NAV

7-Hydroxy-2-Oxo-Chromene-3-Carboxylic Acid Ethyl Ester

Identification

Generic Name
7-Hydroxy-2-Oxo-Chromene-3-Carboxylic Acid Ethyl Ester
DrugBank Accession Number
DB02728
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 234.2048
Monoisotopic: 234.05282343
Chemical Formula
C12H10O5
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UMacrophage migration inhibitory factorNot AvailableHumans
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
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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 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Coumarins and derivatives
Sub Class
Hydroxycoumarins
Direct Parent
7-hydroxycoumarins
Alternative Parents
1-benzopyrans / Pyranones and derivatives / 1-hydroxy-2-unsubstituted benzenoids / Heteroaromatic compounds / Lactones / Carboxylic acid esters / Oxacyclic compounds / Monocarboxylic acids and derivatives / Organooxygen compounds / Organic oxides
show 1 more
Substituents
1-benzopyran / 1-hydroxy-2-unsubstituted benzenoid / 7-hydroxycoumarin / Aromatic heteropolycyclic compound / Benzenoid / Benzopyran / Carboxylic acid derivative / Carboxylic acid ester / Heteroaromatic compound / Hydrocarbon derivative
show 9 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
X538NC636R
CAS number
Not Available
InChI Key
IETDBZQIWIJQJG-UHFFFAOYSA-N
InChI
InChI=1S/C12H10O5/c1-2-16-11(14)9-5-7-3-4-8(13)6-10(7)17-12(9)15/h3-6,13H,2H2,1H3
IUPAC Name
ethyl 7-hydroxy-2-oxo-2H-chromene-3-carboxylate
SMILES
CCOC(=O)C1=CC2=CC=C(O)C=C2OC1=O

References

General References
Not Available
PubChem Compound
5289613
PubChem Substance
46504817
ChemSpider
4451547
BindingDB
50095995
ChEMBL
CHEMBL155103
ZINC
ZINC000000057354
PDBe Ligand
YZ9
PDB Entries
1gcz

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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
PropertyValueSource
Water Solubility0.806 mg/mLALOGPS
logP2.34ALOGPS
logP1.8Chemaxon
logS-2.5ALOGPS
pKa (Strongest Acidic)7.67Chemaxon
pKa (Strongest Basic)-7Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area72.83 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity59.12 m3·mol-1Chemaxon
Polarizability22.59 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9659
Blood Brain Barrier+0.8243
Caco-2 permeable+0.7612
P-glycoprotein substrateSubstrate0.5776
P-glycoprotein inhibitor INon-inhibitor0.6124
P-glycoprotein inhibitor IINon-inhibitor0.6023
Renal organic cation transporterNon-inhibitor0.8572
CYP450 2C9 substrateNon-substrate0.7592
CYP450 2D6 substrateNon-substrate0.879
CYP450 3A4 substrateNon-substrate0.6558
CYP450 1A2 substrateInhibitor0.625
CYP450 2C9 inhibitorInhibitor0.8682
CYP450 2D6 inhibitorNon-inhibitor0.9705
CYP450 2C19 inhibitorInhibitor0.7745
CYP450 3A4 inhibitorNon-inhibitor0.9263
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.5888
Ames testNon AMES toxic0.5893
CarcinogenicityNon-carcinogens0.9064
BiodegradationReady biodegradable0.5988
Rat acute toxicity2.8256 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9187
hERG inhibition (predictor II)Non-inhibitor0.9177
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-002r-3920000000-911af564e40ee1a777aa
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0900000000-26d198d1371196082723
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03dr-0930000000-8bce90f171ea04f00aed
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-000i-0910000000-8c5820ba06140dace487
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03e9-0900000000-593de2cd0940ae7cf5c8
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00dj-0900000000-2bc46c798de238c79384
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0aou-1900000000-c9e89b4b56d220708386
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-159.745134
predicted
DarkChem Lite v0.1.0
[M-H]-145.60588
predicted
DeepCCS 1.0 (2019)
[M+H]+161.731434
predicted
DarkChem Lite v0.1.0
[M+H]+147.96391
predicted
DeepCCS 1.0 (2019)
[M+Na]+159.500334
predicted
DarkChem Lite v0.1.0
[M+Na]+154.7144
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Macrophage migration inhibitory factor
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Receptor binding
Specific Function
Pro-inflammatory cytokine. Involved in the innate immune response to bacterial pathogens. The expression of MIF at sites of inflammation suggests a role as mediator in regulating the function of ma...
Gene Name
MIF
Uniprot ID
P14174
Uniprot Name
Macrophage migration inhibitory factor
Molecular Weight
12476.19 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. 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]
  3. 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 13:45