Welcome to DrugBank 4.0! If you prefer, you can still go back to version 3.0.
Identification
NameMalonic acid
Accession NumberDB02175  (EXPT02179)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
Synonyms
SynonymLanguageCode
MalonateNot AvailableNot Available
Propanedioic acidNot AvailableNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number141-82-2
WeightAverage: 104.0615
Monoisotopic: 104.010958616
Chemical FormulaC3H4O4
InChI KeyInChIKey=OFOBLEOULBTSOW-UHFFFAOYSA-N
InChI
InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)
IUPAC Name
propanedioic acid
SMILES
OC(=O)CC(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
Pathways
PathwayCategorySMPDB ID
Fatty Acid BiosynthesisMetabolicSMP00456
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 0.519
Blood Brain Barrier + 0.8916
Caco-2 permeable - 0.6955
P-glycoprotein substrate Non-substrate 0.7759
P-glycoprotein inhibitor I Non-inhibitor 0.9816
P-glycoprotein inhibitor II Non-inhibitor 0.9822
Renal organic cation transporter Non-inhibitor 0.9644
CYP450 2C9 substrate Non-substrate 0.843
CYP450 2D6 substrate Non-substrate 0.9152
CYP450 3A4 substrate Non-substrate 0.8043
CYP450 1A2 substrate Non-inhibitor 0.9553
CYP450 2C9 substrate Non-inhibitor 0.9715
CYP450 2D6 substrate Non-inhibitor 0.9554
CYP450 2C19 substrate Non-inhibitor 0.973
CYP450 3A4 substrate Non-inhibitor 0.8814
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9905
Ames test Non AMES toxic 0.9393
Carcinogenicity Non-carcinogens 0.6247
Biodegradation Ready biodegradable 0.8663
Rat acute toxicity 1.8686 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9795
hERG inhibition (predictor II) Non-inhibitor 0.9857
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point135 dec °CPhysProp
water solubility7.63E+005 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP-0.81HANSCH,C ET AL. (1995)
pKa2.85 (at 25 °C)KORTUM,G ET AL (1961)
Predicted Properties
PropertyValueSource
water solubility1.97e+02 g/lALOGPS
logP-0.6ALOGPS
logP-0.33ChemAxon
logS0.28ALOGPS
pKa (strongest acidic)2.43ChemAxon
physiological charge-2ChemAxon
hydrogen acceptor count4ChemAxon
hydrogen donor count2ChemAxon
polar surface area74.6ChemAxon
rotatable bond count2ChemAxon
refractivity18.99ChemAxon
polarizability8.13ChemAxon
number of rings0ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
Spectra
References
Synthesis Reference

Michinori Kuraya, “Process for producing acrylic rubber by copolymerizing acrylic ester and malonic acid derivative having active methylene group.” U.S. Patent US4154914, issued June, 1963.

US4154914
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC00383
PubChem Compound867
PubChem Substance46504875
ChemSpider844
BindingDB14673
ChEBI30794
ChEMBL
HETMLA
WikipediaMalonic_acid
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. Sigma factor SigB regulation protein RsbQ

Kind: protein

Organism: Bacillus subtilis (strain 168)

Pharmacological action: unknown

Components

Name UniProt ID Details
Sigma factor SigB regulation protein RsbQ O07015 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

2. Aspartate 1-decarboxylase

Kind: protein

Organism: Shigella flexneri

Pharmacological action: unknown

Components

Name UniProt ID Details
Aspartate 1-decarboxylase P0A793 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. 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

4. Putative cytochrome P450

Kind: protein

Organism: Streptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145)

Pharmacological action: unknown

Components

Name UniProt ID Details
Putative cytochrome P450 Q9FCA6 Details

5. U1 small nuclear ribonucleoprotein A

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
U1 small nuclear ribonucleoprotein A P09012 Details

6. Malonamidase E2

Kind: protein

Organism: Bradyrhizobium japonicum

Pharmacological action: unknown

Components

Name UniProt ID Details
Malonamidase E2 Q9ZIV5 Details

7. Acetyl transferase

Kind: protein

Organism: Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)

Pharmacological action: unknown

Components

Name UniProt ID Details
Acetyl transferase Q8ZPC0 Details
Comments
Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:17