Icariin

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

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Name
Icariin
Accession Number
DB12052
Type
Small Molecule
Groups
Investigational
Description

Icariin has been investigated for the basic science of the Pharmacokinetic Profile of Icariin in Humans.

Structure
Thumb
Synonyms
Not Available
Categories
UNII
VNM47R2QSQ
CAS number
489-32-7
Weight
Average: 676.668
Monoisotopic: 676.236720588
Chemical Formula
C33H40O15
InChI Key
TZJALUIVHRYQQB-XLRXWWTNSA-N
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
IUPAC Name
5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-en-1-yl)-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]oxy}-4H-chromen-4-one
SMILES
COC1=CC=C(C=C1)C1=C(O[C@@H]2O[C@@H](C)[C@H](O)[C@@H](O)[C@H]2O)C(=O)C2=C(O)C=C(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)C(CC=C(C)C)=C2O1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C17555
PubChem Compound
5318997
PubChem Substance
347828363
ChemSpider
4477421
BindingDB
50027363
ChEBI
78420
ChEMBL
CHEMBL553204
Wikipedia
Icariin

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
1CompletedBasic ScienceThe Pharmacokinetic Profile of Icariin in Humans1
3Unknown StatusTreatmentBipolar Disorder (BD) / Substance Use Disorder (SUD)1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.612 mg/mLALOGPS
logP0.71ALOGPS
logP0.81ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)7.07ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count15ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area234.29 Å2ChemAxon
Rotatable Bond Count9ChemAxon
Refractivity166.62 m3·mol-1ChemAxon
Polarizability68.44 Å3ChemAxon
Number of Rings5ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 50V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF , NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 10V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 20V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 30V, NegativeLC-MS/MSNot Available
MS/MS Spectrum - ESI-TOF 40V, NegativeLC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as flavonoid-7-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C7-position.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Flavonoids
Sub Class
Flavonoid glycosides
Direct Parent
Flavonoid-7-O-glycosides
Alternative Parents
8-prenylated flavones / Flavonoid-3-O-glycosides / 4'-O-methylated flavonoids / 5-hydroxyflavonoids / Phenolic glycosides / Chromones / O-glycosyl compounds / Anisoles / Methoxybenzenes / Phenoxy compounds
show 14 more
Substituents
8-prenylated flavone / Flavonoid-3-o-glycoside / Flavonoid-7-o-glycoside / 4p-methoxyflavonoid-skeleton / Hydroxyflavonoid / Flavone / 5-hydroxyflavonoid / Phenolic glycoside / Glycosyl compound / O-glycosyl compound
show 30 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
glycosyloxyflavone, flavonols (CHEBI:78420) / Flavones and Flavonols (C17555)

Drug created on October 20, 2016 15:16 / Updated on June 04, 2019 07:31