Identification
- Generic Name
- 4-Hydroxyphenylpyruvic acid
- DrugBank Accession Number
- DB07718
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 4-Hydroxyphenylpyruvic acid (DB07718)
- Weight
- Average: 180.1574
Monoisotopic: 180.042258744 - Chemical Formula
- C9H8O4
- Synonyms
- (4-hydroxyphenyl)pyruvic acid
- (p-hydroxyphenyl)pyruvic acid
- p-Hydroxyphenylpyruvic acid
- External IDs
- NSC-100738
- NSC-666757
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
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UProthrombin Not Available Humans UMacrophage migration inhibitory factor Not Available Humans UPrephenate dehydrogenase Not Available Aquifex aeolicus (strain VF5) - 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
Pathway Category Phenylketonuria Disease Tyrosine Metabolism Metabolic Tyrosinemia Type I Disease Tyrosinemia Type 3 (TYRO3) Disease Disulfiram Action Pathway Drug action Phenylalanine and Tyrosine Metabolism Metabolic Alkaptonuria Disease Hawkinsinuria Disease Tyrosinemia Type 2 (or Richner-Hanhart Syndrome) Disease Tyrosinemia, Transient, of the Newborn Disease Dopamine beta-Hydroxylase Deficiency Disease Monoamine Oxidase-A Deficiency (MAO-A) Disease - 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 phenylpyruvic acid derivatives. These are compounds containing a phenylpyruvic acid moiety, which consists of a phenyl group substituted at the second position by an pyruvic acid.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Phenylpyruvic acid derivatives
- Direct Parent
- Phenylpyruvic acid derivatives
- Alternative Parents
- Phenylpropanoic acids / 1-hydroxy-2-unsubstituted benzenoids / Alpha-keto acids and derivatives / Alpha-hydroxy ketones / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 3-phenylpropanoic-acid / Alpha-hydroxy ketone / Alpha-keto acid / Aromatic homomonocyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Keto acid
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- phenols, oxo carboxylic acid (CHEBI:15999)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 0YP1694WNQ
- CAS number
- 156-39-8
- InChI Key
- KKADPXVIOXHVKN-UHFFFAOYSA-N
- InChI
- InChI=1S/C9H8O4/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,10H,5H2,(H,12,13)
- IUPAC Name
- 3-(4-hydroxyphenyl)-2-oxopropanoic acid
- SMILES
- OC(=O)C(=O)CC1=CC=C(O)C=C1
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000707
- KEGG Compound
- C01179
- PubChem Compound
- 979
- PubChem Substance
- 99444189
- ChemSpider
- 954
- ChEBI
- 15999
- ChEMBL
- CHEMBL607712
- ZINC
- ZINC000000895711
- PDBe Ligand
- ENO
- Wikipedia
- 4-Hydroxyphenylpyruvic_acid
- PDB Entries
- 1ca7 / 3gac / 3ggo / 3tx6 / 3uk0 / 3ukj / 4eyq / 4jb0 / 4kig / 5zbf … show 1 more
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count
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 1.49 mg/mL ALOGPS logP 1.12 ALOGPS logP 1.6 Chemaxon logS -2.1 ALOGPS pKa (Strongest Acidic) 2.91 Chemaxon pKa (Strongest Basic) -6 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 44.69 m3·mol-1 Chemaxon Polarizability 16.75 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 + 0.8829 Blood Brain Barrier + 0.6663 Caco-2 permeable - 0.6945 P-glycoprotein substrate Non-substrate 0.7002 P-glycoprotein inhibitor I Non-inhibitor 0.961 P-glycoprotein inhibitor II Non-inhibitor 0.9607 Renal organic cation transporter Non-inhibitor 0.9201 CYP450 2C9 substrate Non-substrate 0.8473 CYP450 2D6 substrate Non-substrate 0.9196 CYP450 3A4 substrate Non-substrate 0.7244 CYP450 1A2 substrate Non-inhibitor 0.9836 CYP450 2C9 inhibitor Non-inhibitor 0.9768 CYP450 2D6 inhibitor Non-inhibitor 0.9701 CYP450 2C19 inhibitor Non-inhibitor 0.9761 CYP450 3A4 inhibitor Non-inhibitor 0.965 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9844 Ames test Non AMES toxic 0.896 Carcinogenicity Non-carcinogens 0.9065 Biodegradation Ready biodegradable 0.8661 Rat acute toxicity 1.7101 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9655 hERG inhibition (predictor II) Non-inhibitor 0.9699
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 145.2842277 predictedDarkChem Lite v0.1.0 [M-H]- 142.2891902 predictedDarkChem Standard v0.1.0 [M-H]- 145.5274277 predictedDarkChem Lite v0.1.0 [M-H]- 145.7220277 predictedDarkChem Lite v0.1.0 [M-H]- 134.65358 predictedDeepCCS 1.0 (2019) [M+H]+ 148.5023277 predictedDarkChem Lite v0.1.0 [M+H]+ 146.9305277 predictedDarkChem Lite v0.1.0 [M+H]+ 146.5963277 predictedDarkChem Lite v0.1.0 [M+H]+ 146.5342277 predictedDarkChem Lite v0.1.0 [M+H]+ 137.04913 predictedDeepCCS 1.0 (2019) [M+Na]+ 146.1642277 predictedDarkChem Lite v0.1.0 [M+Na]+ 146.0345277 predictedDarkChem Lite v0.1.0 [M+Na]+ 146.1695277 predictedDarkChem Lite v0.1.0 [M+Na]+ 145.9266277 predictedDarkChem Lite v0.1.0 [M+Na]+ 144.47086 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Thrombospondin receptor activity
- Specific Function
- Thrombin, which cleaves bonds after Arg and Lys, converts fibrinogen to fibrin and activates factors V, VII, VIII, XIII, and, in complex with thrombomodulin, protein C. Functions in blood homeostas...
- Gene Name
- F2
- Uniprot ID
- P00734
- Uniprot Name
- Prothrombin
- Molecular Weight
- 70036.295 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]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Receptor binding
- Specific Function
- Pro-inflammatory cytokine. Involved in the innate immune response to bacterial pathogens. The expression of MIF at sites of inflammation suggests a role as mediator in regulating the function of ma...
- Gene Name
- MIF
- Uniprot ID
- P14174
- Uniprot Name
- Macrophage migration inhibitory factor
- Molecular Weight
- 12476.19 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]
- Kind
- Protein
- Organism
- Aquifex aeolicus (strain VF5)
- Pharmacological action
- Unknown
- General Function
- Prephenate dehydrogenase activity
- Specific Function
- Not Available
- Gene Name
- tyrA
- Uniprot ID
- O67636
- Uniprot Name
- Prephenate dehydrogenase
- Molecular Weight
- 34849.26 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 21:25 / Updated at June 12, 2020 16:52