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Deapi-platycodin D

CAS# 78763-58-3

Deapi-platycodin D

2D Structure

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3D structure

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Deapi-platycodin D

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Chemical Properties of Deapi-platycodin D

Cas No. 78763-58-3 SDF Download SDF
PubChem ID 70698266 Appearance Powder
Formula C52H84O24 M.Wt 1093.21
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(2S,3R,4S,5S)-3-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10R,11S,12aR,14bS)-5,11-dihydroxy-9,9-bis(hydroxymethyl)-2,2,6a,6b,12a-pentamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES CC1C(C(C(C(O1)OC2C(C(COC2OC(=O)C34CCC(CC3C5=CCC6C(C5(CC4O)C)(CCC7C6(CC(C(C7(CO)CO)OC8C(C(C(C(O8)CO)O)O)O)O)C)C)(C)C)O)O)O)O)OC9C(C(C(CO9)O)O)O
Standard InChIKey HCKUIVZXCXTBEH-PSRBGVDOSA-N
Standard InChI InChI=1S/C52H84O24/c1-21-39(73-42-36(65)31(60)25(57)17-69-42)35(64)38(67)43(71-21)74-40-32(61)26(58)18-70-45(40)76-46(68)52-12-11-47(2,3)13-23(52)22-7-8-28-48(4)14-24(56)41(75-44-37(66)34(63)33(62)27(16-53)72-44)51(19-54,20-55)29(48)9-10-49(28,5)50(22,6)15-30(52)59/h7,21,23-45,53-67H,8-20H2,1-6H3/t21-,23-,24-,25+,26-,27+,28+,29+,30+,31-,32-,33+,34-,35-,36+,37+,38+,39-,40+,41-,42-,43-,44-,45-,48+,49+,50+,52+/m0/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 Deapi-platycodin D

The root of Platycodon grandiflorum.

Biological Activity of Deapi-platycodin D

DescriptionDeapi-platycodin D has anti-inflammatory activity, it can regulate the production and secretion of airway mucin and, at least in part, explains the traditional use of aqueous extract of APG as expectorants in diverse inflammatory pulmonary diseases.
TargetsNOS
In vitro

Compositional analysis of major saponins and anti-inflammatory activitiy of steam-processed platycodi radix under pressure[Reference: WebLink]

Natural Product Sciences, 2008, 14(4):274-80.

Platycosides are the saponins in Platycodi Radix and they have several beneficial effects such as anti-inflammatory and anti-obesity activities. This study was designed to determine the changes in the saponin composition in Platycodi Radix (platycosides) after being processed under steam and pressure and to investigate the anti-inflammatory effects of their extracts.
METHODS AND RESULTS:
The change of the platycoside compositions was investigated after 1, 2, 3, 6 and 9h heat processing of Platycodi Radices by using HPLC coupled with an evaporative light scattering detection (ELSD) system. After heat treatment (125 °C, 1, 2, 3, 6 and 9 h), the contents of several platycosides such as platycoside E, platycodin D3, platycodin D, polygalacin D, and platycodin A decreased as the processing time was longer. While the total contents of the saponins decreased, the contents of deapi-forms of deapi-platycoside E, Deapi-platycodin D3, and Deapi-platycodin D increased relatively. These results indicate that the linkage between apiose and xylose located at C-28 is labile to heat and pressure. The LPS-induced iNOS inhibitory activities of the samples treated for 1 and 2 hours were enhanced and after then, the activities were reduced.
CONCLUSIONS:
These results suggested that heat treatment of the samples affect the content of the total saponins and the saponin content may be the important criteria representing the anti-inflammatory activity.

Protocol of Deapi-platycodin D

Structure Identification
J Sep Sci. 2014 Jan;37(1-2):61-8.

Glycosylated platycosides: identification by enzymatic hydrolysis and structural determination by LC-MS/MS.[Pubmed: 24327461]

In this study, enzymatic hydrolysis and chemometric methods were utilized to discriminate glycosylated platycosides in the extract of Platycodi Radix by LC-MS.
METHODS AND RESULTS:
Laminarinase, whose enzymatic activity was evaluated using gentiobiose and laminaritriose, was a suitable enzyme to identify the glycosylated platycosides. The laminarinase produced Deapi-platycodin D and platycodin D from the isolated deapi-platycoside E and platycoside E through the loss of two glucose units by enzymatic reaction, respectively. After hydrolyzing a crude extract by laminarinase, the reconstructed total ion chromatogram generated by a chemometric technique sorted peaks of deglycosylated platycosides easily. Structural information of the glycosylated isomers was revealed through fragment ions generated by the sodiated C0β ion corresponding to reduced disaccharides in the positive MS(4) spectra. Characteristic fragment ions of Glc-(1→6)-Glc moieties were observed through ring cleavages of (0,2)A0β, (0,3)A0β, and (0,4)A0β, whereas Glc-(1→3)-Glc moieties produced only (0,3)A0β ions. Lithium-adducted platycosides allowed more detailed structural analysis of glycosidic bond cleavage corresponding to Y1β and B1β in addition to ring cleavage.

Deapi-platycodin D Dilution Calculator

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Preparing Stock Solutions of Deapi-platycodin D

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 0.9147 mL 4.5737 mL 9.1474 mL 18.2947 mL 22.8684 mL
5 mM 0.1829 mL 0.9147 mL 1.8295 mL 3.6589 mL 4.5737 mL
10 mM 0.0915 mL 0.4574 mL 0.9147 mL 1.8295 mL 2.2868 mL
50 mM 0.0183 mL 0.0915 mL 0.1829 mL 0.3659 mL 0.4574 mL
100 mM 0.0091 mL 0.0457 mL 0.0915 mL 0.1829 mL 0.2287 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 Deapi-platycodin D

Glycosylated platycosides: identification by enzymatic hydrolysis and structural determination by LC-MS/MS.[Pubmed:24327461]

J Sep Sci. 2014 Jan;37(1-2):61-8.

In this study, enzymatic hydrolysis and chemometric methods were utilized to discriminate glycosylated platycosides in the extract of Platycodi Radix by LC-MS. Laminarinase, whose enzymatic activity was evaluated using gentiobiose and laminaritriose, was a suitable enzyme to identify the glycosylated platycosides. The laminarinase produced Deapi-platycodin D and platycodin D from the isolated deapi-platycoside E and platycoside E through the loss of two glucose units by enzymatic reaction, respectively. After hydrolyzing a crude extract by laminarinase, the reconstructed total ion chromatogram generated by a chemometric technique sorted peaks of deglycosylated platycosides easily. Structural information of the glycosylated isomers was revealed through fragment ions generated by the sodiated C0beta ion corresponding to reduced disaccharides in the positive MS(4) spectra. Characteristic fragment ions of Glc-(1-->6)-Glc moieties were observed through ring cleavages of (0,2)A0beta, (0,3)A0beta, and (0,4)A0beta, whereas Glc-(1-->3)-Glc moieties produced only (0,3)A0beta ions. Lithium-adducted platycosides allowed more detailed structural analysis of glycosidic bond cleavage corresponding to Y1beta and B1beta in addition to ring cleavage.

Description

Deapioplatycodin D is a triterpenoid saponin isolated from Platycodon grandiflorum, with anti-HCV activity.

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