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6-Epi-8-O-acetylharpagide

CAS# 97169-44-3

6-Epi-8-O-acetylharpagide

2D Structure

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3D structure

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6-Epi-8-O-acetylharpagide

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Chemical Properties of 6-Epi-8-O-acetylharpagide

Cas No. 97169-44-3 SDF Download SDF
PubChem ID 21604822 Appearance Powder
Formula C17H26O11 M.Wt 406.39
Type of Compound Iridoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(1S,4aS,5S,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] acetate
SMILES CC(=O)OC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)C
Standard InChIKey CAFTUQNGDROXEZ-FPARNOHQSA-N
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 6-Epi-8-O-acetylharpagide

The roots of Scrophularia ningpoensis Hemsl.

Biological Activity of 6-Epi-8-O-acetylharpagide

DescriptionStandard reference

Protocol of 6-Epi-8-O-acetylharpagide

Structure Identification
Nat Prod Commun. 2013 Mar;8(3):333-4.

Andrographidine G, a new flavone glucoside from Andrographis paniculata.[Pubmed: 23678804]

A new flavone glucoside, andrographidine G (1), was isolated from Andrographis paniculata together with 13 known compounds, including flavonoids, diterpenoids, and iridoids.
METHODS AND RESULTS:
The structure of 1 was established by spectroscopic and spectrometric techniques, including HR-ESI-TOF-MS, 1D and 2D NMR, and chemical methods. The known compounds were identified as andrographidine A (2), (2R)-5-hydroxy-7,8-dimethoxyflavanone-5-O-beta-D-glucopyranoside (3), acanthoside B (4), neoandrographiside (5), andropanoside (6), andrographiside (7), andrographolide (8), 14-deoxy-11,12-didehydroandrographiside (9), 14-deoxy-11,12-didehydroandrographolide (10), procumbide (11), procumboside (12), 6-Epi-8-O-acetylharpagide (13), and curvifloruside F (14).

Phytochemistry. 2000 Aug;54(8):807-9.

Iridoids from Caryopteris x clandonensis.[Pubmed: 11014270]

In continuation of our phytochemical studies on Caryopteris x clandonensis (Lamiaceae), three further iridoids were isolated from the methanolic extract of the stems.
METHODS AND RESULTS:
Their structures were established by 1D and 2D NMR and MS analysis as a C-6 epimer of 8-O-acetylharpagide (6-Epi-8-O-acetylharpagide), a derivative of harpagide which contained the unusual feature of a 3',4' seco-glycopyranosyl moiety (clandonoside II) and a methyl cetal of 8-O-acetylharpagide aglucone hydrate named clandonensine.

6-Epi-8-O-acetylharpagide Dilution Calculator

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6-Epi-8-O-acetylharpagide Molarity Calculator

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Preparing Stock Solutions of 6-Epi-8-O-acetylharpagide

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.4607 mL 12.3035 mL 24.6069 mL 49.2138 mL 61.5173 mL
5 mM 0.4921 mL 2.4607 mL 4.9214 mL 9.8428 mL 12.3035 mL
10 mM 0.2461 mL 1.2303 mL 2.4607 mL 4.9214 mL 6.1517 mL
50 mM 0.0492 mL 0.2461 mL 0.4921 mL 0.9843 mL 1.2303 mL
100 mM 0.0246 mL 0.123 mL 0.2461 mL 0.4921 mL 0.6152 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 6-Epi-8-O-acetylharpagide

Iridoids from Caryopteris x clandonensis.[Pubmed:11014270]

Phytochemistry. 2000 Aug;54(8):807-9.

In continuation of our phytochemical studies on Caryopteris x clandonensis (Lamiaceae), three further iridoids were isolated from the methanolic extract of the stems. Their structures were established by 1D and 2D NMR and MS analysis as a C-6 epimer of 8-O-acetylharpagide (6-Epi-8-O-acetylharpagide), a derivative of harpagide which contained the unusual feature of a 3',4' seco-glycopyranosyl moiety (clandonoside II) and a methyl cetal of 8-O-acetylharpagide aglucone hydrate named clandonensine.

Andrographidine G, a new flavone glucoside from Andrographis paniculata.[Pubmed:23678804]

Nat Prod Commun. 2013 Mar;8(3):333-4.

A new flavone glucoside, andrographidine G (1), was isolated from Andrographis paniculata together with 13 known compounds, including flavonoids, diterpenoids, and iridoids. The structure of 1 was established by spectroscopic and spectrometric techniques, including HR-ESI-TOF-MS, 1D and 2D NMR, and chemical methods. The known compounds were identified as andrographidine A (2), (2R)-5-hydroxy-7,8-dimethoxyflavanone-5-O-beta-D-glucopyranoside (3), acanthoside B (4), neoandrographiside (5), andropanoside (6), andrographiside (7), andrographolide (8), 14-deoxy-11,12-didehydroandrographiside (9), 14-deoxy-11,12-didehydroandrographolide (10), procumbide (11), procumboside (12), 6-Epi-8-O-acetylharpagide (13), and curvifloruside F (14).

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