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Deacetylasperulosidic acid methyl ester

CAS# 52613-28-2

Deacetylasperulosidic acid methyl ester

Catalog No. BCN1427----Order now to get a substantial discount!

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Quality Control of Deacetylasperulosidic acid methyl ester

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Chemical structure

Deacetylasperulosidic acid methyl ester

3D structure

Chemical Properties of Deacetylasperulosidic acid methyl ester

Cas No. 52613-28-2 SDF Download SDF
PubChem ID 6325021 Appearance Powder
Formula C17H24O11 M.Wt 404.4
Type of Compound Iridoids Storage Desiccate at -20°C
Synonyms 6α-Hydroxygeniposide; Methyl deactylasperulosidate
Solubility DMSO : 250 mg/mL (618.25 mM; Need ultrasonic)
Methanol : 62.5 mg/mL (154.56 mM; Need ultrasonic)
Chemical Name methyl (1S,4aS,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
SMILES COC(=O)C1=COC(C2C1C(C=C2CO)O)OC3C(C(C(C(O3)CO)O)O)O
Standard InChIKey WSGPLSDARZNMCW-FCVLBCLDSA-N
Standard InChI InChI=1S/C17H24O11/c1-25-15(24)7-5-26-16(10-6(3-18)2-8(20)11(7)10)28-17-14(23)13(22)12(21)9(4-19)27-17/h2,5,8-14,16-23H,3-4H2,1H3/t8-,9+,10+,11-,12+,13-,14+,16-,17-/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 Deacetylasperulosidic acid methyl ester

1 Hedyotis sp. 2 Morinda sp.

Biological Activity of Deacetylasperulosidic acid methyl ester

DescriptionDdeacetylasperulosidic acid methyl ester can lower the blood glucose level in normal mice.
In vivo

Four iridoidal glycosides, deacetylasperulosidic acid methyl ester (DE), scandoside methyl ester (SC), geniposide (GE) and gardenoside (GA) isolated from Gardenia jasminoides Ellis grandiflora Makino leaves, were tested hypoglycemic activity in mice. DE l[Pubmed: 8820933]

Biol Pharm Bull. 1996 Jan;19(1):160-1.


METHODS AND RESULTS:
Four iridoidal glycosides, Deacetylasperulosidic acid methyl ester (DE), scandoside methyl ester (SC), geniposide (GE) and gardenoside (GA) isolated from Gardenia jasminoides Ellis grandiflora Makino leaves, were tested hypoglycemic activity in mice. DE lowered the blood glucose level in normal mice.
CONCLUSIONS:
However, SC, GE and GA did not affect the blood glucose level in normal mice, indicating that the absolute configuration of 6 position hydroxy based (OH) should be essential for the biological activity.

Protocol of Deacetylasperulosidic acid methyl ester

Structure Identification
Phytochemistry.1989;28(5):1550–1552.

A coumarin glucoside from xeromphis obovata.[Reference: WebLink]

From root bark of Xeromphis obovata three coumarins have been isolated: scopoletin, its 7-β-d-glucopyranoside (scopolin) and the new β-d-apiosyl-(1” »6′)-β-d-glucopyranoside of scopoletin, named xeroboside. Also two iridoids, Deacetylasperulosidic acid methyl ester and gardenoside, have been isolated and identified as the corresponding acetyl derivatives.

Deacetylasperulosidic acid methyl ester Dilution Calculator

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Deacetylasperulosidic acid methyl ester Molarity Calculator

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Preparing Stock Solutions of Deacetylasperulosidic acid methyl ester

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.4728 mL 12.364 mL 24.728 mL 49.456 mL 61.82 mL
5 mM 0.4946 mL 2.4728 mL 4.9456 mL 9.8912 mL 12.364 mL
10 mM 0.2473 mL 1.2364 mL 2.4728 mL 4.9456 mL 6.182 mL
50 mM 0.0495 mL 0.2473 mL 0.4946 mL 0.9891 mL 1.2364 mL
100 mM 0.0247 mL 0.1236 mL 0.2473 mL 0.4946 mL 0.6182 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 Deacetylasperulosidic acid methyl ester

Hypoglycemic activity and structure-activity relationship of iridoidal glycosides.[Pubmed:8820933]

Biol Pharm Bull. 1996 Jan;19(1):160-1.

Four iridoidal glycosides, Deacetylasperulosidic acid methyl ester (DE), scandoside methyl ester (SC), geniposide (GE) and gardenoside (GA) isolated from Gardenia jasminoides Ellis grandiflora Makino leaves, were tested hypoglycemic activity in mice. DE lowered the blood glucose level in normal mice. However, SC, GE and GA did not affect the blood glucose level in normal mice, indicating that the absolute configuration of 6 position hydroxy based (OH) should be essential for the biological activity.

Description

Methyl deacetylasperulosidate is an iridoid isolated from Borreria and Spermacoce species.

Keywords:

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