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I1286

Sigma-Aldrich

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
MDL number:
MFCD00210516
UNSPSC Code:
12352205
PubChem Substance ID:
329815347
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Feifei Tao et al.
Biochemical pharmacology, 85(6), 798-807 (2012-12-25)
Inflammatory bowel disease (IBD) is a chronic inflammatory disorder in the intestine which involves overproduction of pro-inflammatory cytokines and excessive functions of inflammatory cells. However, current treatments for IBD may have potential adverse effects including steroid dependence, infections and lymphoma.
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