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Icariin

Icariin structure

CAS No:
489-32-7
Formula:
C33H40O15
Chemical Name:
Icariin
Synonyms:
ICARIINE;Epimedium herb Ext;Epimedium P.E;Icariin, froM EpiMediuM davidii Franch;Icariin Min 90%;EpiMediuM Leaf Extract, Icariin 10% by HPLC;Epimedium Extract Icariin;5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[[(2S,4S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-3-[[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-2-oxanyl]oxy]-1-benzopyran-4-one
Categories:
Analytical Chemistry > Standard

Description

Light yellow to yellow solid

Icariin is one of the major flavonoids of the herb Epimedium, which has long been used in Tranditional Chinese Medicine to treat bone fracture and prevent osteoporosis. Research has shown that icariin should be an effective component for the bone-strengthening activity of the herb Epimedium, and one of the possible mechanisms for this activity is to stimulate the proliferation and enhance the osteogenic differentiation of marrow stromal cells. Icariin is reported to prevent and treat sexual dysfunction related diseases and improve the use of vasoconstriction. Icariin is used to prepare angiotensin converting enzyme inhibitor medicines, which can be used to treat hypertension-complicated coronary diseases.

ChEBI: Icariin is a member of the class of flavonols that is kaempferol which is substituted at position 8 by a 3-methylbut-2-en-1-yl group and in which the hydroxy groups at positions 3, 4', and 7 have been converted to the corresponding 6-deoxy-alpha-L-mannopyranoside, methyl ether, and beta-D-glucopyranoside, respectively. A phoshphodiesterase-5 inhibitor, it is obtained from several species of plants in the genus Epimedium and is thought to be the main active ingredient of the Chinese herbal medicine Herba Epimedii (yinyanghuo). It has a role as a bone density conservation agent, a phytoestrogen, an EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor and an antioxidant. It is a glycosyloxyflavone and a member of flavonols.

Icariin is a prenylated flavonol and the major bioactive compound found inEpimediumherb.

Icariin Basic Attributes

Molecular Weight：

676.66

Exact Mass：

676.66

EC Number：

610-440-0

Color/Form：

light yellow to yellow

HScode：

29389090

Characteristics

λmax：

350nm(MeOH)(lit.)

PSA：

234

XLogP3：

0.06790

Appearance：

light yellow to yellow Powder

Density：

1.55

Melting Point：

223-225 ºC

Boiling Point：

948.5±65.0 °C(Predicted)

Flash Point：

300.9ºC

Refractive Index：

1.679

Water Solubility：

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

Storage Conditions：

room temp

Vapor Pressure：

0mmHg at 25°C

Specific rotation：

D15 -87.09° (in pyridine)

PKA：

5.90±0.40(Predicted)

Critical Temperature & Pressure：

2-8°C

Safety Information

wgk germany：

safety instructions：

24/25

RTECS Number：

DJ2980500

Icariin Use and Manufacturing

hepatoprotective

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

Icariin has been used as a test material to investigate its,in vitroeffect in promoting mouse hair follicle growth, which is assessed by vibrissae hair follicle (VHF) organ-culture model. It is also used as a hepatoprotective.

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