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Cryptochlorogenic acid

CAS# 905-99-7

Cryptochlorogenic acid

2D Structure

Catalog No. BCN5907----Order now to get a substantial discount!

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Quality Control of Cryptochlorogenic acid

3D structure

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Cryptochlorogenic acid

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Chemical Properties of Cryptochlorogenic acid

Cas No. 905-99-7 SDF Download SDF
PubChem ID 9798666 Appearance White-pale yellow powder
Formula C16H18O9 M.Wt 354.31
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Synonyms 4-Caffeoylquinic acid; 4-O-Caffeoylquinic acid;87099-73-8
Solubility DMSO : 50 mg/mL (141.12 mM; Need ultrasonic)
Chemical Name (3R,5R)-4-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxycyclohexane-1-carboxylic acid
SMILES C1C(C(C(CC1(C(=O)O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O
Standard InChIKey GYFFKZTYYAFCTR-AVXJPILUSA-N
Standard InChI InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14?,16?/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 Cryptochlorogenic acid

1 Coffea sp. 2 Cynara sp. 3 Ilex sp. 4 Marrubium sp. 5 Salvia sp. 6 Syzygium sp.

Biological Activity of Cryptochlorogenic acid

DescriptionCryptochlorogenic acid has antioxidant activity.

Protocol of Cryptochlorogenic acid

Structure Identification
Biomed Chromatogr. 2015 Jan;29(1):68-74.

Simultaneous determination of neochlorogenic acid, chlorogenic acid, cryptochlorogenic acid and geniposide in rat plasma by UPLC-MS/MS and its application to a pharmacokinetic study after administration of Reduning injection.[Pubmed: 24842397]

A simple, specific and sensitive ultra-performance liquid chromatography tandem mass spectrometry (UPLC-MS/MS) method was established and validated for simultaneous determination of neochlorogenic acid, chlorogenic acid, Cryptochlorogenic acid and geniposide in rat plasma using puerarin as an internal standard (IS).
METHODS AND RESULTS:
Plasma samples were pretreated by a one-step direct protein precipitation procedure with acetonitrile after acidified using as little as 50 μL plasma. Chromatographic separation was performed on an Acquity BEH C18 column (100 × 2.1 mm, 1.7 μm) at a flow rate of 0.2 mL/min by a gradient elution, using 0.2% acetic acid-methanol as mobile phase. The detection was performed on a triple quadrupole tandem mass spectrometer by multiple reaction monitoring via electrospray ionization source with negative ion mode. Calibration curves showed good linearity (r > 0.995) over wide concentration ranges. The intra- and inter-day precisions were <15%, and the accuracy was within ±8.0%.
CONCLUSIONS:
The validated method was successfully applied to a pharmacokinetic study of the four bioactive components in rats after intravenous administration of Reduning injection.

J Agric Food Chem. 2000 Nov;48(11):5512-6.

Identification, quantitative determination, and antioxidative activities of chlorogenic acid isomers in prune (Prunus domestica L. ).[Pubmed: 11087511]

Neochlorogenic acid (3-CQA) and Cryptochlorogenic acid (4-CQA), isolated from prune (Prunus domestica L.), were identified by NMR and MS analyses. In addition, the quantity of chlorogenic acid isomers in prune were measured by HPLC. These isomers, 3-CQA, 4-CQA, and chlorogenic acid (5-CQA), were contained in the ratio 78.7:18. 4:3.9, respectively. 4-CQA was identified and quantified in prune for the first time, and relatively high amounts of this isomer were characteristic. Antioxidative activities of the chlorogenic acid isomers, such as scavenging activity on superoxide anion radicals and inhibitory effect against oxidation of methyl linoleate, were also evaluated. Each isomer showed antioxidative activities which were almost the same.

Cryptochlorogenic acid Dilution Calculator

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Cryptochlorogenic acid Molarity Calculator

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Preparing Stock Solutions of Cryptochlorogenic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8224 mL 14.1119 mL 28.2239 mL 56.4477 mL 70.5597 mL
5 mM 0.5645 mL 2.8224 mL 5.6448 mL 11.2895 mL 14.1119 mL
10 mM 0.2822 mL 1.4112 mL 2.8224 mL 5.6448 mL 7.056 mL
50 mM 0.0564 mL 0.2822 mL 0.5645 mL 1.129 mL 1.4112 mL
100 mM 0.0282 mL 0.1411 mL 0.2822 mL 0.5645 mL 0.7056 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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Background on Cryptochlorogenic acid

Cryptochlorogenic acid is a natural product.

