Identification
Name7-Hydroxy-2-Oxo-Chromene-3-Carboxylic Acid Ethyl Ester
Accession NumberDB02728  (EXPT03279)
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 234.2048
Monoisotopic: 234.05282343
Chemical FormulaC12H10O5
InChI KeyIETDBZQIWIJQJG-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
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Macrophage migration inhibitory factorProteinunknownNot AvailableHumanP14174 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot 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
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as 7-hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the C7 position the coumarin skeleton.
KingdomChemical entities
Super ClassOrganic compounds
ClassPhenylpropanoids and polyketides
Sub ClassCoumarins and derivatives
Direct Parent7-hydroxycoumarins
Alternative Parents1-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
Substituents7-hydroxycoumarin / Benzopyran / 1-benzopyran / 1-hydroxy-2-unsubstituted benzenoid / Pyranone / Pyran / Benzenoid / Heteroaromatic compound / Carboxylic acid ester / Lactone
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
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 macrophages in host defense. Counteracts the anti-inflammatory activity of glucocorticoids. Has phenylpyruvate tautomerase and dopachrome tautomerase activity (in vitro), but the physiological substrate...
Gene Name:
MIF
Uniprot ID:
P14174
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. [PubMed:17139284 ]
  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. [PubMed:17016423 ]
  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. [PubMed:10592235 ]
Drug created on June 13, 2005 07:24 / Updated on June 11, 2017 20:41