Hispidulin
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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
- Hispidulin
- DrugBank Accession Number
- DB14008
- Background
Hispidulin (4',5,7-trihydroxy-6-methoxyflavone) is a potent benzodiazepine (BZD) receptor ligand with positive allosteric properties 1.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 300.2629
Monoisotopic: 300.063388116 - Chemical Formula
- C16H12O6
- Synonyms
- 4',5,7-Trihydroxy-6-methoxyflavone
- Dinatin
- Salvitin
- Scutellarein 6-methyl ether
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
- Classification
- Not classified
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- N7F61604C2
- CAS number
- 1447-88-7
- InChI Key
- IHFBPDAQLQOCBX-UHFFFAOYSA-N
- InChI
- InChI=1S/C16H12O6/c1-21-16-11(19)7-13-14(15(16)20)10(18)6-12(22-13)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3
- IUPAC Name
- 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one
- SMILES
- COC1=C(O)C2=C(OC(=CC2=O)C2=CC=C(O)C=C2)C=C1O
References
- General References
- Kavvadias D, Sand P, Youdim KA, Qaiser MZ, Rice-Evans C, Baur R, Sigel E, Rausch WD, Riederer P, Schreier P: The flavone hispidulin, a benzodiazepine receptor ligand with positive allosteric properties, traverses the blood-brain barrier and exhibits anticonvulsive effects. Br J Pharmacol. 2004 Jul;142(5):811-20. doi: 10.1038/sj.bjp.0705828. [Article]
- External Links
- Human Metabolome Database
- HMDB0128581
- KEGG Compound
- C10058
- ChemSpider
- 4444947
- BindingDB
- 50049395
- ChEBI
- 75902
- ChEMBL
- CHEMBL293776
- ZINC
- ZINC000005732241
- PDBe Ligand
- HUL
- Wikipedia
- Hispidulin
- PDB Entries
- 4xh6
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.0791 mg/mL ALOGPS logP 3.09 ALOGPS logP 2.55 Chemaxon logS -3.6 ALOGPS pKa (Strongest Acidic) 7.09 Chemaxon pKa (Strongest Basic) -4.8 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 6 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 96.22 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 79.38 m3·mol-1 Chemaxon Polarizability 29.85 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No 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]- 183.1878886 predictedDarkChem Lite v0.1.0 [M-H]- 183.2981886 predictedDarkChem Lite v0.1.0 [M-H]- 183.4280886 predictedDarkChem Lite v0.1.0 [M-H]- 164.96367 predictedDeepCCS 1.0 (2019) [M+H]+ 183.6788886 predictedDarkChem Lite v0.1.0 [M+H]+ 187.1341886 predictedDarkChem Lite v0.1.0 [M+H]+ 184.3628886 predictedDarkChem Lite v0.1.0 [M+H]+ 167.32167 predictedDeepCCS 1.0 (2019) [M+Na]+ 183.9464886 predictedDarkChem Lite v0.1.0 [M+Na]+ 184.4971886 predictedDarkChem Lite v0.1.0 [M+Na]+ 183.3486886 predictedDarkChem Lite v0.1.0 [M+Na]+ 174.17592 predictedDeepCCS 1.0 (2019)
Drug created at April 12, 2018 21:46 / Updated at June 12, 2020 16:53