Icaritin

Icaritin Struktur
118525-40-9
CAS-Nr.
118525-40-9
Englisch Name:
Icaritin
Synonyma:
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
Summenformel:
C21H20O6
Molgewicht:
368.38
MOL-Datei:
118525-40-9.mol

Icaritin Eigenschaften

Schmelzpunkt:
239℃
Siedepunkt:
582.0±50.0 °C(Predicted)
Dichte
1.359
Flammpunkt:
206.7℃
storage temp. 
2-8°C
Löslichkeit
DMSO: soluble5mg/mL, clear (warmed)
Aggregatzustand
powder
pka
6.44±0.40(Predicted)
Farbe
light yellow to dark yellow
maximale Wellenlänge (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

Sicherheit

WGK Germany  3
RTECS-Nr. DJ3100870
HS Code  29329990

Icaritin Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften

Yellow crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from epimedium.

Verwenden

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).

Synthese

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 Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Icaritin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 225)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
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
+86-19164747840 +86-13119157289
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 7845 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21691 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714
fandachem@gmail.com China 9348 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

118525-40-9()Verwandte Suche:


  • 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>
  • 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)
  • 118525-40-9
  • plant extract
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
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