2-Hydroxybenzalpyruvate
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Identification
- Generic Name
- 2-Hydroxybenzalpyruvate
- DrugBank Accession Number
- DB08636
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
- Weight
- Average: 192.1681
Monoisotopic: 192.042258744 - Chemical Formula
- C10H8O4
- Synonyms
- (3E)-4-(2-Hydroxyphenyl)-2-oxobut-3-enoate
- (3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoic acid
- 4-(2-Hydroxyphenyl)-2-oxo-3-butenoic acid
- ortho-Hydroxybenzalpyruvate
Pharmacology
- Indication
Not Available
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- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism U2-hydroxychromene-2-carboxylate isomerase Not Available Pseudomonas 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
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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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as hydroxycinnamic acids and derivatives. These are compounds containing an cinnamic acid (or a derivative thereof) where the benzene ring is hydroxylated.
- Kingdom
- Organic compounds
- Super Class
- Phenylpropanoids and polyketides
- Class
- Cinnamic acids and derivatives
- Sub Class
- Hydroxycinnamic acids and derivatives
- Direct Parent
- Hydroxycinnamic acids and derivatives
- Alternative Parents
- Styrenes / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Alpha-keto acids and derivatives / Enones / Alpha-hydroxy ketones / Acryloyl compounds / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides show 1 more
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Acryloyl-group / Alpha,beta-unsaturated ketone / Alpha-hydroxy ketone / Alpha-keto acid / Aromatic homomonocyclic compound / Benzenoid / Carbonyl group / Carboxylic acid show 13 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- 2-oxo monocarboxylic acid (CHEBI:59354)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 8WGN3TR2PL
- CAS number
- 90293-62-2
- InChI Key
- HMXOGGUFCBUALL-AATRIKPKSA-N
- InChI
- InChI=1S/C10H8O4/c11-8-4-2-1-3-7(8)5-6-9(12)10(13)14/h1-6,11H,(H,13,14)/b6-5+
- IUPAC Name
- (3E)-4-(2-hydroxyphenyl)-2-oxobut-3-enoic acid
- SMILES
- OC(=O)C(=O)\C=C\C1=CC=CC=C1O
References
- General References
- Not Available
- External Links
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 0.623 mg/mL ALOGPS logP 1.86 ALOGPS logP 2.12 Chemaxon logS -2.5 ALOGPS pKa (Strongest Acidic) 2.84 Chemaxon pKa (Strongest Basic) -6.4 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 3 Chemaxon Refractivity 50.39 m3·mol-1 Chemaxon Polarizability 18.3 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 + 0.9508 Blood Brain Barrier + 0.6423 Caco-2 permeable + 0.5212 P-glycoprotein substrate Non-substrate 0.677 P-glycoprotein inhibitor I Non-inhibitor 0.948 P-glycoprotein inhibitor II Non-inhibitor 0.9734 Renal organic cation transporter Non-inhibitor 0.9302 CYP450 2C9 substrate Non-substrate 0.7986 CYP450 2D6 substrate Non-substrate 0.9157 CYP450 3A4 substrate Non-substrate 0.7191 CYP450 1A2 substrate Non-inhibitor 0.9509 CYP450 2C9 inhibitor Non-inhibitor 0.7709 CYP450 2D6 inhibitor Non-inhibitor 0.9192 CYP450 2C19 inhibitor Non-inhibitor 0.8728 CYP450 3A4 inhibitor Non-inhibitor 0.935 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9354 Ames test Non AMES toxic 0.96 Carcinogenicity Non-carcinogens 0.8992 Biodegradation Ready biodegradable 0.7722 Rat acute toxicity 1.5021 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9738 hERG inhibition (predictor II) Non-inhibitor 0.9683
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS splash10-00kb-2900000000-4f71b197b19a3d594131 Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-00r7-0900000000-bfb7878efe7452567ff1 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-00kb-0900000000-4d18b5beb5865f3ce4af Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0f96-3900000000-44058d87aa33fb01f84a Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-0uyi-0900000000-b587496211e98914d37b Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-00kf-9500000000-b4b36347df23cfe8ea43 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0udr-9700000000-14570e140d10ea53f4ca Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 140.21626 predictedDeepCCS 1.0 (2019) [M+H]+ 142.61182 predictedDeepCCS 1.0 (2019) [M+Na]+ 148.78725 predictedDeepCCS 1.0 (2019)
Targets
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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
- 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 21:33 / Updated at December 11, 2021 01:26