Identification
- Generic Name
- Benzoylformic Acid
- DrugBank Accession Number
- DB02279
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Benzoylformic Acid (DB02279)
- Weight
- Average: 150.1314
Monoisotopic: 150.031694058 - Chemical Formula
- C8H6O3
- Synonyms
- Not Available
- External IDs
- NSC-28293
Pharmacology
- Indication
Not Available
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Not Available
- Mechanism of action
Target Actions Organism UHydroxyacid oxidase 1 Not Available Humans - 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
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Benzoyl derivatives
- Direct Parent
- Benzoyl derivatives
- Alternative Parents
- Aryl ketones / Alpha-keto acids and derivatives / Alpha-hydroxy ketones / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives
- Substituents
- Alpha-hydroxy ketone / Alpha-keto acid / Aromatic homomonocyclic compound / Aryl ketone / Benzoyl / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Keto acid
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- 2-oxo monocarboxylic acid (CHEBI:18280)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 2PZL5A0W0M
- CAS number
- 611-73-4
- InChI Key
- FAQJJMHZNSSFSM-UHFFFAOYSA-N
- InChI
- InChI=1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11)
- IUPAC Name
- 2-oxo-2-phenylacetic acid
- SMILES
- OC(=O)C(=O)C1=CC=CC=C1
References
- Synthesis Reference
Takao Mori, Masakatsu Furui, Katsuhiko Nakamichi, Eiji Takahashi, "Process for producing D-mandelic acid from benzoylformic acid." U.S. Patent US5441888, issued November, 1992.
US5441888- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0001587
- KEGG Compound
- C02137
- PubChem Compound
- 11915
- PubChem Substance
- 46505242
- ChemSpider
- 11421
- BindingDB
- 50102174
- ChEBI
- 18280
- ChEMBL
- CHEMBL950
- ZINC
- ZINC000001529359
- PDBe Ligand
- 173
- PDB Entries
- 1sze / 3sg0 / 4mnc / 4mni / 5zzz / 6a08 / 6a19 / 6a1m / 6a23 / 7qnu
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 66 °C PhysProp boiling point (°C) 163 °C at 1.50E+01 mm Hg PhysProp water solubility 9.2E+005 mg/L (at 0 °C) YALKOWSKY,SH & DANNENFELSER,RM (1992) - Predicted Properties
Property Value Source Water Solubility 2.42 mg/mL ALOGPS logP 1.16 ALOGPS logP 1.49 Chemaxon logS -1.8 ALOGPS pKa (Strongest Acidic) 2.69 Chemaxon pKa (Strongest Basic) -9.5 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 54.37 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 38.26 m3·mol-1 Chemaxon Polarizability 14.07 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9824 Blood Brain Barrier + 0.9357 Caco-2 permeable + 0.7437 P-glycoprotein substrate Non-substrate 0.8072 P-glycoprotein inhibitor I Non-inhibitor 0.9569 P-glycoprotein inhibitor II Non-inhibitor 0.9646 Renal organic cation transporter Non-inhibitor 0.919 CYP450 2C9 substrate Non-substrate 0.8309 CYP450 2D6 substrate Non-substrate 0.9566 CYP450 3A4 substrate Non-substrate 0.8133 CYP450 1A2 substrate Non-inhibitor 0.9534 CYP450 2C9 inhibitor Non-inhibitor 0.9737 CYP450 2D6 inhibitor Non-inhibitor 0.9571 CYP450 2C19 inhibitor Non-inhibitor 0.9834 CYP450 3A4 inhibitor Non-inhibitor 0.9862 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9872 Ames test Non AMES toxic 0.944 Carcinogenicity Non-carcinogens 0.704 Biodegradation Ready biodegradable 0.9242 Rat acute toxicity 1.7681 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9852 hERG inhibition (predictor II) Non-inhibitor 0.9806
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 132.6295814 predictedDarkChem Lite v0.1.0 [M-H]- 132.5693814 predictedDarkChem Lite v0.1.0 [M-H]- 132.3166814 predictedDarkChem Lite v0.1.0 [M-H]- 129.17995 predictedDeepCCS 1.0 (2019) [M+H]+ 133.6185814 predictedDarkChem Lite v0.1.0 [M+H]+ 132.9059814 predictedDarkChem Lite v0.1.0 [M+H]+ 132.6863814 predictedDarkChem Lite v0.1.0 [M+H]+ 132.01138 predictedDeepCCS 1.0 (2019) [M+Na]+ 132.4033814 predictedDarkChem Lite v0.1.0 [M+Na]+ 132.4108814 predictedDarkChem Lite v0.1.0 [M+Na]+ 132.4258814 predictedDarkChem Lite v0.1.0 [M+Na]+ 140.76535 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Very-long-chain-(s)-2-hydroxy-acid oxidase activity
- Specific Function
- Has 2-hydroxyacid oxidase activity. Most active on the 2-carbon substrate glycolate, but is also active on 2-hydroxy fatty acids, with high activity towards 2-hydroxy palmitate and 2-hydroxy octano...
- Gene Name
- HAO1
- Uniprot ID
- Q9UJM8
- Uniprot Name
- Hydroxyacid oxidase 1
- Molecular Weight
- 40923.945 Da
References
- Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
- 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. [Article]
- 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 June 13, 2005 13:24 / Updated at July 02, 2020 13:14