Icariside I

CAS# 56725-99-6

Icariside I

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Product Name & Size Price Stock
Icariside I: 5mg $115 In Stock
Icariside I: 10mg Please Inquire In Stock
Icariside I: 20mg Please Inquire Please Inquire
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Quality Control of Icariside I

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Chemical structure

Icariside I

3D structure

Chemical Properties of Icariside I

Cas No. 56725-99-6 SDF Download SDF
PubChem ID 5745470 Appearance Yellow powder
Formula C27H30O11 M.Wt 530.5
Type of Compound Flavonoids Storage Desiccate at -20°C
Synonyms Icariin I
Solubility DMSO : 75 mg/mL (141.37 mM; Need ultrasonic)
Chemical Name 3,5-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES CC(=CCC1=C(C=C(C2=C1OC(=C(C2=O)O)C3=CC=C(C=C3)OC)O)OC4C(C(C(C(O4)CO)O)O)O)C
Standard InChIKey IYCPMVXIUPYNHI-WPKKLUCLSA-N
Standard InChI InChI=1S/C27H30O11/c1-12(2)4-9-15-17(36-27-24(34)22(32)20(30)18(11-28)37-27)10-16(29)19-21(31)23(33)25(38-26(15)19)13-5-7-14(35-3)8-6-13/h4-8,10,18,20,22,24,27-30,32-34H,9,11H2,1-3H3/t18-,20-,22+,24-,27-/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 I

The herbs of Epimedium brevicornu

Biological Activity of Icariside I

DescriptionIcariside I is a metabolite product of Icariin.

Protocol of Icariside I

Structure Identification
J Cell Physiol. 2013 Mar;228(3):513-21.

Functions and action mechanisms of flavonoids genistein and icariin in regulating bone remodeling.[Pubmed: 22777826]


METHODS AND RESULTS:
Icariin, a prenylated flavonol glycoside isolated from Epimedium herb, stimulates osteogenic differentiation of BMSCs and inhibits bone resorption activity of osteoclasts. Icariin, whose metabolites include Icariside I, Icariside II, icaritin, and desmethylicaritin, has no estrogenic activity. However, icariin is more potent than genistein in promoting osteogenic differentiation and maturation of osteoblasts. The existence of a prenyl group on C-8 of icariin molecular structure has been suggested to be the reason why icariin is more potent than genistein in osteogenic activity.
CONCLUSIONS:
Thus, the prenylflavonoids may represent a class of flavonoids with a higher osteogenic activity.

Icariside I Dilution Calculator

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Icariside I Molarity Calculator

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Preparing Stock Solutions of Icariside I

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.885 mL 9.4251 mL 18.8501 mL 37.7003 mL 47.1254 mL
5 mM 0.377 mL 1.885 mL 3.77 mL 7.5401 mL 9.4251 mL
10 mM 0.1885 mL 0.9425 mL 1.885 mL 3.77 mL 4.7125 mL
50 mM 0.0377 mL 0.1885 mL 0.377 mL 0.754 mL 0.9425 mL
100 mM 0.0189 mL 0.0943 mL 0.1885 mL 0.377 mL 0.4713 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 I

Functions and action mechanisms of flavonoids genistein and icariin in regulating bone remodeling.[Pubmed:22777826]

J Cell Physiol. 2013 Mar;228(3):513-21.

Increasingly natural products particularly flavonoids are being explored for their therapeutic potentials in reducing bone loss and maintaining bone health. This study has reviewed previous studies on the two better known flavonoids, genistein and icariin, their structures, functions, action mechanisms, relative potency, and potential application in regulating bone remodeling and preventing bone loss. Genistein, an isoflavone abundant in soy, has dual functions on bone cells, able to inhibit bone resorption activity of osteoclasts and stimulate osteogenic differentiation and maturation of bone marrow stromal progenitor cells (BMSCs) and osteoblasts. Genistein is an estrogen receptor (ER)-selective binding phytoestrogen, with a greater affinity to ERbeta. Genistein inhibits tyrosine kinases and inhibits DNA topoisomerases I and II, and may act as an antioxidant. Genistein enhances osteoblastic differentiation and maturation by activation of ER, p38MAPK-Runx2, and NO/cGMP pathways, and it inhibits osteoclast formation and bone resorption through inducing osteoclastogenic inhibitor osteoprotegerin (OPG) and blocking NF-kappaB signaling. Icariin, a prenylated flavonol glycoside isolated from Epimedium herb, stimulates osteogenic differentiation of BMSCs and inhibits bone resorption activity of osteoclasts. Icariin, whose metabolites include Icariside I, Icariside II, icaritin, and desmethylicaritin, has no estrogenic activity. However, icariin is more potent than genistein in promoting osteogenic differentiation and maturation of osteoblasts. The existence of a prenyl group on C-8 of icariin molecular structure has been suggested to be the reason why icariin is more potent than genistein in osteogenic activity. Thus, the prenylflavonoids may represent a class of flavonoids with a higher osteogenic activity.

Description

Icariside I is a metabolite of Icarlin, which could regulate bone remodeling and is recognized as an effective agent for the treatment of osteoporosis.

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