Identification
- Generic Name
- Glyoxylic acid
- DrugBank Accession Number
- DB04343
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Glyoxylic acid (DB04343)
- Weight
- Average: 74.0355
Monoisotopic: 74.00039393 - Chemical Formula
- C2H2O3
- 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 UMalate synthase G Not Available Escherichia coli (strain K12) UIsocitrate lyase Not Available Mycobacterium tuberculosis UMalate synthase G Not Available Mycobacterium tuberculosis UPutative regulator of ribonuclease activity Not Available Mycobacterium tuberculosis - 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 Glycine and Serine Metabolism Metabolic Non-Ketotic Hyperglycinemia Disease Sarcosinemia Disease Lactic Acidemia Disease Primary Hyperoxaluria Type I Disease Alanine Metabolism Metabolic Dihydropyrimidine Dehydrogenase Deficiency (DHPD) Disease Dimethylglycine Dehydrogenase Deficiency Disease Pyruvate Carboxylase Deficiency Disease Dimethylglycine Dehydrogenase Deficiency Disease Hyperglycinemia, Non-Ketotic Disease 3-Phosphoglycerate Dehydrogenase Deficiency 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 carboxylic acids. These are compounds containing a carboxylic acid group with the formula -C(=O)OH.
- Kingdom
- Organic compounds
- Super Class
- Organic acids and derivatives
- Class
- Carboxylic acids and derivatives
- Sub Class
- Carboxylic acids
- Direct Parent
- Carboxylic acids
- Alternative Parents
- Monocarboxylic acids and derivatives / Short-chain aldehydes / Organic oxides / Hydrocarbon derivatives
- Substituents
- Aldehyde / Aliphatic acyclic compound / Carbonyl group / Carboxylic acid / Hydrocarbon derivative / Monocarboxylic acid or derivatives / Organic oxide / Organic oxygen compound / Organooxygen compound / Short-chain aldehyde
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- 2-oxo monocarboxylic acid, aldehydic acid (CHEBI:16891)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- JQ39C92HH6
- CAS number
- 298-12-4
- InChI Key
- HHLFWLYXYJOTON-UHFFFAOYSA-N
- InChI
- InChI=1S/C2H2O3/c3-1-2(4)5/h1H,(H,4,5)
- IUPAC Name
- 2-oxoacetic acid
- SMILES
- OC(=O)C=O
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000119
- KEGG Compound
- C00048
- PubChem Compound
- 760
- PubChem Substance
- 46507705
- ChemSpider
- 740
- BindingDB
- 19472
- ChEBI
- 16891
- ChEMBL
- CHEMBL1162545
- ZINC
- ZINC000004658554
- PDBe Ligand
- GLV
- Wikipedia
- Glyoxylic_acid
- PDB Entries
- 1d8c / 1f8i / 1n8i / 1n8w / 1nxj / 1yqc / 2bkw / 2et1 / 2ete / 2hcj … show 24 more
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) 98 °C PhysProp pKa 3.3 (at 25 °C) DEAN,JA (1985) - Predicted Properties
Property Value Source Water Solubility 224.0 mg/mL ALOGPS logP -0.59 ALOGPS logP -0.13 Chemaxon logS 0.48 ALOGPS pKa (Strongest Acidic) 2.61 Chemaxon pKa (Strongest Basic) -9.2 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 1 Chemaxon Refractivity 13.5 m3·mol-1 Chemaxon Polarizability 5.35 Å3 Chemaxon Number of Rings 0 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 + 0.9438 Blood Brain Barrier + 0.9511 Caco-2 permeable - 0.6479 P-glycoprotein substrate Non-substrate 0.8635 P-glycoprotein inhibitor I Non-inhibitor 0.9774 P-glycoprotein inhibitor II Non-inhibitor 0.9786 Renal organic cation transporter Non-inhibitor 0.9556 CYP450 2C9 substrate Non-substrate 0.8352 CYP450 2D6 substrate Non-substrate 0.9403 CYP450 3A4 substrate Non-substrate 0.8286 CYP450 1A2 substrate Non-inhibitor 0.9697 CYP450 2C9 inhibitor Non-inhibitor 0.9683 CYP450 2D6 inhibitor Non-inhibitor 0.9619 CYP450 2C19 inhibitor Non-inhibitor 0.9881 CYP450 3A4 inhibitor Non-inhibitor 0.9892 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9961 Ames test Non AMES toxic 0.7673 Carcinogenicity Carcinogens 0.5 Biodegradation Ready biodegradable 0.8937 Rat acute toxicity 1.5816 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9925 hERG inhibition (predictor II) Non-inhibitor 0.9874
