Icariside D2

CAS# 38954-02-8

Icariside D2

Catalog No. BCN7217----Order now to get a substantial discount!

Product Name & Size Price Stock
Icariside D2: 5mg $529 In Stock
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Quality Control of Icariside D2

Number of papers citing our products

Chemical structure

Icariside D2

3D structure

Chemical Properties of Icariside D2

Cas No. 38954-02-8 SDF Download SDF
PubChem ID 10614148 Appearance Powder
Formula C14H20O7 M.Wt 300.30
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2S,3R,4S,5S,6R)-2-[4-(2-hydroxyethyl)phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES C1=CC(=CC=C1CCO)OC2C(C(C(C(O2)CO)O)O)O
Standard InChIKey OJDSCNUKKOKOQJ-RKQHYHRCSA-N
Standard InChI InChI=1S/C14H20O7/c15-6-5-8-1-3-9(4-2-8)20-14-13(19)12(18)11(17)10(7-16)21-14/h1-4,10-19H,5-7H2/t10-,11-,12+,13-,14-/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 Icariside D2

The fruits of Annona glabra.

Biological Activity of Icariside D2

Description1. Icariside D2 shows significant cytotoxic activity on the HL-60 cell line with the IC50 value of 9.0 ± 1.0 uM, it induces apoptosis via alteration of expression of apoptosis-related proteins and decreased phosphorylation of AKT in HL-60 cells.
TargetsAkt

Icariside D2 Dilution Calculator

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Icariside D2 Molarity Calculator

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Preparing Stock Solutions of Icariside D2

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.33 mL 16.65 mL 33.3 mL 66.6001 mL 83.2501 mL
5 mM 0.666 mL 3.33 mL 6.66 mL 13.32 mL 16.65 mL
10 mM 0.333 mL 1.665 mL 3.33 mL 6.66 mL 8.325 mL
50 mM 0.0666 mL 0.333 mL 0.666 mL 1.332 mL 1.665 mL
100 mM 0.0333 mL 0.1665 mL 0.333 mL 0.666 mL 0.8325 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 Icariside D2

Mining of efficient microbial UDP-glycosyltransferases by motif evolution cross plant kingdom for application in biosynthesis of salidroside.[Pubmed:28352078]

Sci Rep. 2017 Mar 28;7(1):463.

The plant kingdom provides a large resource of natural products and various related enzymes are analyzed. The high catalytic activity and easy genetically modification of microbial enzymes would be beneficial for synthesis of natural products. But the identification of functional genes of target enzymes is time consuming and hampered by many contingencies. The potential to mine microbe-derived glycosyltransferases (GTs) cross the plant kingdom was assessed based on alignment and evolution of the full sequences and key motifs of target enzymes, such as Rhodiola-derived UDP-glycosyltransferase (UGT73B6) using in salidroside synthesis. The GTs from Bacillus licheniformis ZSP01 with high PSPG motif similarity were speculated to catalyze the synthesis of salidroside. The UGTBL1, which had similarity (61.4%) PSPG motif to UGT73B6, displayed efficient activity and similar regioselectivity. Highly efficient glycosylation of tyrosol (1 g/L) was obtained by using engineered E. coli harboring UGTBL1 gene, which generated 1.04 g/L salidroside and 0.99 g/L Icariside D2. All glycosides were secreted into the culture medium and beneficial for downstream purification. It was the first report on the genome mining of UGTs from microorganisms cross the plant kingdom. The mining approach may have broader applications in the selection of efficient candidate for making high-value natural products.

Identification of a new angiotensin-converting enzyme (ACE) inhibitor from Thai edible plants.[Pubmed:25038653]

Food Chem. 2014 Dec 15;165:92-7.

Eight Thai edible plants were tested for their inhibitory activity against an angiotensin-converting enzyme (ACE) using an in vitro assay. The methanol extract of Apium graveolens exhibited significant ACE inhibitory activity with an IC50 value of 1.7 mg/ml, and was then subjected to an isolation procedure that resulted in identification of a pure active constituent, junipediol A 8-O-beta-d-glucoside (1-beta-d-glucosyloxy-2-(3-methoxy-4-hydroxyphenyl)-propane-1,3-diol) (1), which had good ACE inhibitory activity with an IC50 value of 76 mug/ml. Another eight known compounds, isofraxidin-beta-d-glucoside (2), roseoside (3), apigenin-7-O-beta-d-glucoside (4), luteolin-7-O-beta-d-glucoside (5), Icariside D2 (6), apiin (7), chrysoeriol-7-O-beta-d-apiosylglucoside (8), and 11,21-dioxo-3 beta,15 alpha,24-trihydroxyurs-12-ene-24-O-beta-d-glucopyranoside (9) were also identified. Although each of these five constituents (2-6) isolated from the same fraction as 1 showed no activity at concentrations of 500 muM, together, when each was present at 300 mug/ml, they enhanced the inhibitory activity of 500 muM of 1 from 64% to 81%.

Water-soluble constituents from aerial roots of Ficus microcarpa.[Pubmed:17135048]

J Asian Nat Prod Res. 2006 Oct-Nov;8(7):625-30.

Three new water-soluble constituents [ficuscarpanoside B (1), (7E,9Z)-dihydrophaseic acid 3-O-beta-D-glucopyranoside (4) and ficuscarpanic acid (6)] and the natural product 2,2'-dihydroxyl ether (7) have been isolated, together with three known compounds [(7S,8R)-syringoylglycerol (2), (7S,8R)-syringoylglycerol-7-O-beta-D-glucopyranoside (3) and Icariside D2 (5)] from the aerial roots of Ficus microcarpa. Identification of their structures was achieved by 1D and 2D NMR experiments, including 1H-1H COSY, NOESY, HMQC and HMBC methods and FAB mass spectral data.

Production of salidroside in metabolically engineered Escherichia coli.[Pubmed:25323006]

Sci Rep. 2014 Oct 17;4:6640.

Salidroside (1) is the most important bioactive component of Rhodiola (also called as "Tibetan Ginseng"), which is a valuable medicinal herb exhibiting several adaptogenic properties. Due to the inefficiency of plant extraction and chemical synthesis, the supply of salidroside (1) is currently limited. Herein, we achieved unprecedented biosynthesis of salidroside (1) from glucose in a microorganism. First, the pyruvate decarboxylase ARO10 and endogenous alcohol dehydrogenases were recruited to convert 4-hydroxyphenylpyruvate (2), an intermediate of L-tyrosine pathway, to tyrosol (3) in Escherichia coli. Subsequently, tyrosol production was improved by overexpressing the pathway genes, and by eliminating competing pathways and feedback inhibition. Finally, by introducing Rhodiola-derived glycosyltransferase UGT73B6 into the above-mentioned recombinant strain, salidroside (1) was produced with a titer of 56.9 mg/L. Interestingly, the Rhodiola-derived glycosyltransferase, UGT73B6, also catalyzed the attachment of glucose to the phenol position of tyrosol (3) to form Icariside D2 (4), which was not reported in any previous literatures.

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