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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)

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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
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
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
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
Wing Pui Tsang et al.
Scientific reports, 7, 40894-40894 (2017-01-17)
Utilization of small molecules in modulation of stem cell self-renewal is a promising approach to expand stem cells for regenerative therapy. Here, we identify Icaritin, a phytoestrogen molecule enhances self-renewal of mouse embryonic stem cells (mESCs). Icaritin increases mESCs proliferation
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Articles

JAKs

Sigma-Aldrich offers many products related to JAKs for your research needs.

Nuclear Receptors (PPARs)

Peroxisome proliferator activated receptors (PPARs) are members of the nuclear hormone receptor superfamily of ligand-activated transcription factors that are related to retinoid, steroid and thyroid hormone receptors.

MAPKs

The mitogen-activated protein kinase (MAPK) family consists of both stress activated (SAPK) and mitogen-activated (MAPK) protein kinases. They form a network of signal transduction cascades that mediate cellular responses to a diverse range of stimuli, including growth factors, chemical or osmotic stress, irradiation, bacterial infection and proinflammatory cytokines.

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