Bishydroxy[2h-1-Benzopyran-2-One,1,2-Benzopyrone]
Identification
- Name
- Bishydroxy[2h-1-Benzopyran-2-One,1,2-Benzopyrone]
- Accession Number
- DB04392
- Description
- Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Bishydroxy[2h-1-Benzopyran-2-One,1,2-Benzopyrone] (DB04392)
- Weight
- Average: 336.295
Monoisotopic: 336.063388116 - Chemical Formula
- C19H12O6
- Synonyms
- Not Available
Pharmacology
- Indication
- Not Available
- Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More- Pharmacodynamics
- Not Available
- Mechanism of action
Target Actions Organism UOxygen-insensitive NAD(P)H nitroreductase Not Available Escherichia coli (strain K12) UNAD(P)H dehydrogenase [quinone] 1 Not Available Humans UFMN-dependent NADH-azoreductase Not Available Escherichia coli (strain K12) - 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
Learn about our commercial Adverse Effects data.
Learn More- Toxicity
- Not Available
- Affected organisms
- 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
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as chromones. These are compounds containing a benzopyran-4-one moiety.
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Benzopyrans
- Sub Class
- 1-benzopyrans
- Direct Parent
- Chromones
- Alternative Parents
- 3,4-dihydrocoumarins / Aryl alkyl ketones / Dicarboxylic acids and derivatives / Benzenoids / 1,3-dicarbonyl compounds / Lactones / Carboxylic acid esters / Oxacyclic compounds / Organic oxides / Hydrocarbon derivatives
- Substituents
- 1,3-dicarbonyl compound / 3,4-dihydrocoumarin / Aromatic heteropolycyclic compound / Aryl alkyl ketone / Aryl ketone / Benzenoid / Carbonyl group / Carboxylic acid derivative / Carboxylic acid ester / Chromone
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- HIZKPJUTKKJDGA-BETUJISGSA-N
- InChI
- InChI=1S/C19H12O6/c20-16-10-5-1-3-7-14(10)24-18(22)12(16)9-13-17(21)11-6-2-4-8-15(11)25-19(13)23/h1-8,12-13H,9H2/t12-,13+
- IUPAC Name
- (3R)-3-{[(3S)-2,4-dioxo-3,4-dihydro-2H-1-benzopyran-3-yl]methyl}-3,4-dihydro-2H-1-benzopyran-2,4-dione
- SMILES
- [H][C@@]1(C[C@@]2([H])C(=O)OC3=C(C=CC=C3)C2=O)C(=O)OC2=CC=CC=C2C1=O
References
- General References
- Not Available
- External Links
- PubChem Compound
- 17753965
- PubChem Substance
- 46508476
- ChemSpider
- 16743957
- ZINC
- ZINC000012504328
- PDBe Ligand
- DTC
- PDB Entries
- 1ooq / 2f1o / 2z9c / 4cet / 5fuq
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 0.0673 mg/mL ALOGPS logP 2.37 ALOGPS logP 2.69 ChemAxon logS -3.7 ALOGPS pKa (Strongest Acidic) 2.06 ChemAxon pKa (Strongest Basic) -6.9 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 4 ChemAxon Hydrogen Donor Count 0 ChemAxon Polar Surface Area 86.74 Å2 ChemAxon Rotatable Bond Count 2 ChemAxon Refractivity 85.33 m3·mol-1 ChemAxon Polarizability 32.8 Å3 ChemAxon Number of Rings 4 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
Property Value Probability Human Intestinal Absorption + 0.9636 Blood Brain Barrier + 0.9662 Caco-2 permeable + 0.6911 P-glycoprotein substrate Non-substrate 0.6244 P-glycoprotein inhibitor I Non-inhibitor 0.7482 P-glycoprotein inhibitor II Non-inhibitor 0.7794 Renal organic cation transporter Non-inhibitor 0.8766 CYP450 2C9 substrate Non-substrate 0.8183 CYP450 2D6 substrate Non-substrate 0.8655 CYP450 3A4 substrate Non-substrate 0.7398 CYP450 1A2 substrate Inhibitor 0.5225 CYP450 2C9 inhibitor Inhibitor 0.8705 CYP450 2D6 inhibitor Non-inhibitor 0.9369 CYP450 2C19 inhibitor Non-inhibitor 0.6001 CYP450 3A4 inhibitor Non-inhibitor 0.7138 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.7063 Ames test Non AMES toxic 0.9558 Carcinogenicity Non-carcinogens 0.9442 Biodegradation Not ready biodegradable 0.7144 Rat acute toxicity 2.7494 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.8798 hERG inhibition (predictor II) Non-inhibitor 0.9664
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Nad(p)h nitroreductase activity
- Specific Function
- Reduction of a variety of nitroaromatic compounds using NADH (and to lesser extent NADPH) as source of reducing equivalents; two electrons are transferred. Capable of reducing nitrofurazone, quinon...
- Gene Name
- nfsB
- Uniprot ID
- P38489
- Uniprot Name
- Oxygen-insensitive NAD(P)H nitroreductase
- Molecular Weight
- 23904.99 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
- Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Superoxide dismutase activity
- Specific Function
- The enzyme apparently serves as a quinone reductase in connection with conjugation reactions of hydroquinons involved in detoxification pathways as well as in biosynthetic processes such as the vit...
- Gene Name
- NQO1
- Uniprot ID
- P15559
- Uniprot Name
- NAD(P)H dehydrogenase [quinone] 1
- Molecular Weight
- 30867.405 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Oxidoreductase activity, acting on nad(p)h, quinone or similar compound as acceptor
- Specific Function
- Catalyzes the reductive cleavage of azo bond in aromatic azo compounds to the corresponding amines. Requires NADH, but not NADPH, as an electron donor for its activity. The enzyme can reduce ethyl ...
- Gene Name
- azoR
- Uniprot ID
- P41407
- Uniprot Name
- FMN-dependent NADH-azoreductase
- Molecular Weight
- 21657.47 Da
References
- Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]
Drug created on June 13, 2005 07:24 / Updated on June 12, 2020 10:52