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Merck

I1286

Sigma-Aldrich

Icariin

≥94% (HPLC)

Sinónimos:

4′-O-methyl-8-γ,γ-dimethylallylkaempferol-3-rhamnoside-7-glucoside

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About This Item

Fórmula empírica (notación de Hill):
C33H40O15
Número de CAS:
Peso molecular:
676.66
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

assay

≥94% (HPLC)

color

light yellow to yellow

solubility

DMSO: 50 mg/mL, clear, colorless to dark yellow

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

room temp

SMILES string

COc1ccc(cc1)C2=C(O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](O)[C@H]3O)C(=O)c4c(O)cc(O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O)[C@H]5O)c(C\C=C(\C)C)c4O2

InChI

1S/C33H40O15/c1-13(2)5-10-17-19(45-33-28(42)26(40)23(37)20(12-34)46-33)11-18(35)21-24(38)31(48-32-27(41)25(39)22(36)14(3)44-32)29(47-30(17)21)15-6-8-16(43-4)9-7-15/h5-9,11,14,20,22-23,25-28,32-37,39-42H,10,12H2,1-4H3/t14-,20+,22-,23+,25+,26-,27+,28+,32-,33+/m0/s1

InChI key

TZJALUIVHRYQQB-XLRXWWTNSA-N

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General description

Icariin is a prenylated flavonol and the major bioactive compound found in Epimedium herb.

Application

Icariin has been used:
  • in the preparation of topical treatment to determine its effects on the improvement of cutaneous wound healing in rats
  • to test its analgesic effects on lower back pain (LBP) in rats
  • as a potential treatment in osteoporosis condition in rats
  • to study its effects on palmitate (PA)-induced insulin resistance in skeletal muscle C2C12 myotubes
  • as a neuroprotective agent to study its effects on amyloid-β (Aβ)-induced neuronal insulin resistance in human neuroblastoma SK-N-MC cells

Biochem/physiol Actions

Icariin is a potent neuroprotective agent in neurodegenerative disorders and other disorders affecting the nervous system. It elicits anti-aging properties in unfertilized oocytes against age-related damage. Icariin exerts anti-inflammatory and antifibrotic properties aiding protection in chronic kidney disease (CKD)-associated renal fibrosis in mouse model. It also serves as an excellent antidiabetic and anti-atherosclerotic agent. Icariin is an excellent anti-cancer agent.
Flavonoid glucoside derived from the the Epimedium plant genus. This pharmacologically active constituent or its derivatives have been shown to enhance bone formation, modulate multidrug resistance, enhance neuronal viability, stimulate angiogenesis, and exhibit antioxidant activity.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Xin Zhang et al.
Phytotherapy research : PTR, 28(4), 498-509 (2013-07-05)
Traditional Chinese medicines have been recommended for bone regeneration and repair for thousands of years. Currently, the Herba Epimedii and its multi-component formulation are the attractive native herbs for the treatment of osteoporosis. Icariin, a typical flavonol glycoside, is considered
Wangkheirakpam Ramdas Singh et al.
European journal of pharmacology, 858, 172466-172466 (2019-06-21)
Icariin is a flavonoid from plant belonging to the genus Epimedium, commonly known as Horny goat weed or Yin Yang Huo. The compound possesses multiple biological activities which are associated with the modulation of many signalling pathways, like NF-κB, Erk-p38-JNK
Lijuan Yang et al.
Journal of ethnopharmacology, 145(3), 715-721 (2012-12-25)
Epimedium brevicornum Maxim has long been used for the treatment of osteoporosis in China and other Asian countries. However, the mechanism behind the antiosteoporotic activity of this medicinal plant is not fully understood. The present study was designed to investigate
Ying Pan et al.
Psychoneuroendocrinology, 38(1), 122-134 (2012-06-06)
Epidemiological evidence demonstrates the neuroendocrine link between stress, depression and diabetes. This study observed glucose intolerance of rats exposed to chronic unpredictable mild stress (CUMS) in oral glucose tolerance test (OGTT). CUMS procedure significantly up-regulated corticotropin-releasing factor (CRF)-related peptide urocortin
Bin Wu et al.
Journal of ethnopharmacology, 142(3), 746-753 (2012-06-13)
Icariin represents an important active component in Herba Epimedii, which is a famous Chinese herbal medicine that is widely used to treat some age-related diseases in oriental countries. The aim of this work was to investigate the effects of icariin

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