Identification
- Generic Name
- Isoliquiritigenin
- DrugBank Accession Number
- DB03285
- Background
-
Isoliquiritigenin is a precursor to several flavonones in many plants.
- Type
- Small Molecule
- 组
- Experimental
- Structure
-
Structure for Isoliquiritigenin (DB03285)
- Weight
-
Average: 256.2534
Monoisotopic: 256.073558872 - Chemical Formula
- C15H12O4
- Synonyms
-
- (E)-1-(2,4-Dihydroxy-phenyl)-3-(4-hydroxy-phenyl)-propenone
- (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-2-propene-1-one
- 2',4,4'-Trihydroxychalcone
- 4,2',4'-Trihydroxychalcone
- trans-2',4,4'-trihydroxychalcone
- External IDs
-
- GU 17
- GU-17
Pharmacology
- Indication
-
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning models
with evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets. - Contraindications & Blackbox Warnings
-
Avoid life-threatening adverse drug eventsImprove clinical decision support with information oncontraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support. - 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.Improve decision support & research outcomes with our structured adverse effects data. - Toxicity
-
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRsBrowse all" title="" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug InteractionsLearn More" title="" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
-
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 byClassyfire
-
- Description
- This compound belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position.
- Kingdom
- Organic compounds
- Super Class
- Phenylpropanoids and polyketides
- Class
- Linear 1,3-diarylpropanoids
- Sub Class
- Chalcones and dihydrochalcones
- Direct Parent
- 2'-Hydroxychalcones
- Alternative Parents
- Cinnamylphenols/Hydroxycinnamic acids and derivatives/Styrenes/Resorcinols/Benzoyl derivatives/Aryl ketones/1-hydroxy-4-unsubstituted奔驰enoids/1-hydroxy-2-unsubstituted benzenoids/Vinylogous acids/Enones show 3 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid/1-hydroxy-4-unsubstituted奔驰enoid/2'-hydroxychalcone/Acryloyl-group/Alpha,beta-unsaturated ketone/Aromatic homomonocyclic compound/Aryl ketone/Benzenoid/Benzoyl/Cinnamylphenol show 12 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- chalcones (CHEBI:310312)/chalcones, Chalcones and dihydrochalcones (C08650)/Chalcones and dihydrochalcones (LMPK12120096)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- B9CTI9GB8F
- CAS number
- 961-29-5
- InChI Key
- DXDRHHKMWQZJHT-FPYGCLRLSA-N
- InChI
-
InChI=1S/C15H12O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-9,16-17,19H/b8-3+
- IUPAC Name
-
(2E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
- SMILES
-
OC1=CC=C(\C=C\C(=O)C2=C(O)C=C(O)C=C2)C=C1
References
- 一般引用
- Not Available
- External Links
-
- Human Metabolome Database
- HMDB0037316
- KEGG Compound
- C08650
- PubChem Compound
- 638278
- PubChem Substance
- 46506198
- ChemSpider
- 553829
- BindingDB
- 50042944
- ChEBI
- 310312
- ChEMBL
- CHEMBL129795
- ZINC
- ZINC000003869608
- PDBe Ligand
- HCC
- Wikipedia
- Isoliquiritigenin
- PDB Entries
- 1fp1/4rlu/5yx4/6ajv/6ajx
Clinical Trials
- Clinical TrialsLearn More" title="" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
-
Phase Status Purpose Conditions Count
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 0.0551 mg/mL ALOGPS logP 3.04 ALOGPS logP 3.63 Chemaxon logS -3.7 ALOGPS pKa (Strongest Acidic) 7.11 Chemaxon pKa (Strongest Basic) -6.4 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 77.76 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 72.82 m3·mol-1 Chemaxon Polarizability 26.66 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like规则 No Chemaxon - Predicted ADMET Features
-
Property Value Probability Human Intestinal Absorption + 0.9894 Blood Brain Barrier + 0.6975 Caco-2 permeable + 0.8867 P-glycoprotein substrate Non-substrate 0.6032 P-glycoprotein inhibitor I Non-inhibitor 0.9216 P-glycoprotein inhibitor II Non-inhibitor 0.9611 Renal organic cation transporter Non-inhibitor 0.8802 CYP450 2C9 substrate Non-substrate 0.732 CYP450 2D6 substrate Non-substrate 0.9164 CYP450 3A4 substrate Non-substrate 0.6823 CYP450 1A2 substrate Inhibitor 0.935 CYP450 2C9 inhibitor Inhibitor 0.8949 CYP450 2D6 inhibitor Non-inhibitor 0.9231 CYP450 2C19 inhibitor Inhibitor 0.8994 CYP450 3A4 inhibitor Inhibitor 0.7959 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.8559 Ames test Non AMES toxic 0.918 Carcinogenicity Non-carcinogens 0.8639 Biodegradation Not ready biodegradable 0.734 Rat acute toxicity 2.0091 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9388 hERG inhibition (predictor II) Non-inhibitor 0.9434
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52