56725-99-6

Basic information

• Product Name: Icariside I
• Synonyms: Icariin I;56725-99-6Icariside I;Lcariside I
• CAS NO: 56725-99-6
• Molecular Formula: C₂₇H₃₀O₁₁
• Molecular Weight: 530.5205
• Mol File: 56725-99-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 252-253℃
• Boiling Point: 801.329 °C at 760 mmHg
• Flash Point: 267.751 °C
• Appearance: /
• Density: 1.475±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 4.24E-27mmHg at 25°C
• Refractive Index: 1.664
• Storage Temp.: 2-8°C
• PKA: 6.04±0.40(Predicted)
• CAS DataBase Reference: Icariside I(CAS DataBase Reference)
• NIST Chemistry Reference: Icariside I(56725-99-6)
• EPA Substance Registry System: Icariside I(56725-99-6)

Safety Data

• Hazardous Substances Data: 56725-99-6(Hazardous Substances Data)

Usage

General Description

Icariside I is a natural compound primarily found in the Herba epimedii, a traditional Chinese medicinal herb. It is a bioactive flavonoid glucoside, and studies have shown that it has several therapeutic properties including anti-inflammatory, anti-osteoporotic, anti-tumor, and neuroprotective effects. It has also been seen to effectively inhibit the proliferation of various tumor cell lines. However, its bioavailability is relatively low, which has led to the exploration of various methods to enhance its absorption and efficacy. It is generally considered safe with minimal side effects, but further research is warranted to fully understand its potential medicinal uses.

InChI:InChI=1/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

Upstream product

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Downstream Products

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Relevant articles and documents

ANALOGS OF THE NATURAL PRODUCT ICARIIN

Provided herein are analogs of the natural product icariin represented by Structural Formula (I) or a pharmaceutically acceptable salt thereof. The analogs can be used to modulate (e.g., inhibit, such as by competitive inhibition) PDE5 and thereby treat a wide range of PDE5- mediated diseases, including cardiovascular, gastrointestinal, pulmonary, musculoskeletal, neurological and reproductive diseases. Also provided herein are compositions and methods including compounds of Structural Formula (I).

ICARISIDE COMPOUND, PREPARATION METHOD THEREOF, AND APPLICATION THEREOF

An icariside compound as shown in Formula I wherein the compound is a natural chemical component in the traditional Chinese herbal epimedium or a chemically modified or a totally synthetic product based on the natural component. The compound can be used f

Synthesis of icariin from kaempferol through regioselective methylation and para-Claisen - Cope rearrangement

The hemisynthesis of the naturally occurring bioactive flavonoid glycoside icariin (1) has been accomplished in eleven steps with 7% overall yield from kaempferol. The 4?-OH methylation of kaempferol, the 8-prenylation of 3-O-methoxymethyl-4?-O-methyl-5- O-prenyl-7-O-benzylkaempferol (8) via para-Claisen-Cope rearrangement catalyzed by Eu(fod)3 in the presence of NaHCO3 , and the glycosylation of icaritin (3) are the key steps.