NAV

2-hydroxy-6-oxo-6-phenyl-2,4-hexadienoic acid

Identification

Generic Name
2-hydroxy-6-oxo-6-phenyl-2,4-hexadienoic acid
DrugBank Accession Number
DB07914
Background

Metabolic product of biphenyl; from Pseudomonas putida.

Type
Small Molecule
Groups
Experimental
Structure
Similar Structures
Weight
Average: 218.2054
Monoisotopic: 218.057908808
Chemical Formula
C12H10O4
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
UGlutathione S-transferaseNot AvailableBurkholderia xenovorans (strain LB400)
UCatechol 2,3-dioxygenaseNot AvailableRhodococcus sp. (strain RHA1)
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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Keto acids and derivatives
Sub Class
Medium-chain keto acids and derivatives
Direct Parent
Medium-chain keto acids and derivatives
Alternative Parents
Benzoyl derivatives / Aryl ketones / Hydroxy fatty acids / Unsaturated fatty acids / Enones / Acryloyl compounds / Monocarboxylic acids and derivatives / Enols / Carboxylic acids / Organic oxides
show 1 more
Substituents
Acryloyl-group / Alpha,beta-unsaturated ketone / Aromatic homomonocyclic compound / Aryl ketone / Benzenoid / Benzoyl / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Enol
show 12 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
Not Available
CAS number
50480-67-6
InChI Key
RDRDHXDYMGUCKE-KXBBGWRGSA-N
InChI
InChI=1S/C12H10O4/c13-10(9-5-2-1-3-6-9)7-4-8-11(14)12(15)16/h1-8,14H,(H,15,16)/b7-4+,11-8-
IUPAC Name
(2Z,4E)-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
SMILES
OC(=O)C(\O)=C\C=C\C(=O)C1=CC=CC=C1

References

General References
Not Available
PubChem Substance
99444385
ChemSpider
20126668
PDBe Ligand
HPX
PDB Entries
2dsa / 3lm4

Clinical Trials

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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 Solubility0.359 mg/mLALOGPS
logP1.63ALOGPS
logP1.72Chemaxon
logS-2.8ALOGPS
pKa (Strongest Acidic)3.25Chemaxon
pKa (Strongest Basic)-6.1Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area74.6 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity60.71 m3·mol-1Chemaxon
Polarizability21.85 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-0kmi-5930000000-3768455e82d1848e5092
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0aos-2920000000-d7fea4de108f0785fbe9
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0600-3900000000-361553a6cfc429f52187
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-1900000000-31ba791ce086449bc706
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0aor-3900000000-9ca6dd6b1346daa2161f
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0kdi-6900000000-42048d70bed0a71063d1
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0gdm-9500000000-91c3bb6c959d5b7a0667
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]-164.12424
predicted
DeepCCS 1.0 (2019)
[M+H]+166.53494
predicted
DeepCCS 1.0 (2019)
[M+Na]+173.69612
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. Glutathione S-transferase
Kind
Protein
Organism
Burkholderia xenovorans (strain LB400)
Pharmacological action
Unknown
General Function
Glutathione transferase activity
Specific Function
Not Available
Gene Name
bphK
Uniprot ID
Q59721
Uniprot Name
Glutathione S-transferase
Molecular Weight
22391.14 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]
Details2. Catechol 2,3-dioxygenase
Kind
Protein
Organism
Rhodococcus sp. (strain RHA1)
Pharmacological action
Unknown
General Function
Metal ion binding
Specific Function
Not Available
Gene Name
Not Available
Uniprot ID
Q0S9X1
Uniprot Name
Catechol 2,3-dioxygenase
Molecular Weight
40178.595 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 at September 15, 2010 21:26 / Updated at June 12, 2020 16:52