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SML0551

Sigma-Aldrich

Icaritin

≥98% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C21H20O6
Numéro CAS:
118525-40-9
Poids moléculaire :
368.38
Numéro MDL:
MFCD22422519
Code UNSPSC :
12352200
ID de substance PubChem :
329825547
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Couleur

light yellow to dark yellow

Solubilité

DMSO: 5 mg/mL, clear (warmed)

Température de stockage

2-8°C

Chaîne SMILES 

COc1ccc(cc1)C2=C(O)C(=O)c3c(O)cc(O)c(C\C=C(\C)C)c3O2

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

Clé InChI

TUUXBSASAQJECY-UHFFFAOYSA-N

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Actions biochimiques/physiologiques

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.
Icaritin enhances osteoblastic differentiation of mesenchymal stem cells (MSCs). It may have estrogen-like activities.

Caractéristiques et avantages

This compound is featured on the JAKs, MAPKs and Nuclear Receptors (PPARs) pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Haibang Hao et al.
European journal of immunology, 49(12), 2235-2244 (2019-08-30)
Icaritin, a hydrolytic product of icariin isolated from traditional Chinese herbal medicine genus Epimedium, has many pharmacological and biological activities. Here, we show that icaritin can effectively decrease tumor burden of murine B16F10 melanoma and MC38 colorectal tumors in a
Hongchao Li et al.
Journal of cellular biochemistry (2018-11-06)
Glioblastoma (GBM) is a common and aggressive brain tumor that is associated with significant increase in glycolysis for energy production. Icaritin is a natural compound and exhibits anticancer activity in GBM. However, the effect of icaritin on glycolysis in GBM
Dong Yao et al.
PloS one, 7(8), e41264-e41264 (2012-09-07)
We found that Icaritin, an intestinal metabolite of Epimedium-derived flavonoids (EF) enhanced osteoblastic differentiation of mesenchymal stem cells (MSCs) only under osteogenic induction conditions. We also demonstrated its effect on inhibition of adipogenic differentiation of MSCs. Unlike the findings of
Jian feng Zhu et al.
PloS one, 6(8), e23720-e23720 (2011-09-03)
To explore the effects of Icaritin on chronic myeloid leukemia (CML) cells and underlying mechanisms. CML cells were incubated with various concentration of Icaritin for 48 hours, the cell proliferation was analyzed by MTT and the apoptosis was assessed with
Jing-Shan Tong et al.
PloS one, 6(3), e16781-e16781 (2011-03-17)
Icaritin, a compound from Epimedium Genus, has selective estrogen receptor (ER) modulating activities, and possess anti-tumor activity. Here, we examined icaritin effect on cell growth of human endometrial cancer Hec1A cells and found that icaritin potently inhibited proliferation of Hec1A
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Nuclear Receptors: PPARs

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Nuclear Receptors: PPARs

Peroxisome proliferator activated receptors (PPARs) are ligand-activated transcription factors related to hormone receptors, influencing gene expression.

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