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Identification
NameOxalic Acid
Accession NumberDB03902  (DB02737, EXPT02457)
Typesmall molecule
Groupsexperimental
Description

A strong dicarboxylic acid occurring in many plants and vegetables. It is produced in the body by metabolism of glyoxylic acid or ascorbic acid. It is not metabolized but excreted in the urine. It is used as an analytical reagent and general reducing agent. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number144-62-7
WeightAverage: 90.0349
Monoisotopic: 89.995308552
Chemical FormulaC2H2O4
InChI KeyInChIKey=MUBZPKHOEPUJKR-UHFFFAOYSA-N
InChI
InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)
IUPAC Name
oxalic acid
SMILES
OC(=O)C(O)=O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganic Acids and Derivatives
ClassCarboxylic Acids and Derivatives
SubclassDicarboxylic Acids and Derivatives
Direct parentDicarboxylic Acids and Derivatives
Alternative parentsPolyamines; Enolates; Carboxylic Acids
Substituentsenolate; polyamine; carboxylic acid
Classification descriptionThis compound belongs to the dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.5405
Blood Brain Barrier + 0.8251
Caco-2 permeable - 0.881
P-glycoprotein substrate Non-substrate 0.782
P-glycoprotein inhibitor I Non-inhibitor 0.9872
P-glycoprotein inhibitor II Non-inhibitor 0.9886
Renal organic cation transporter Non-inhibitor 0.968
CYP450 2C9 substrate Non-substrate 0.8612
CYP450 2D6 substrate Non-substrate 0.9274
CYP450 3A4 substrate Non-substrate 0.8021
CYP450 1A2 substrate Non-inhibitor 0.9621
CYP450 2C9 substrate Non-inhibitor 0.9267
CYP450 2D6 substrate Non-inhibitor 0.9593
CYP450 2C19 substrate Non-inhibitor 0.9828
CYP450 3A4 substrate Non-inhibitor 0.9751
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9962
Ames test Non AMES toxic 0.9132
Carcinogenicity Non-carcinogens 0.6444
Biodegradation Ready biodegradable 0.8559
Rat acute toxicity 1.1107 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9936
hERG inhibition (predictor II) Non-inhibitor 0.9809
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point189.5 dec °CPhysProp
water solubility2.2E+005 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logS0.38ADME Research, USCD
Predicted Properties
PropertyValueSource
water solubility6.57e+01 g/lALOGPS
logP-0.51ALOGPS
logP-0.26ChemAxon
logS-0.14ALOGPS
pKa (strongest acidic)1.36ChemAxon
physiological charge-2ChemAxon
hydrogen acceptor count4ChemAxon
hydrogen donor count2ChemAxon
polar surface area74.6ChemAxon
rotatable bond count1ChemAxon
refractivity14.44ChemAxon
polarizability6.23ChemAxon
number of rings0ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
Spectra
References
Synthesis Reference

Giuseppe Messina, Giovanni M. Sechi, Loreno Lorenzoni, Giovanni Chessa, “Method of preparation of oxalic acid esters and amides.” U.S. Patent US4981963, issued July, 1971.

US4981963
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC00209
PubChem Compound971
PubChem Substance46507830
ChEBI16995
ChEMBL
HETOXD
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. Proto-oncogene tyrosine-protein kinase Src

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Proto-oncogene tyrosine-protein kinase Src P12931 Details

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. Pubmed
  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. Pubmed
  3. 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. Pubmed

1. Solute carrier organic anion transporter family member 2B1

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: inhibitor

Components

Name UniProt ID Details
Solute carrier organic anion transporter family member 2B1 O94956 Details

References:

  1. Kobayashi D, Nozawa T, Imai K, Nezu J, Tsuji A, Tamai I: Involvement of human organic anion transporting polypeptide OATP-B (SLC21A9) in pH-dependent transport across intestinal apical membrane. J Pharmacol Exp Ther. 2003 Aug;306(2):703-8. Epub 2003 Apr 30. Pubmed

2. Solute carrier family 22 member 8

Kind: protein

Organism: Human

Pharmacological action: unknown

Actions: substrate

Components

Name UniProt ID Details
Solute carrier family 22 member 8 Q8TCC7 Details

References:

  1. Race JE, Grassl SM, Williams WJ, Holtzman EJ: Molecular cloning and characterization of two novel human renal organic anion transporters (hOAT1 and hOAT3). Biochem Biophys Res Commun. 1999 Feb 16;255(2):508-14. Pubmed

Comments
Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:23