7,8-Dihydroxy-1-Methoxy-3-Methyl-10-Oxo-4,10-Dihydro-1h,3h-Pyrano[4,3-B]Chromene-9-Carboxylic Acid
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Identification
- Generic Name
- 7,8-Dihydroxy-1-Methoxy-3-Methyl-10-Oxo-4,10-Dihydro-1h,3h-Pyrano[4,3-B]Chromene-9-Carboxylic Acid
- DrugBank Accession Number
- DB02593
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 322.2669
Monoisotopic: 322.068867424 - Chemical Formula
- C15H14O8
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UBeta-lactamase type II Not Available Bacteroides fragilis - 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
- 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
- Salicylic acid and derivatives / Pyranones and derivatives / 1-hydroxy-2-unsubstituted benzenoids / Vinylogous acids / Heteroaromatic compounds / Oxacyclic compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Acetals / Organic oxides show 1 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / Acetal / Aromatic heteropolycyclic compound / Benzenoid / Carboxylic acid / Carboxylic acid derivative / Chromone / Heteroaromatic compound / Hydrocarbon derivative / Hydroxybenzoic acid show 9 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- RSFJMLCZHPZXCW-AANKLQPISA-N
- InChI
- InChI=1S/C15H14O8/c1-5-3-7-10(15(21-2)22-5)13(18)9-8(23-7)4-6(16)12(17)11(9)14(19)20/h4-5,15-17H,3H2,1-2H3,(H,19,20)/t5-,15+/m0/s1
- IUPAC Name
- (1R,3S)-7,8-dihydroxy-1-methoxy-3-methyl-10-oxo-1H,3H,4H,10H-pyrano[4,3-b]chromene-9-carboxylic acid
- SMILES
- [H][C@]1(C)CC2=C(C(=O)C3=C(O2)C=C(O)C(O)=C3C(O)=O)[C@]([H])(OC)O1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 5287417
- PubChem Substance
- 46507964
- ChemSpider
- 4449806
- ZINC
- ZINC000003973878
- PDBe Ligand
- 113
- PDB Entries
- 1hlk / 1kr3
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 1.27 mg/mL ALOGPS logP 1.36 ALOGPS logP 1.56 Chemaxon logS -2.4 ALOGPS pKa (Strongest Acidic) 2.25 Chemaxon pKa (Strongest Basic) -4 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 8 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 122.52 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 77.56 m3·mol-1 Chemaxon Polarizability 30.56 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
Property Value Probability Human Intestinal Absorption - 0.5479 Blood Brain Barrier - 0.8564 Caco-2 permeable - 0.5447 P-glycoprotein substrate Substrate 0.6875 P-glycoprotein inhibitor I Non-inhibitor 0.804 P-glycoprotein inhibitor II Non-inhibitor 0.8741 Renal organic cation transporter Non-inhibitor 0.9398 CYP450 2C9 substrate Non-substrate 0.821 CYP450 2D6 substrate Non-substrate 0.8644 CYP450 3A4 substrate Non-substrate 0.5409 CYP450 1A2 substrate Non-inhibitor 0.7069 CYP450 2C9 inhibitor Non-inhibitor 0.9512 CYP450 2D6 inhibitor Non-inhibitor 0.8675 CYP450 2C19 inhibitor Non-inhibitor 0.922 CYP450 3A4 inhibitor Non-inhibitor 0.7815 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9251 Ames test Non AMES toxic 0.6591 Carcinogenicity Non-carcinogens 0.9597 Biodegradation Not ready biodegradable 0.8212 Rat acute toxicity 2.6619 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9762 hERG inhibition (predictor II) Non-inhibitor 0.8857
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-00di-0009000000-e40f3a88ea35fb91dd66 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-004j-0090000000-4ec30f020ec46e3954da Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0229-0089000000-52a83c379e0870e0fa87 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0002-0091000000-8026841f92cde19c26c7 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-0190000000-72f8341cb4e10c442dab Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0uxs-0590000000-45b399c43557d5a90b53 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 181.0603716 predictedDarkChem Lite v0.1.0 [M-H]- 181.77412 predictedDeepCCS 1.0 (2019) [M+H]+ 181.7706716 predictedDarkChem Lite v0.1.0 [M+H]+ 184.13211 predictedDeepCCS 1.0 (2019) [M+Na]+ 182.0662716 predictedDarkChem Lite v0.1.0 [M+Na]+ 191.73257 predictedDeepCCS 1.0 (2019)
Targets
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1. DetailsBeta-lactamase type II
- Kind
- Protein
- Organism
- Bacteroides fragilis
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Can hydrolyze carbapenem compounds.
- Gene Name
- ccrA
- Uniprot ID
- P25910
- Uniprot Name
- Beta-lactamase type II
- Molecular Weight
- 27257.06 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. [Article]
- 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. [Article]
- 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. [Article]
Drug created at June 13, 2005 13:24 / Updated at August 01, 2020 13:44