ChemSpider 2D Image | Icariin | C33H40O15

Icariin

  • Molecular FormulaC33H40O15
  • Average mass676.662 Da
  • Monoisotopic mass676.236694 Da
  • ChemSpider ID4477421
  • defined stereocentres - 10 of 10 defined stereocentres


More details:






Validated by Experts, Validated by Users, Non-Validated, Removed by Users

3-[(6-deoxy-a-L-mannopyranosyl)oxy]-7-(b-D-glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
3-[(6-Deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside [ACD/IUPAC Name]
3-[(6-deoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside
3-[(6-Desoxy-α-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)-4-oxo-4H-chromen-7-yl-β-D-glucopyranosid [German] [ACD/IUPAC Name]
489-32-7 [RN]
4H-1-Benzopyran-4-one, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-buten-1-yl)- [ACD/Index Name]
4H-1-Benzopyran-4-one, 3-[(6-deoxy-α-L-mannopyranosyl)oxy]-7-(β-D-glucopyranosyloxy)-5-hydroxy-2-(4-methoxyphenyl)-8-(3-methyl-2-butenyl)-
4'-O-methyl-8-γ,γ-dimethylallylkaempferol-3-rhamnoside-7-glucoside
Icariin [Wiki]
MFCD00210516 [MDL number]
More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

KBio3_002099 [DBID]
KBioGR_002475 [DBID]
SDCCGMLS-0066754.P001 [DBID]
SPBio_001650 [DBID]
Spectrum2_001695 [DBID]
Spectrum3_001130 [DBID]
Spectrum4_001975 [DBID]
ZINC03960893 [DBID]
  • Experimental Physico-chemical Properties
  • Predicted Physico-chemical Properties
  • Miscellaneous
    • Safety:

      P261; P262 Biosynth Q-100549
    • Target Organs:

      PDE inhibitor TargetMol T2855
    • Chemical Class:

      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-<stereo>alpha</stereo>-<stereo>L</stereo>-mannopyranoside, methyl ether, and <stereo>beta</stereo>-D-glucopyranoside, respectively. A phoshphodiesterase-5 inhibitor, it is obtained from several species of plants in the genus <ital>Epimedium</ital> and is thought to be the main active ingredient of the Chinese herbal medicine Herba Epimedii (yinyanghuo). ChEBI CHEBI:78420
      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 g enus Epimedium and is thought to be the main active ingredient of the Chinese herbal medicine Herba Epimedii (yinyanghuo). ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:78420
      flavone glycoside Microsource [01505257]
    • Drug Status:

      experimental Microsource [01505257]
    • Compound Source:

      Epimedium spp Microsource [01505257]
      Isol. from Epimedium spp. Zerenex Molecular [ZBioX-0266]
    • Bio Activity:

      Icariin(Ieariline) is a major constituent of flavonoids from the Chinese medicinal herb Epimedium brevicornum; exhibits multiple biological properties, including anti-inflammatory, neuroregulatory and neuroprotective activities. MedChem Express http://www.medchemexpress.com/Glycitein.html, HY-N0014
      Immunostimulant; Zerenex Molecular [ZBioX-0266]
      Metabolism TargetMol T2855
      Others MedChem Express HY-N0014
      PDE5A1,PDE5A2,PDE5A3 TargetMol T2855

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module

Density: 1.6±0.1 g/cm3
Boiling Point: 948.5±65.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.3 mmHg at 25°C
Enthalpy of Vaporization: 144.6±3.0 kJ/mol
Flash Point: 300.9±27.8 °C
Index of Refraction: 1.679
Molar Refractivity: 164.3±0.4 cm3
#H bond acceptors: 15
#H bond donors: 8
#Freely Rotating Bonds: 9
#Rule of 5 Violations: 3
ACD/LogP: 2.48
ACD/LogD (pH 5.5): 0.59
ACD/BCF (pH 5.5): 1.52
ACD/KOC (pH 5.5): 42.48
ACD/LogD (pH 7.4): -0.78
ACD/BCF (pH 7.4): 1.00
ACD/KOC (pH 7.4): 1.81
Polar Surface Area: 234 Å2
Polarizability: 65.1±0.5 10-24cm3
Surface Tension: 87.0±5.0 dyne/cm
Molar Volume: 435.0±5.0 cm3

Click to predict properties on the Chemicalize site






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