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Icariin

CAT: 0013-GTR19171554-01Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19171554-01Size:50 mg
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Description
Icariin is a flavonol glycoside that acts as a PDE5/PDE4 inhibitor and PPARα activator. It is utilized in research areas such as cardiovascular function, bone metabolism, and neuroprotection, with studies conducted in both cellular and animal models.
CAS Number
489-32-7
Product Name Alternative
Autophagy, Inhibitor, Ieariline, Icariin, inhibit, PDE5, PPAR, Peroxisome proliferator-activated receptors, phosphodiesterase, Phosphodiesterase (PDE)
Field of Research
Cell Biology, Metabolism Research, Molecular Biology
Purity
97.64% (May vary between batches)
Solubility
H2O:< 1 mg/mL (insoluble or slightly soluble) ; Ethanol:< 1 mg/mL (insoluble or slightly soluble) ; DMSO:245 mg/mL (362.07 mM) ;10% DMSO+40% PEG300+5% Tween 80+45% Saline:6 mg/mL (8.87 mM)
Smiles
COc1ccc (cc1) C1=C (O[C@@H]2O[C@@H] (C) [C@H] (O) [C@@H] (O) [C@H]2O) C (=O) c2c (O) cc (O[C@@H]3O[C@H] (CO) [C@@H] (O) [C@H] (O) [C@H]3O) c (C\C=C (/C) C) c2O1
Molecular Formula
C33H40O15
Molecular Weight
676.66
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Icariin

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 an antioxidant, a bone density conservation agent, an EC 3.1.4.35 (3',5'-cyclic-GMP phosphodiesterase) inhibitor and a phytoestrogen. It is a member of flavonols and a glycosyloxyflavone.

CAS Number489-32-7
PubChem CID5318997
IUPAC Name5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
Molecular FormulaC33H40O15
Molecular Weight676.7
XLogP1.7
Topological Polar Surface Area234
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count15
Rotatable Bond Count9
Heavy Atom Count48
Formal Charge0
Complexity1170
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)C5=CC=C(C=C5)OC)O)O)O
InChI
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
InChIKey
TZJALUIVHRYQQB-XLRXWWTNSA-N
Chemical Structure
2D Structure
2D structure of Icariin
CAS: 489-32-7
CID: 5318997
Formula: C33H40O15
MW: 676.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight676.7
XLogP31.7
Hydrogen Bond Donor Count8
Hydrogen Bond Acceptor Count15
Rotatable Bond Count9
Exact Mass676.23672056
Monoisotopic Mass676.23672056
Topological Polar Surface Area234 Ų
Heavy Atom Count48
Formal Charge0
Complexity1170
Isotope Atom Count0
Defined Atom Stereocenter Count10
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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