Icaritin

Product Name: Icaritin
CAS No.: 118525-40-9
Chemical Name: Icaritin
Synonyms: ICARITIN;Icaritin>Icaritin-RM;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
CBNumber: CB2982508
Molecular Formula: C21H20O6
Formula Weight: 368.38
MOL File: 118525-40-9.mol

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Icaritin Property

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

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Safety

WGK Germany: 3
RTECS: DJ3100870
HS Code: 29329990

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0551
Product name: Icaritin
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $123
Updated: 2024/03/01

Sigma-Aldrich

Product number: SML0551
Product name: Icaritin
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $496
Updated: 2024/03/01

Sigma-Aldrich

Product number: PHL80478
Product name: Icaritin
Purity: phyproof? Reference Substance
Packaging: 10MG
Price: $485
Updated: 2024/03/01

TCI Chemical

Product number: I0974
Product name: Icaritin
Purity: >96.0%(HPLC)
Packaging: 10mg
Price: $192
Updated: 2022/04/27

TCI Chemical

Product number: I0974
Product name: Icaritin
Purity: >96.0%(HPLC)
Packaging: 50mg
Price: $422
Updated: 2024/03/01

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Icaritin Chemical Properties,Usage,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

Preparation Products

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Icaritin Suppliers

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View Lastest Price from Icaritin manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Icaritin 118525-40-9
Price: US $1.00/g
Min. Order: 1g
Purity: 98%
Supply Ability: 100kg/month
Release date: 2021-06-10

ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD

Product: Icaritin 118525-40-9
Price: US $1.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 5ton/month
Release date: 2023-08-21

Shaanxi Haibo Biotechnology Co., Ltd

Product: Icaritin 118525-40-9
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 2000ton
Release date: 2023-09-07

118525-40-9, IcaritinRelated Search:

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ICARITIN

3,5,7-Trihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one

3,7-bis(2-hydroxyethyl)icaritin

Icaritin, >98%

3,5,7-trihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one

Icaritin(Anhydroicaritin)

Icaritin&gt

4H-1-Benzopyran-4-one,3,5,7-trihydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-

Icariin Impurity 2 (Icaritin)

Icariin Impurity 3(Icaritin)

Anhydroicaritin|||Cycloicaritin

Icaritin-RM

118525-40-9

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