References:
[1]. Wang Jing, ea al.Simultaneous determination of chlorogenic acid,cryptochlorogenic acid,caffeic acid,naringin,hesperidin and linarin in Xiao′erjinning oral liquid by an HPLC method. China Journal of Chinese Materia Medica, 2010-13

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References on Cryptochlorogenic acid

[Simultaneous determination of chlorogenic acid, cryptochlorogenic acid, caffeic acid, naringin, hesperidin and linarin in xiao'erjinning oral liquid by an HPLC method].[Pubmed:20862961]

Zhongguo Zhong Yao Za Zhi. 2010 Jul;35(13):1702-5.

OBJECTIVE: To develop a HPLC method for the simultaneous determination of chlorogenic acid, Cryptochlorogenic acid, caffeic acid, naringin, hesperidin and linarin in xiao' erjinning oral liquid. METHOD: The chromatographic separation was achieved on a Lichrospher C18 (4.6 mm x 250 mm, 5 microm) column with a mobile phase which was composed of acetonitrile(A) and 0.4% phosphoric acid(B) for gradient elution (10:90-18:82-27:73). The flow rate was (0.8-1.1-0.8) mL x min(-1), the column temperature was 30 degrees C and the detection wavelength was set at 300 nm. RESULT: The results showed that 6 effective components were separated well and showed good linearity. The average recoveries were between 95%-105%. CONCLUSION: The method is proved to be rapid, accurate, credible and repeatable. It can be used for the quality control of Xiao'erjinning oral liquid.

Identification, quantitative determination, and antioxidative activities of chlorogenic acid isomers in prune (Prunus domestica L. ).[Pubmed:11087511]

J Agric Food Chem. 2000 Nov;48(11):5512-6.

Neochlorogenic acid (3-CQA) and Cryptochlorogenic acid (4-CQA), isolated from prune (Prunus domestica L.), were identified by NMR and MS analyses. In addition, the quantity of chlorogenic acid isomers in prune were measured by HPLC. These isomers, 3-CQA, 4-CQA, and chlorogenic acid (5-CQA), were contained in the ratio 78.7:18. 4:3.9, respectively. 4-CQA was identified and quantified in prune for the first time, and relatively high amounts of this isomer were characteristic. Antioxidative activities of the chlorogenic acid isomers, such as scavenging activity on superoxide anion radicals and inhibitory effect against oxidation of methyl linoleate, were also evaluated. Each isomer showed antioxidative activities which were almost the same.

Simultaneous determination of neochlorogenic acid, chlorogenic acid, cryptochlorogenic acid and geniposide in rat plasma by UPLC-MS/MS and its application to a pharmacokinetic study after administration of Reduning injection.[Pubmed:24842397]

Biomed Chromatogr. 2015 Jan;29(1):68-74.

A simple, specific and sensitive ultra-performance liquid chromatography tandem mass spectrometry (UPLC-MS/MS) method was established and validated for simultaneous determination of neochlorogenic acid, chlorogenic acid, Cryptochlorogenic acid and geniposide in rat plasma using puerarin as an internal standard (IS). Plasma samples were pretreated by a one-step direct protein precipitation procedure with acetonitrile after acidified using as little as 50 muL plasma. Chromatographic separation was performed on an Acquity BEH C18 column (100 x 2.1 mm, 1.7 microm) at a flow rate of 0.2 mL/min by a gradient elution, using 0.2% acetic acid-methanol as mobile phase. The detection was performed on a triple quadrupole tandem mass spectrometer by multiple reaction monitoring via electrospray ionization source with negative ion mode. Calibration curves showed good linearity (r > 0.995) over wide concentration ranges. The intra- and inter-day precisions were <15%, and the accuracy was within +/-8.0%. The validated method was successfully applied to a pharmacokinetic study of the four bioactive components in rats after intravenous administration of Reduning injection.

Description

Cryptochlorogenic acid is a natural product.

Keywords:

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