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 100.6470267 predictedDarkChem Lite v0.1.0 [M-H]- 100.5740267 predictedDarkChem Lite v0.1.0 [M-H]- 100.6303267 predictedDarkChem Lite v0.1.0 [M-H]- 117.38455 predictedDeepCCS 1.0 (2019) [M+H]+ 100.6807267 predictedDarkChem Lite v0.1.0 [M+H]+ 101.4698267 predictedDarkChem Lite v0.1.0 [M+H]+ 100.9510267 predictedDarkChem Lite v0.1.0 [M+H]+ 119.281845 predictedDeepCCS 1.0 (2019) [M+Na]+ 100.6029267 predictedDarkChem Lite v0.1.0 [M+Na]+ 100.7048267 predictedDarkChem Lite v0.1.0 [M+Na]+ 100.5941267 predictedDarkChem Lite v0.1.0 [M+Na]+ 127.44621 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Metal ion binding
- Specific Function
- Involved in the glycolate utilization. Catalyzes the condensation and subsequent hydrolysis of acetyl-coenzyme A (acetyl-CoA) and glyoxylate to form malate and CoA.
- Gene Name
- glcB
- Uniprot ID
- P37330
- Uniprot Name
- Malate synthase G
- Molecular Weight
- 80487.88 Da
References
- Kind
- Protein
- Organism
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- General Function
- Involved in the persistence and virulence of M.tuberculosis. Catalyzes the reversible formation of succinate and glyoxylate from isocitrate, a key step of the glyoxylate cycle, which operates as an anaplerotic route for replenishing the tricarboxylic acid cycle during growth on fatty acid substrates (PubMed:10932251, PubMed:10963599, PubMed:18275086, PubMed:24354272). It could also catalyze the formation of pyruvate and succinate from 2-methylisocitrate, a key step in the methylcitrate cycle (propionate degradation route) (By similarity).
- Specific Function
- Isocitrate lyase activity
- Gene Name
- icl
- Uniprot ID
- P9WKK7
- Uniprot Name
- Isocitrate lyase
- Molecular Weight
- 47086.255 Da
References
- Kind
- Protein
- Organism
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- General Function
- Involved in the glycolate utilization. Catalyzes the condensation and subsequent hydrolysis of acetyl-coenzyme A (acetyl-CoA) and glyoxylate to form malate and CoA.
- Specific Function
- Coenzyme binding
- Gene Name
- glcB
- Uniprot ID
- P9WK17
- Uniprot Name
- Malate synthase G
- Molecular Weight
- 80402.24 Da
References
- Kind
- Protein
- Organism
- Mycobacterium tuberculosis
- Pharmacological action
- Unknown
- General Function
- Catalyzes the aldol cleavage of 4-hydroxy-4-methyl-2-oxoglutarate (HMG) into 2 molecules of pyruvate. Also contains a secondary oxaloacetate (OAA) decarboxylase activity due to the common pyruvate enolate transition state formed following C-C bond cleavage in the retro-aldol and decarboxylation reactions (By similarity).
- Specific Function
- 4-hydroxy-4-methyl-2-oxoglutarate aldolase activity
- Gene Name
- rraA
- Uniprot ID
- P9WGY3
- Uniprot Name
- Putative 4-hydroxy-4-methyl-2-oxoglutarate aldolase
- Molecular Weight
- 16235.24 Da
References
Transporters
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Substrate
- General Function
- Symporter activity
- Specific Function
- Proton-linked monocarboxylate transporter. Catalyzes the rapid transport across the plasma membrane of many monocarboxylates such as lactate, pyruvate, branched-chain oxo acids derived from leucine...
- Gene Name
- SLC16A3
- Uniprot ID
- O15427
- Uniprot Name
- Monocarboxylate transporter 4
- Molecular Weight
- 49468.9 Da
References
- Manning Fox JE, Meredith D, Halestrap AP: Characterisation of human monocarboxylate transporter 4 substantiates its role in lactic acid efflux from skeletal muscle. J Physiol. 2000 Dec 1;529 Pt 2:285-93. [Article]
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52