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Identification
NameP-Hydroxybenzoic Acid
Accession NumberDB04242  (EXPT02580)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 138.1207
Monoisotopic: 138.031694058
Chemical FormulaC7H6O3
InChI KeyFJKROLUGYXJWQN-UHFFFAOYSA-N
InChI
InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)
IUPAC Name
4-hydroxybenzoic acid
SMILES
OC(=O)C1=CC=C(O)C=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassBenzoic Acid and Derivatives
Direct parentHydroxybenzoic Acid Derivatives
Alternative parentsBenzoic Acids; Benzoyl Derivatives; Phenols and Derivatives; Enolates; Carboxylic Acids; Enols; Polyamines
Substituentsbenzoyl; phenol derivative; 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 + 0.9872
Blood Brain Barrier + 0.532
Caco-2 permeable + 0.8937
P-glycoprotein substrate Non-substrate 0.7493
P-glycoprotein inhibitor I Non-inhibitor 0.989
P-glycoprotein inhibitor II Non-inhibitor 0.9927
Renal organic cation transporter Non-inhibitor 0.9078
CYP450 2C9 substrate Non-substrate 0.8115
CYP450 2D6 substrate Non-substrate 0.9377
CYP450 3A4 substrate Non-substrate 0.7652
CYP450 1A2 substrate Non-inhibitor 0.9752
CYP450 2C9 substrate Non-inhibitor 0.9697
CYP450 2D6 substrate Non-inhibitor 0.9827
CYP450 2C19 substrate Non-inhibitor 0.9651
CYP450 3A4 substrate Non-inhibitor 0.9493
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9554
Ames test Non AMES toxic 0.9826
Carcinogenicity Non-carcinogens 0.8226
Biodegradation Ready biodegradable 0.8413
Rat acute toxicity 1.3983 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9617
hERG inhibition (predictor II) Non-inhibitor 0.9771
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.19e+01 g/lALOGPS
logP1.58ALOGPS
logP1.33ChemAxon
logS-1.1ALOGPS
pKa (strongest acidic)4.38ChemAxon
pKa (strongest basic)-6.1ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count3ChemAxon
hydrogen donor count2ChemAxon
polar surface area57.53ChemAxon
rotatable bond count1ChemAxon
refractivity35.3ChemAxon
polarizability12.94ChemAxon
number of rings1ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraGC-MSMS/MSLC-MS1D NMR2D NMR
References
Synthesis Reference

Kristi A. Fjare, “Process for preparation of p-hydroxybenzoic acid from p-methoxytoluene.” U.S. Patent US4740614, issued August, 1960.

US4740614
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound135
PubChem Substance46504662
BindingDB26194
ChEBI30763
ChEMBL
HETPHB
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. 4-hydroxybenzoyl-CoA thioesterase

Kind: protein

Organism: Arthrobacter sp.

Pharmacological action: unknown

Components

Name UniProt ID Details
4-hydroxybenzoyl-CoA thioesterase Q04416 Details

2. 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

3. Chorismate--pyruvate lyase

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
Chorismate--pyruvate lyase P26602 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

4. 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 17:23