Icariin
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This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Icariin
- DrugBank Accession Number
- DB12052
- Background
Icariin has been investigated for the basic science of the Pharmacokinetic Profile of Icariin in Humans.
- Type
- Small Molecule
- Groups
- Investigational
- Structure
- Weight
- Average: 676.668
Monoisotopic: 676.236720588 - Chemical Formula
- C33H40O15
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- 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
- Adverse Effects
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- 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
- 1-benzopyran / 1-hydroxy-2-unsubstituted benzenoid / 4p-methoxyflavonoid-skeleton / 5-hydroxyflavonoid / 8-prenylated flavone / Acetal / Alcohol / Alkyl aryl ether / Anisole / Aromatic heteropolycyclic compound show 30 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- glycosyloxyflavone, flavonols (CHEBI:78420) / Flavones and Flavonols (C17555)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- VNM47R2QSQ
- CAS number
- 489-32-7
- 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
References
- General References
- Not Available
- External Links
- KEGG Compound
- C17555
- PubChem Compound
- 5318997
- PubChem Substance
- 347828363
- ChemSpider
- 4477421
- BindingDB
- 50027363
- 1788871
- ChEBI
- 78420
- ChEMBL
- CHEMBL553204
- ZINC
- ZINC000003960893
- Wikipedia
- Icariin
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 3 Completed Treatment Bipolar Disorder (BD) / Substance Use Disorders (SUD) 1 1 Completed Basic Science The Pharmacokinetic Profile of Icariin in Humans 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
Property Value Source Water Solubility 0.612 mg/mL ALOGPS logP 0.71 ALOGPS logP 0.81 Chemaxon logS -3 ALOGPS pKa (Strongest Acidic) 7.07 Chemaxon pKa (Strongest Basic) -3 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 15 Chemaxon Hydrogen Donor Count 8 Chemaxon Polar Surface Area 234.29 Å2 Chemaxon Rotatable Bond Count 9 Chemaxon Refractivity 166.62 m3·mol-1 Chemaxon Polarizability 68.44 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 0 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 270.205316 predictedDarkChem Lite v0.1.0 [M-H]- 242.09882 predictedDeepCCS 1.0 (2019) [M+H]+ 267.066316 predictedDarkChem Lite v0.1.0 [M+H]+ 243.82254 predictedDeepCCS 1.0 (2019) [M+Na]+ 266.535316 predictedDarkChem Lite v0.1.0 [M+Na]+ 250.17377 predictedDeepCCS 1.0 (2019)
Drug created at October 20, 2016 21:16 / Updated at June 12, 2020 16:53