NAV

Mesoxalic acid

Identification

Generic Name
Mesoxalic acid
DrugBank Accession Number
DB03589
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 118.045
Monoisotopic: 117.990223174
Chemical Formula
C3H2O5
Synonyms
  • alpha-Ketomalonic acid
  • Ketomalonic acid
  • Oxomalonic acid
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Pharmacology

Indication

Not Available

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Pharmacodynamics

Not Available

Mechanism of action
TargetActionsOrganism
UNAD-dependent malic enzyme, mitochondrialNot AvailableHumans
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 dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Dicarboxylic acids and derivatives
Direct Parent
Dicarboxylic acids and derivatives
Alternative Parents
Alpha-keto acids and derivatives / Alpha-hydroxy ketones / Carboxylic acids / Organic oxides / Hydrocarbon derivatives
Substituents
Aliphatic acyclic compound / Alpha-hydroxy ketone / Alpha-keto acid / Carbonyl group / Carboxylic acid / Dicarboxylic acid or derivatives / Hydrocarbon derivative / Keto acid / Ketone / Organic oxide
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
oxo dicarboxylic acid (CHEBI:30842)
Affected organisms
Not Available

Chemical Identifiers

UNII
62R514HE48
CAS number
473-90-5
InChI Key
XEEVLJKYYUVTRC-UHFFFAOYSA-N
InChI
InChI=1S/C3H2O5/c4-1(2(5)6)3(7)8/h(H,5,6)(H,7,8)
IUPAC Name
2-oxopropanedioic acid
SMILES
OC(=O)C(=O)C(O)=O

References

General References
Not Available
Human Metabolome Database
HMDB0031522
KEGG Compound
C00830
PubChem Compound
10132
PubChem Substance
46504627
ChemSpider
9727
ChEBI
30842
ZINC
ZINC000001532759
PDBe Ligand
MAK
Wikipedia
Mesoxalic_acid
PDB Entries
1efk / 2bex / 5mdh

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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
PropertyValueSource
Water Solubility14.5 mg/mLALOGPS
logP-0.43ALOGPS
logP0.025Chemaxon
logS-0.91ALOGPS
pKa (Strongest Acidic)1.56Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count5Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area91.67 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity19.78 m3·mol-1Chemaxon
Polarizability8.05 Å3Chemaxon
Number of Rings0Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.681
Blood Brain Barrier+0.8857
Caco-2 permeable-0.8045
P-glycoprotein substrateNon-substrate0.8014
P-glycoprotein inhibitor INon-inhibitor0.9733
P-glycoprotein inhibitor IINon-inhibitor0.9325
Renal organic cation transporterNon-inhibitor0.9549
CYP450 2C9 substrateNon-substrate0.8618
CYP450 2D6 substrateNon-substrate0.9228
CYP450 3A4 substrateNon-substrate0.7832
CYP450 1A2 substrateNon-inhibitor0.9553
CYP450 2C9 inhibitorNon-inhibitor0.93
CYP450 2D6 inhibitorNon-inhibitor0.9576
CYP450 2C19 inhibitorNon-inhibitor0.9676
CYP450 3A4 inhibitorNon-inhibitor0.9249
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9827
Ames testNon AMES toxic0.9196
CarcinogenicityNon-carcinogens0.6239
BiodegradationReady biodegradable0.9325
Rat acute toxicity1.5551 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.992
hERG inhibition (predictor II)Non-inhibitor0.9801
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-00dl-9200000000-7f3187d48fd7cdaaa7c4
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0zfu-9500000000-01d7b14718556d51dcd0
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-9000000000-b351c0552efba5551c16
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-052f-9000000000-eeef8085e9090e3f1150
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-9000000000-96a50c46cfcd58890494
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0007-9000000000-05e3024b3ecebddb1690
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-9000000000-7ff20fe9a956f90e5328
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-117.5998855
predicted
DarkChem Lite v0.1.0
[M-H]-117.1547855
predicted
DarkChem Lite v0.1.0
[M-H]-117.6560855
predicted
DarkChem Lite v0.1.0
[M-H]-119.589066
predicted
DeepCCS 1.0 (2019)
[M+H]+120.2280855
predicted
DarkChem Lite v0.1.0
[M+H]+118.2216855
predicted
DarkChem Lite v0.1.0
[M+H]+117.7431855
predicted
DarkChem Lite v0.1.0
[M+H]+122.39126
predicted
DeepCCS 1.0 (2019)
[M+Na]+117.5870855
predicted
DarkChem Lite v0.1.0
[M+Na]+117.3886855
predicted
DarkChem Lite v0.1.0
[M+Na]+117.5395855
predicted
DarkChem Lite v0.1.0
[M+Na]+130.82814
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. NAD-dependent malic enzyme, mitochondrial
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Oxaloacetate decarboxylase activity
Specific Function
Not Available
Gene Name
ME2
Uniprot ID
P23368
Uniprot Name
NAD-dependent malic enzyme, mitochondrial
Molecular Weight
65442.945 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [Article]
  2. 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]

Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52