Identification
- Generic Name
- Homogentisic acid
- DrugBank Accession Number
- DB08327
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Homogentisic acid (DB08327)
- Weight
- Average: 168.1467
Monoisotopic: 168.042258744 - Chemical Formula
- C8H8O4
- Synonyms
- 2,5-Dihydroxyphenylacetic acid
- Homogentisate acid
- Homogentisic acid
- Homogentisinic acid
- External IDs
- NSC-88940
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 UPenicillin G acylase Not Available Escherichia coli - 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
- 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 2(hydroxyphenyl)acetic acids. These are phenylacetic acids that carry a hydroxyl group at the 2-position.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Phenylacetic acids
- Direct Parent
- 2(hydroxyphenyl)acetic acids
- Alternative Parents
- Hydroquinones / 1-hydroxy-2-unsubstituted benzenoids / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 2(hydroxyphenyl)acetic acid / Aromatic homomonocyclic compound / Carbonyl group / Carboxylic acid / Carboxylic acid derivative / Hydrocarbon derivative / Hydroquinone / Monocarboxylic acid or derivatives / Organic oxide
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- hydroquinones, dihydroxyphenylacetic acid (CHEBI:44747)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- NP8UE6VF08
- CAS number
- 451-13-8
- InChI Key
- IGMNYECMUMZDDF-UHFFFAOYSA-N
- InChI
- InChI=1S/C8H8O4/c9-6-1-2-7(10)5(3-6)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)
- IUPAC Name
- 2-(2,5-dihydroxyphenyl)acetic acid
- SMILES
- OC(=O)CC1=CC(O)=CC=C1O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000130
- KEGG Compound
- C00544
- PubChem Compound
- 780
- PubChem Substance
- 99444798
- ChemSpider
- 759
- ChEBI
- 44747
- ZINC
- ZINC000000388428
- PDBe Ligand
- OMD
- Wikipedia
- Homogentisic_acid
- PDB Entries
- 1ajp / 3zds / 4aq6
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 8.1 mg/mL ALOGPS logP 0.81 ALOGPS logP 1 Chemaxon logS -1.3 ALOGPS pKa (Strongest Acidic) 3.57 Chemaxon pKa (Strongest Basic) -5.9 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 77.76 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 41.33 m3·mol-1 Chemaxon Polarizability 15.57 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 + 0.9141 Blood Brain Barrier + 0.5997 Caco-2 permeable - 0.6399 P-glycoprotein substrate Non-substrate 0.6367 P-glycoprotein inhibitor I Non-inhibitor 0.9789 P-glycoprotein inhibitor II Non-inhibitor 0.987 Renal organic cation transporter Non-inhibitor 0.9195 CYP450 2C9 substrate Non-substrate 0.7925 CYP450 2D6 substrate Non-substrate 0.8982 CYP450 3A4 substrate Non-substrate 0.6819 CYP450 1A2 substrate Non-inhibitor 0.966 CYP450 2C9 inhibitor Non-inhibitor 0.9533 CYP450 2D6 inhibitor Non-inhibitor 0.9609 CYP450 2C19 inhibitor Non-inhibitor 0.9432 CYP450 3A4 inhibitor Non-inhibitor 0.9404 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9381 Ames test Non AMES toxic 0.7106 Carcinogenicity Non-carcinogens 0.9224 Biodegradation Ready biodegradable 0.8543 Rat acute toxicity 2.5861 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9534 hERG inhibition (predictor II) Non-inhibitor 0.9597
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 138.3251895 predictedDarkChem Lite v0.1.0 [M-H]- 138.4780895 predictedDarkChem Lite v0.1.0 [M-H]- 138.4267895 predictedDarkChem Lite v0.1.0 [M-H]- 138.6279895 predictedDarkChem Lite v0.1.0 [M-H]- 132.53374 predictedDeepCCS 1.0 (2019) [M+H]+ 139.9349895 predictedDarkChem Lite v0.1.0 [M+H]+ 138.0711895 predictedDarkChem Lite v0.1.0 [M+H]+ 140.5212895 predictedDarkChem Lite v0.1.0 [M+H]+ 139.6627895 predictedDarkChem Lite v0.1.0 [M+H]+ 135.36377 predictedDeepCCS 1.0 (2019) [M+Na]+ 138.1480895 predictedDarkChem Lite v0.1.0 [M+Na]+ 137.9562895 predictedDarkChem Lite v0.1.0 [M+Na]+ 137.9440895 predictedDarkChem Lite v0.1.0 [M+Na]+ 138.0062895 predictedDarkChem Lite v0.1.0 [M+Na]+ 144.8812 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli
- Pharmacological action
- Unknown
- General Function
- Penicillin amidase activity
- Specific Function
- Not Available
- Gene Name
- pac
- Uniprot ID
- P06875
- Uniprot Name
- Penicillin G acylase
- Molecular Weight
- 94642.025 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 21:30 / Updated at June 12, 2020 16:52