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I1286

Sigma-Aldrich

Icariin

≥94% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill) :
C33H40O15
Numéro CAS:
489-32-7
Poids moléculaire :
676.66
Numéro MDL:
MFCD00210516
Code UNSPSC :
12352205
ID de substance PubChem :
329815347
Nomenclature NACRES :
NA.25
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Essai

≥94% (HPLC)

Couleur

light yellow to yellow

Solubilité

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

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

room temp

Chaîne SMILES 

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

Clé InChI

TZJALUIVHRYQQB-XLRXWWTNSA-N

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Catégories apparentées

Description générale

Icariin is a prenylated flavonol and the major bioactive compound found in Epimedium herb.[1]

Application

Icariin has been used:
  • in the preparation of topical treatment to determine its effects on the improvement of cutaneous wound healing in rats[2]
  • to test its analgesic effects on lower back pain (LBP) in rats[3]
  • as a potential treatment in osteoporosis condition in rats[4]
  • to study its effects on palmitate (PA)-induced insulin resistance in skeletal muscle C2C12 myotubes[5]
  • as a neuroprotective agent to study its effects on amyloid-β (Aβ)-induced neuronal insulin resistance in human neuroblastoma SK-N-MC cells[6]

Actions biochimiques/physiologiques

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.[1] It elicits anti-aging properties in unfertilized oocytes against age-related damage.[7] Icariin exerts anti-inflammatory and antifibrotic properties aiding protection in chronic kidney disease (CKD)-associated renal fibrosis in mouse model.[8] It also serves as an excellent antidiabetic[9] and anti-atherosclerotic agent.[10] Icariin is an excellent anti-cancer agent.[1]

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

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Certificats d'analyse (COA)

Lot/Batch Number
WXBF3544V
WXBF2114V
WXBD8605V
WXBD2828V
MKCJ1712

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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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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 réponse

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 réponse

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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