Icaritin
- CAS No.
- 118525-40-9
- Chemical Name:
- Icaritin
- Synonyms
- ICARITIN;Icaritin>Icaritin, >98%;Icaritin(Anhydroicaritin);Icariin Impurity 3(Icaritin);Icariin Impurity 2 (Icaritin);Anhydroicaritin|||Cycloicaritin;3,7-bis(2-hydroxyethyl)icaritin;3,5,7-trihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one;3,5,7-Trihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
- CBNumber:
- CB2982508
- Molecular Formula:
- C21H20O6
- Molecular Weight:
- 368.38
- MOL File:
- 118525-40-9.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/3/14 18:28:40
| Melting point | 239℃ |
|---|---|
| Boiling point | 582.0±50.0 °C(Predicted) |
| Density | 1.359 |
| Flash point | 206.7℃ |
| storage temp. | 2-8°C |
| solubility | DMSO: soluble5mg/mL, clear (warmed) |
| form | powder |
| pka | 6.44±0.40(Predicted) |
| color | light yellow to dark yellow |
| λmax | 368nm(MeOH)(lit.) |
| InChI | InChI=1S/C21H20O6/c1-11(2)4-9-14-15(22)10-16(23)17-18(24)19(25)20(27-21(14)17)12-5-7-13(26-3)8-6-12/h4-8,10,22-23,25H,9H2,1-3H3 |
| InChIKey | TUUXBSASAQJECY-UHFFFAOYSA-N |
| SMILES | C1(C2=CC=C(OC)C=C2)OC2=C(C/C=C(/C)\C)C(O)=CC(O)=C2C(=O)C=1O |
Icaritin price More Price(4)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | SML0551 | Icaritin ≥98% (HPLC) | 118525-40-9 | 5MG | ₹12394.63 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | SML0551 | Icaritin ≥98% (HPLC) | 118525-40-9 | 25MG | ₹50076.45 | 2022-06-14 | Buy |
| TCI Chemicals (India) | I0974 | Icaritin | 118525-40-9 | 10MG | ₹10800 | 2022-05-26 | Buy |
| TCI Chemicals (India) | I0974 | Icaritin | 118525-40-9 | 50MG | ₹14500 | 2022-05-26 | Buy |
Icaritin Chemical Properties,Uses,Production
Chemical Properties
Yellow crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from epimedium.
Uses
Icaritin is a hydrolytic product of Icariin, a traditional Chinese herbal medicine extracted from the Epimedium genus. Icaritin and Desmethylicaritin, is two metabolites of Icariin, dramatically inhibit the growth of most malignant cells. They also have significant antiangiogenesis properties, inhibiting or eliminating entirely the development of new malignant cells. Icaritin has been used in trials studying the treatment of Solid Tumors, Metastatic Breast Cancer, and Hepatocellular Carcinoma (HCC).
Synthesis
The novel total synthesis of icaritin, naturally occurring with important bioactive 8-prenylflavonoid, was performed via a reaction sequence of 8 steps including Baker-Venkataraman reaction, chemoselective benzyl or methoxymethyl protection, dimethyldioxirane (DMDO) oxidation, O-prenylation, Claisen rearrangement and deprotection, starting from 2,4,6-trihydroxyacetophenone and 4-hydroxybenzoic acid in overall yields of 23%. The key step was Claisen rearrangement under microwave irradiation.
Total Synthesis of Icaritin via Microwave-assistance Claisen Rearrangement
Mode of action
Icaritin is a flavonoid first isolated from the Chinese herb H. epimedii that demonstrates anticancer activity against a variety of tumor cell lines. Icaritin was shown in vitro to sustain extracellular signal–regulated kinase (ERK) activity through stimulating estrogen receptors. Prolonged ERK activation arrested the cell cycle in the G2 stage and subsequently triggered apoptosis. It has been shown to inhibit fatty acid synthase, reducing IGF-1-induced activation of STAT3 in several melanoma cell lines.
Icaritin Preparation Products And Raw materials
Raw materials
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chevron_rightPreparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
| CLEARSYNTH LABS LTD. | +91-22-45045900 | Hyderabad, India | 6351 | 58 | Inquiry |
| TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
| Shaanxi Cuikang Pharmaceutical Technology Co., Ltd | +8618829768577 | China | 1250 | 58 | Inquiry |
| PNP Biotech Co. Ltd | +8618516098983 | China | 1001 | 58 | Inquiry |
| Shaanxi Cuikang Pharmaceutical Technology Co., Ltd | +86-19164747840 +86-13119157289 | China | 2969 | 58 | Inquiry |
| Shaanxi Haibo Biotechnology Co., Ltd | +undefined18602966907 | China | 1000 | 58 | Inquiry |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | China | 20308 | 58 | Inquiry |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | China | 21669 | 55 | Inquiry |
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | China | 9337 | 55 | Inquiry |