4-(2-METHOXYPHENYL)-2-OXOBUT-3-ENOIC ACID

Identification

Generic Name
4-(2-METHOXYPHENYL)-2-OXOBUT-3-ENOIC ACID
DrugBank Accession Number
DB08637
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
Thumb
Weight
Average: 206.1947
Monoisotopic: 206.057908808
Chemical Formula
C11H10O4
Synonyms
Not Available

Pharmacology

Indication

Not Available

Pharmacology
Reduce drug development failure rates
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Contraindications & Blackbox Warnings
Contraindications
Avoid life-threatening adverse drug events
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Avoid life-threatening adverse drug events & improve clinical decision support.
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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
U2-hydroxychromene-2-carboxylate isomeraseNot AvailablePseudomonas putida
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
Adverseeffects
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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
Classification
Not classified
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
Not Available
InChI Key
QGTBUESLYPYXRT-SREVYHEPSA-N
InChI
InChI=1S/C11H10O4/c1-15-10-5-3-2-4-8(10)6-7-9(12)11(13)14/h2-7H,1H3,(H,13,14)/b7-6-
IUPAC Name
(3Z)-4-(2-methoxyphenyl)-2-oxobut-3-enoic acid
SMILES
[H]\C(=C(/[H])C1=CC=CC=C1OC)C(=O)C(O)=O

References

General References
Not Available
PubChem Compound
131704311
PubChem Substance
99445108
ChemSpider
26329127
ZINC
ZINC000053683259
PDBe Ligand
TOM
PDB Entries
2imf

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 Solubility0.284 mg/mLALOGPS
logP1.88ALOGPS
logP2.27ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)3.03ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity54.87 m3·mol-1ChemAxon
Polarizability19.98 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9568
Blood Brain Barrier+0.7654
Caco-2 permeable+0.5707
P-glycoprotein substrateNon-substrate0.6335
P-glycoprotein inhibitor INon-inhibitor0.8061
P-glycoprotein inhibitor IINon-inhibitor0.8405
Renal organic cation transporterNon-inhibitor0.9119
CYP450 2C9 substrateNon-substrate0.7301
CYP450 2D6 substrateNon-substrate0.896
CYP450 3A4 substrateNon-substrate0.6416
CYP450 1A2 substrateNon-inhibitor0.7932
CYP450 2C9 inhibitorNon-inhibitor0.8167
CYP450 2D6 inhibitorNon-inhibitor0.9409
CYP450 2C19 inhibitorNon-inhibitor0.8555
CYP450 3A4 inhibitorNon-inhibitor0.9341
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9258
Ames testNon AMES toxic0.9097
CarcinogenicityNon-carcinogens0.898
BiodegradationReady biodegradable0.8687
Rat acute toxicity1.7217 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9652
hERG inhibition (predictor II)Non-inhibitor0.9704
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-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Targets

Drugtargets2
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Kind
Protein
Organism
Pseudomonas putida
Pharmacological action
Unknown
General Function
Protein disulfide oxidoreductase activity
Specific Function
Involved in the naphthalene catabolic pathway. Catalyzes the reversible glutathione-dependent isomerization of 2-hydroxychromene-2-carboxylate (HCCA) to trans-O-hydroxybenzylidenepyruvate (THBPA).
Gene Name
nahD
Uniprot ID
Q51948
Uniprot Name
2-hydroxychromene-2-carboxylate isomerase
Molecular Weight
23061.0 Da
References
  1. 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 on September 15, 2010 21:33 / Updated on June 12, 2020 16:52