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Merck

I1286

Icariin

≥94% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C33H40O15
CAS Number:
489-32-7
Molecular Weight:
676.66
NACRES:
NA.25
PubChem Substance ID:
329815347
UNSPSC Code:
12352205
MDL number:
MFCD00210516

Key Documents

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InChI key

TZJALUIVHRYQQB-XLRXWWTNSA-N

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

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

Quality Level

100

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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

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.
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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7421V
WXBF6489V
WXBF3544V
WXBF2114V
WXBD8605V

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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
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
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
Jian Fang et al.
Frontiers in pharmacology, 8, 734-734 (2017-10-28)
Icariin is a major bioactive pharmaceutical constituent isolated from Chinese medicine Horny Goat Weed (Ying Yang Huo) with potent cardiovascular protective functions. Emerging evidence in the past decade has shown that Icariin possesses multiple atheroprotective functions, through multiple mechanisms, including
Cristina Angeloni et al.
Frontiers in pharmacology, 10, 271-271 (2019-04-04)
Alzheimer's disease (AD) is a neurodegenerative disorder affecting more than 35 million people worldwide. As the prevalence of AD is dramatically rising, there is an earnest need for the identification of effective therapies. Available drug treatments only target the symptoms
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