Daphylloside

CAS# 14260-99-2

Daphylloside

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Daphylloside: 5mg $242 In Stock
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Quality Control of Daphylloside

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Chemical structure

Daphylloside

3D structure

Chemical Properties of Daphylloside

Cas No. 14260-99-2 SDF Download SDF
PubChem ID 21602024 Appearance Powder
Formula C19H26O12 M.Wt 446.4
Type of Compound Iridoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name methyl (1S,4aS,5S,7aS)-7-(acetyloxymethyl)-5-hydroxy-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 CC(=O)OCC1=CC(C2C1C(OC=C2C(=O)OC)OC3C(C(C(C(O3)CO)O)O)O)O
Standard InChIKey YSOBQIMODQOGKQ-HOZAMIDDSA-N
Standard InChI InChI=1S/C19H26O12/c1-7(21)28-5-8-3-10(22)13-9(17(26)27-2)6-29-18(12(8)13)31-19-16(25)15(24)14(23)11(4-20)30-19/h3,6,10-16,18-20,22-25H,4-5H2,1-2H3/t10-,11+,12+,13-,14+,15-,16+,18-,19-/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 Daphylloside

The leaves of Daphniphyllum macropodum

Biological Activity of Daphylloside

DescriptionDaphylloside, and asperuloside can be suggested as endoplasmic reticulum stress regulators.
In vitro

Iridoid glycosides from Morinda tomentosa and their endoplasmic reticulum stress modulation activity[Reference: WebLink]

Vietnam Journal of Chemistry, 2015, 53(2e).

Three iridoids 1 - 3, asperulosidic acid, Daphylloside, and asperuloside, were isolated from the methanol extract of the leaves of Morinda tomentosa.
METHODS AND RESULTS:
Their chemical structures were elucidated by 1D- and 2D-NMR spectra and in comparison with those reported in the literature. The effects of these compounds on the endoplasmic reticulum stress in XBP1-eGFP-transfected the 293 T cells were measured. Compound 3 significantly reduced the ER-stress both in DMSO-treated and thapsigargin-treated cells. Unlike this compound, compound 3 selectively reduced thapsigargin-induced ER-stress without any effect on the level of XBP1 splicing in DMSO-treated cells.
CONCLUSIONS:
These results suggested that compounds 2 and 3 can be suggested as new ER stress regulators.

Protocol of Daphylloside

Structure Identification
Nat Prod Commun. 2013 Nov;8(11):1507-8.

Three new iridoid glucoside salts from Hedyotis tenelliflora Growing in Vietnam.[Pubmed: 24427927]

Three new sodium salts of iridoid acids, deacetylasperulosidic acid sodium salt (1), teneoside D (2), and teneoside E (3) were isolated from the leaves of Hedyotis tenelliflora Blume (Rubiaceae), together with seven known iridoids, 6alpha-hydroxygeniposide (4), 6beta-hydroxygeniposide (5), 6-O-methyldeacetylasperulosidic acid methyl ester (6), 6-O-methylscandoside methyl ester (7), 6alpha-methoxygeniposidic acid (8), Daphylloside (9), and mollugoside methyl ester (10). Their chemical structures were elucidated by 1D and 2D NMR spectroscopy, as well as HR-ESI-MS analysis.

Daphylloside Dilution Calculator

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Daphylloside Molarity Calculator

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Preparing Stock Solutions of Daphylloside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.2401 mL 11.2007 mL 22.4014 mL 44.8029 mL 56.0036 mL
5 mM 0.448 mL 2.2401 mL 4.4803 mL 8.9606 mL 11.2007 mL
10 mM 0.224 mL 1.1201 mL 2.2401 mL 4.4803 mL 5.6004 mL
50 mM 0.0448 mL 0.224 mL 0.448 mL 0.8961 mL 1.1201 mL
100 mM 0.0224 mL 0.112 mL 0.224 mL 0.448 mL 0.56 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 Daphylloside

Three new iridoid glucoside salts from Hedyotis tenelliflora Growing in Vietnam.[Pubmed:24427927]

Nat Prod Commun. 2013 Nov;8(11):1507-8.

Three new sodium salts of iridoid acids, deacetylasperulosidic acid sodium salt (1), teneoside D (2), and teneoside E (3) were isolated from the leaves of Hedyotis tenelliflora Blume (Rubiaceae), together with seven known iridoids, 6alpha-hydroxygeniposide (4), 6beta-hydroxygeniposide (5), 6-O-methyldeacetylasperulosidic acid methyl ester (6), 6-O-methylscandoside methyl ester (7), 6alpha-methoxygeniposidic acid (8), Daphylloside (9), and mollugoside methyl ester (10). Their chemical structures were elucidated by 1D and 2D NMR spectroscopy, as well as HR-ESI-MS analysis.

[Study on chemical constituents of iridoids from eucommiae folium].[Pubmed:25095345]

Zhong Yao Cai. 2014 Feb;37(2):252-4.

OBJECTIVE: To investigate the chemical constituents of iridoids from Eucommiae Folium. METHODS: The compounds were isolated and purified by various column chromatography, the structures were identified on the basis of physiochemical properties and spectral analysis. RESULTS: Nine iridoids were isolated and identified as asperuloside (1), Daphylloside (2), scandoside methyl ester (3), loganin (4), 8-epi-loganin (5), 7-epi-loganin (6), deacetyl asperulosidic acid methyl ester (7), geniposide (8) and geniposidic acid (9). CONCLUSION: Compounds 2 - 7 are isolated from this plant for the first time, compounds 4 - 6 are isolated from this genus for the first time.

An iridoid glucoside dimer and a non-glycosidic iridoid from the leaves of Lasianthus wallichii.[Pubmed:12372873]

Chem Pharm Bull (Tokyo). 2002 Oct;50(10):1395-7.

A new iridoid glucoside dimer (1) and a non-glycosidic iridoid (2) was isolated together with the known compounds, asperuloside (3), paederoside (4), Daphylloside (5), citroside A (6) and benzyl 6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranoside (7), from the leaves of Lasianthus wallichii. The structures of the new compounds were elucidated by spectroscopic and chemical evidence.

Description

Daphylloside is an iridoid isolated from the aerial parts of Galium verum.

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