Identification
- Generic Name
- (2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
- DrugBank Accession Number
- DB07516
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for (2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid (DB07516)
- Weight
- Average: 252.65
Monoisotopic: 252.018936483 - Chemical Formula
- C12H9ClO4
- Synonyms
- Not Available
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
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Not Available
- Mechanism of action
Target Actions Organism U2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate hydrolase Not Available Burkholderia xenovorans (strain LB400) - 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 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 / Halogenated fatty acids / Unsaturated fatty acids / Vinylogous halides / Enones / Acryloyl compounds / Vinyl chlorides / Monocarboxylic acids and derivatives show 5 more
- Substituents
- Acryloyl-group / Alpha,beta-unsaturated ketone / Aromatic homomonocyclic compound / Aryl ketone / Benzenoid / Benzoyl / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Chloroalkene show 19 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- Not Available
- CAS number
- Not Available
- InChI Key
- IBJDCVXDXGFGIO-FKTQTOOFSA-N
- InChI
- InChI=1S/C12H9ClO4/c13-9(11(15)12(16)17)6-7-10(14)8-4-2-1-3-5-8/h1-7,15H,(H,16,17)/b7-6+,11-9-
- IUPAC Name
- (2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
- SMILES
- OC(=O)C(\O)=C(\Cl)/C=C/C(=O)C1=CC=CC=C1
References
- General References
- Not Available
- External Links
- PubChem Compound
- 17749729
- PubChem Substance
- 99443987
- ChemSpider
- 22376702
- ZINC
- ZINC000100035584
- PDBe Ligand
- C1E
- PDB Entries
- 2rht / 4lxh
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 0.0692 mg/mL ALOGPS logP 2.1 ALOGPS logP 1.96 Chemaxon logS -3.6 ALOGPS pKa (Strongest Acidic) 3.05 Chemaxon pKa (Strongest Basic) -6.8 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 74.6 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 65.43 m3·mol-1 Chemaxon Polarizability 23.75 Å3 Chemaxon Number of Rings 1 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 + 0.9401 Blood Brain Barrier + 0.7917 Caco-2 permeable - 0.531 P-glycoprotein substrate Non-substrate 0.6893 P-glycoprotein inhibitor I Non-inhibitor 0.9672 P-glycoprotein inhibitor II Non-inhibitor 0.987 Renal organic cation transporter Non-inhibitor 0.939 CYP450 2C9 substrate Non-substrate 0.8398 CYP450 2D6 substrate Non-substrate 0.9304 CYP450 3A4 substrate Non-substrate 0.697 CYP450 1A2 substrate Non-inhibitor 0.5902 CYP450 2C9 inhibitor Non-inhibitor 0.835 CYP450 2D6 inhibitor Non-inhibitor 0.8967 CYP450 2C19 inhibitor Non-inhibitor 0.8319 CYP450 3A4 inhibitor Non-inhibitor 0.8998 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9598 Ames test Non AMES toxic 0.5935 Carcinogenicity Non-carcinogens 0.7144 Biodegradation Not ready biodegradable 0.599 Rat acute toxicity 1.8849 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9833 hERG inhibition (predictor II) Non-inhibitor 0.9536
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
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- Kind
- Protein
- Organism
- Burkholderia xenovorans (strain LB400)
- Pharmacological action
- Unknown
- General Function
- 2-hydroxy-6-oxonona-2,4-dienedioate hydrolase activity
- Specific Function
- Catalyzes an unusual C-C bond hydrolysis of 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid (HOPDA) to produce benzoic acid and 2-hydroxy-2,4-pentadienoic acid (HPD).
- Gene Name
- bphD
- Uniprot ID
- P47229
- Uniprot Name
- 2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoate hydrolase
- Molecular Weight
- 32029.435 Da
References
- 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 21:23 / Updated at June 12, 2020 16:52