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Identification
Name2,4-Dihydroxybenzoic Acid
Accession NumberDB02839  (EXPT01241)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number89-86-1
WeightAverage: 154.1201
Monoisotopic: 154.02660868
Chemical FormulaC7H6O4
InChI KeyUIAFKZKHHVMJGS-UHFFFAOYSA-N
InChI
InChI=1S/C7H6O4/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,8-9H,(H,10,11)
IUPAC Name
2,4-dihydroxybenzoic acid
SMILES
OC(=O)C1=CC=C(O)C=C1O
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassBenzoic Acid and Derivatives
Direct parentHydroxybenzoic Acid Derivatives
Alternative parentsSalicylic Acids; Benzoic Acids; Resorcinols; Benzoyl Derivatives; Polyols; Enolates; Carboxylic Acids; Polyamines; Enols
Substituentsbenzoyl; resorcinol; phenol derivative; polyol; enol; polyamine; carboxylic acid; carboxylic acid derivative; enolate
Classification descriptionThis compound belongs to the hydroxybenzoic acid derivatives. These are compounds containing an hydroxybenzoic acid (or a derivative), which is a benzene ring bearing a carboxylic acid.
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 + 0.9223
Blood Brain Barrier + 0.666
Caco-2 permeable + 0.7694
P-glycoprotein substrate Non-substrate 0.7212
P-glycoprotein inhibitor I Non-inhibitor 0.9848
P-glycoprotein inhibitor II Non-inhibitor 0.9937
Renal organic cation transporter Non-inhibitor 0.9221
CYP450 2C9 substrate Non-substrate 0.7994
CYP450 2D6 substrate Non-substrate 0.9202
CYP450 3A4 substrate Non-substrate 0.7442
CYP450 1A2 substrate Non-inhibitor 0.9258
CYP450 2C9 substrate Non-inhibitor 0.7325
CYP450 2D6 substrate Non-inhibitor 0.9698
CYP450 2C19 substrate Non-inhibitor 0.7879
CYP450 3A4 substrate Non-inhibitor 0.7558
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8568
Ames test Non AMES toxic 0.9896
Carcinogenicity Non-carcinogens 0.8818
Biodegradation Ready biodegradable 0.8945
Rat acute toxicity 2.1788 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9648
hERG inhibition (predictor II) Non-inhibitor 0.9776
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point226 dec °CPhysProp
water solubility5780 mg/L (at 25 °C)BEILSTEIN
logP1.63HANSCH,C ET AL. (1995)
pKa3.11 (at 25 °C)KORTUM,G ET AL (1961)
Predicted Properties
PropertyValueSource
water solubility1.24e+01 g/lALOGPS
logP1.23ALOGPS
logP1.67ChemAxon
logS-1.1ALOGPS
pKa (strongest acidic)3.1ChemAxon
pKa (strongest basic)-5.8ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count4ChemAxon
hydrogen donor count3ChemAxon
polar surface area77.76ChemAxon
rotatable bond count1ChemAxon
refractivity37.28ChemAxon
polarizability13.8ChemAxon
number of rings1ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Peter Neumann, Ulrich Eichenauer, “Preparation of 2,4-dihydroxybenzoic acid.” U.S. Patent US4996354, issued August, 1955.

US4996354
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound1491
PubChem Substance46506634
HETDOB
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. p-hydroxybenzoate hydroxylase

Kind: protein

Organism: Pseudomonas aeruginosa (strain ATCC 15692 / PAO1 / 1C / PRS 101 / LMG 12228)

Pharmacological action: unknown

Components

Name UniProt ID Details
p-hydroxybenzoate hydroxylase P20586 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. p-hydroxybenzoate hydroxylase

Kind: protein

Organism: Pseudomonas fluorescens

Pharmacological action: unknown

Components

Name UniProt ID Details
p-hydroxybenzoate hydroxylase P00438 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

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:19