride

[Chemical constituents from barks of Nothopanax delavayi].[Pubmed:25282895]

Zhongguo Zhong Yao Za Zhi. 2014 May;39(10):1858-62.

Eleven compounds were isolated and purified from the barks extract of Nothopanax delavayi and their structures were identified as serratagenic acid-3-O-alpha-L-arabinopyranosyl-28-O-beta-D-glucopyranosyl ester (1), serratagenic acid-3-0-alpha-L-arabi-nopyranosyl-28-O-[alpha-L-rhamnopyranosyl-(1-->4)-beta-D-g lucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester (2), serratagenic acid (3), serratagenic acid-3-O-alpha-L-arabinopyranoside (4), serratagenic acid-beta-O-beta-(2', 4'-O-diacetyl) -D-xylopyranosyl-28-O-[alpha-L-rhamnopy-ranosyl-(1-->4)-beta-D-glucopyranosyl-(1- ->46)-beta-D-glucopyranosyl] ester (5), serratagenic acid-3-O-alpha-(4'-O-acetyl)-L-arabino pyrano-syl-28-0- [-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyran osyl] ester(6), serratagenic acid-3-O-alpha-(2'-O-acetyl)-L-arabinopyranosyl-28-O-[-alpha-L-rhamnopyranosyl- (1-->4) -beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosyl] ester(7), serratagenic acid-3-0-beta-D-xylopyranosyl-28-O-[-alpha-L-rhamnopyranosyl-(1-->4)-beta-D-gluco pyranosyl-(1-->6)-beta-D-glucopyranosyl] ester (8), protocatechuic acid (9), ethyl caffeate (10) and Caffeic anhydride (11) by physicochemical properties and spectroscopic data analysis. Among them, compounds 3-4 and 9-11 were firstly isolated from the genus Nothopanax, and compounds 5-8 were isolated from this plant for the first time.

[Identification of chemical component from Ixeris sonchifolia and its injection by HPLC-ESI-MS(n)].[Pubmed:24228586]

Zhongguo Zhong Yao Za Zhi. 2013 Aug;38(16):2675-81.

A rapid analytical method was developed for the identification of components in Ixeris sonchifolia and its injection by HPLC-ESI-MS(n). The characterization of various components was analyzed according to the retention time of reference standard and mass spectrometry information. A profile of I. sonchifolia and its injection constituents was described and a total of three nucleosides, sixteen phenolic acids, seven flavonoids and twelve sesquiterpene lactones were identified or tentatively characterised. Twelve compounds were accurately identified with reference standards. Eleven of them, guanosine, 1-caffeoylquinic acid, 3-caffeoylquinic acid, 4-caffeoylquinic acid, Caffeic anhydride, 3,4-dicaffeoylquinic acid, 3,5-dicaffeoylquinic acid, 3-p-coumaroylquinic acid, 3-feruloylquinic acid, 5-p-coumaroylquinic acid and 4-feruloylquinic acid were reported for the first time in I. sonchifolia and its preparations. The structures of five isomers were deduced by theirs mass information and the fragmentation pattern of known compounds. The developed method was useful for the quality control and evaluation of this herb and its preparations. The HPLC-ESI-MS(n) could be a promising tool for the rapid analysis of components from herbal medicines.

Isolation and lipoxygenase-inhibition studies of phenolic constituents from Ehretia obtusifolia.[Pubmed:17191923]

Chem Biodivers. 2005 Jan;2(1):104-11.

The phenolic compounds methyl 2-O-feruloyl-1a-O-vanillactate (1), Caffeic anhydride (2), and trans 4-hydroxycyclohexyl-2-O-p-coumaroyl beta-D-glucopyranoside (3) have been isolated from the AcOEt-soluble fraction of Ehretia obtusifolia, along with methyl rosmarinate (4) and rosmarinic acid (5), which are reported for the first time from this species. Their structures were determined by means of 1D- and 2D-NMR techniques. Compounds 1-5 inhibited lipoxygenase in a concentration-dependent manner, with Ki values ranging from 0.85-57.6 microM. Compounds 1, 2, 4, and 5 showed noncompetitive inhibition, whereas 3 was found to be an uncompetitive inhibitor of lipoxygenase.

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