Icaritin
- CAS No.
- 118525-40-9
- Chemical Name:
- Icaritin
- Synonyms
- ICARITIN;Icaritin>Icaritin, >98%;Icaritin(Anhydroicaritin);Icariin Impurity 3(Icaritin);Icariin Impurity 2 (Icaritin);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;4H-1-Benzopyran-4-one,3,5,7-trihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-
- CBNumber:
- CB2982508
- Molecular Formula:
- C21H20O6
- Molecular Weight:
- 368.38
- MDL Number:
- MFCD22422519
- MOL File:
- 118525-40-9.mol
- MSDS File:
- SDS
| 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 |
| FDA UNII | UFE666UELY |
Icaritin price More Price(36)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML0551 | Icaritin ≥98% (HPLC) | 118525-40-9 | 5mg | $123 | 2024-03-01 | Buy |
| Sigma-Aldrich | SML0551 | Icaritin ≥98% (HPLC) | 118525-40-9 | 25mg | $496 | 2024-03-01 | Buy |
| Sigma-Aldrich | PHL80478 | Icaritin phyproof? Reference Substance | 118525-40-9 | 10MG | $485 | 2024-03-01 | Buy |
| TCI Chemical | I0974 | Icaritin >96.0%(HPLC) | 118525-40-9 | 10mg | $192 | 2022-04-27 | Buy |
| TCI Chemical | I0974 | Icaritin >96.0%(HPLC) | 118525-40-9 | 50mg | $422 | 2024-03-01 | 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).
Biochem/physiol Actions
Icaritin is a component of Epimedium flavonoid isolated from Herba Epimedii, which enhances osteoblastic differentiation of mesenchymal stem cells (MSCs) while it inhibits adipogenic differentiation of MSCs by inhibiting PPAR-g pathway. Icaritin has no effect on MSCs proliferation. Also, icaritin potently inhibits chronic myeloid leukemia (CML) and breast cancer cells proliferation most likely by modulation of MAPK/ERK/JNK and JAK2/STAT3 /AKT signaling. As other flavonoids, icaritin may exert estrogen-like activities.
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
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shaanxi Cuikang Pharmaceutical Technology Co., Ltd | +8618829768577 | gao490372054@gamil.com | China | 1250 | 58 |
| PNP Biotech Co. Ltd | +8618516098983 | sales@pnpbiotech.com | China | 1001 | 58 |
| Shaanxi Cuikang Pharmaceutical Technology Co., Ltd | +8619164747840 | 13119157289@163.com | China | 2971 | 58 |
| Shaanxi Haibo Biotechnology Co., Ltd | +undefined18602966907 | qinhe02@xaltbio.com | China | 1000 | 58 |
| Chongqing Zhihe Biopharmaceutical Co., Ltd. | +86-18580541567 +86-17782035140 | sales@zhswyy.com | China | 338 | 58 |
| Henan Fengda Chemical Co., Ltd | +86-371-86557731 +86-13613820652 | info@fdachem.com | China | 7534 | 58 |
| Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | info@tianfuchem.com | China | 21695 | 55 |
| Hangzhou FandaChem Co.,Ltd. | 008657128800458; +8615858145714 | fandachem@gmail.com | China | 9350 | 55 |
| Shanghai Zheyan Biotech Co., Ltd. | 18017610038 | zheyansh@163.com | CHINA | 3620 | 58 |
| career henan chemical co | +86-0371-86658258 | sales@coreychem.com | China | 29914 | 58 |
View Lastest Price from Icaritin manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-04-23 | Icaritin
118525-40-9
|
US $0.00-0.00 / kg | 0.10000000149011612kg | ≥98% | 20tons | Chongqing Zhihe Biopharmaceutical Co., Ltd. | |
 |
2024-04-15 | Icaritin
118525-40-9
|
US $1.00 / kg | 1kg | 99% | 5ton/month | ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD | |
 |
2024-04-12 | Icaritin
118525-40-9
|
US $0.00 / kg | 1kg | 99% | 2000ton | Shaanxi Haibo Biotechnology Co., Ltd |