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Identification
NameBenzoic Acid
Accession NumberDB03793  (EXPT00675)
Typesmall molecule
Groupsexperimental
Description

A fungistatic compound that is widely used as a food preservative. It is conjugated to GLYCINE in the liver and excreted as hippuric acid. [PubChem]

Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number65-85-0
WeightAverage: 122.1213
Monoisotopic: 122.036779436
Chemical FormulaC7H6O2
InChI KeyInChIKey=WPYMKLBDIGXBTP-UHFFFAOYSA-N
InChI
InChI=1S/C7H6O2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H,8,9)
IUPAC Name
benzoic acid
SMILES
OC(=O)C1=CC=CC=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassBenzenoids
ClassBenzene and Substituted Derivatives
SubclassBenzoic Acid and Derivatives
Direct parentBenzoic Acids
Alternative parentsBenzoyl Derivatives; Enolates; Carboxylic Acids; Polyamines
Substituentsbenzoyl; carboxylic acid; polyamine; carboxylic acid derivative; enolate
Classification descriptionThis compound belongs to the benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
SubstrateEnzymesProduct
Benzoic Acid
    Benzoyl glucuronide (Benzoic acid)Details
    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 + 0.9886
    Blood Brain Barrier + 0.9557
    Caco-2 permeable + 0.9187
    P-glycoprotein substrate Non-substrate 0.8494
    P-glycoprotein inhibitor I Non-inhibitor 0.9914
    P-glycoprotein inhibitor II Non-inhibitor 0.9941
    Renal organic cation transporter Non-inhibitor 0.9136
    CYP450 2C9 substrate Non-substrate 0.8003
    CYP450 2D6 substrate Non-substrate 0.9672
    CYP450 3A4 substrate Non-substrate 0.8374
    CYP450 1A2 substrate Non-inhibitor 0.8532
    CYP450 2C9 substrate Non-inhibitor 0.9861
    CYP450 2D6 substrate Non-inhibitor 0.957
    CYP450 2C19 substrate Non-inhibitor 0.9878
    CYP450 3A4 substrate Non-inhibitor 0.9822
    CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9863
    Ames test Non AMES toxic 0.9923
    Carcinogenicity Non-carcinogens 0.6024
    Biodegradation Ready biodegradable 0.8983
    Rat acute toxicity 1.7896 LD50, mol/kg Not applicable
    hERG inhibition (predictor I) Weak inhibitor 0.9708
    hERG inhibition (predictor II) Non-inhibitor 0.9882
    Pharmacoeconomics
    ManufacturersNot Available
    PackagersNot Available
    Dosage formsNot Available
    PricesNot Available
    PatentsNot Available
    Properties
    Statesolid
    Experimental Properties
    PropertyValueSource
    melting point122.4 °CPhysProp
    boiling point249.2 °CPhysProp
    water solubility3400 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
    logP1.87HANSCH,C ET AL. (1995)
    logS-1.55ADME Research, USCD
    pKa4.19 (at 25 °C)LIDE,DR (1996)
    Predicted Properties
    PropertyValueSource
    water solubility7.08e+00 g/lALOGPS
    logP1.72ALOGPS
    logP1.63ChemAxon
    logS-1.2ALOGPS
    pKa (strongest acidic)4.08ChemAxon
    physiological charge-1ChemAxon
    hydrogen acceptor count2ChemAxon
    hydrogen donor count1ChemAxon
    polar surface area37.3ChemAxon
    rotatable bond count1ChemAxon
    refractivity33.31ChemAxon
    polarizability11.97ChemAxon
    number of rings1ChemAxon
    bioavailability1ChemAxon
    rule of fiveYesChemAxon
    Ghose filterNoChemAxon
    Veber's ruleYesChemAxon
    MDDR-like ruleNoChemAxon
    Spectra
    Spectra
    References
    Synthesis Reference

    Ludovicus A. L. Kleintjens, Hubertus M. J. Grooten, “Process for the preparation of benzoic acid.” U.S. Patent US4539425, issued March, 1932.

    US4539425
    General ReferenceNot Available
    External Links
    ResourceLink
    KEGG DrugD00038
    KEGG CompoundC00180
    PubChem Compound243
    PubChem Substance46504911
    ChEBI30746
    ChEMBL
    PharmGKBPA448578
    HETBEZ
    ATC CodesNot Available
    AHFS CodesNot Available
    PDB Entries
    FDA labelNot Available
    MSDSNot Available
    Interactions
    Drug InteractionsNot Available
    Food InteractionsNot Available

    1. Hydrogen peroxide-inducible genes activator

    Kind: protein

    Organism: Escherichia coli (strain K12)

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    Hydrogen peroxide-inducible genes activator P0ACQ4 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. HTH-type transcriptional regulator MalT

    Kind: protein

    Organism: Escherichia coli (strain K12)

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    HTH-type transcriptional regulator MalT P06993 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. Tautomerase PptA

    Kind: protein

    Organism: Escherichia coli (strain K12)

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    Tautomerase PptA P31992 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. D-amino-acid oxidase

    Kind: protein

    Organism: Human

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    D-amino-acid oxidase P14920 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

    5. Ribonuclease UK114

    Kind: protein

    Organism: Human

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    Ribonuclease UK114 P52758 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

    6. Chlorocatechol 1,2-dioxygenase

    Kind: protein

    Organism: Rhodococcus opacus

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    Chlorocatechol 1,2-dioxygenase O67987 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

    7. Ras-related protein Rab-9A

    Kind: protein

    Organism: Human

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    Ras-related protein Rab-9A P51151 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

    8. 2-hydroxy-6-oxo-7-methylocta-2,4-dienoate hydrolase

    Kind: protein

    Organism: Pseudomonas fluorescens

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    2-hydroxy-6-oxo-7-methylocta-2,4-dienoate hydrolase P96965 Details

    9. Non-heme chloroperoxidase

    Kind: protein

    Organism: Streptomyces aureofaciens

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    Non-heme chloroperoxidase O31168 Details

    10. Oxygen-insensitive NAD(P)H nitroreductase

    Kind: protein

    Organism: Enterobacter cloacae

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    Oxygen-insensitive NAD(P)H nitroreductase Q01234 Details

    11. Hydroxyquinol 1,2-dioxygenase

    Kind: protein

    Organism: Nocardioides simplex

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    Hydroxyquinol 1,2-dioxygenase Q5PXQ6 Details

    12. Replication protein

    Kind: protein

    Organism: Pseudomonas syringae

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    Replication protein Q52546 Details

    13. Peroxiredoxin-5, mitochondrial

    Kind: protein

    Organism: Human

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    Peroxiredoxin-5, mitochondrial P30044 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

    14. Heat-labile enterotoxin B chain

    Kind: protein

    Organism: Escherichia coli

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    Heat-labile enterotoxin B chain P32890 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

    15. Cocaine esterase

    Kind: protein

    Organism: Rhodococcus sp. (strain MB1 Bresler)

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    Cocaine esterase Q9L9D7 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

    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: inhibitor

    Components

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

    References:

    1. Ohtsuki S, Asaba H, Takanaga H, Deguchi T, Hosoya K, Otagiri M, Terasaki T: Role of blood-brain barrier organic anion transporter 3 (OAT3) in the efflux of indoxyl sulfate, a uremic toxin: its involvement in neurotransmitter metabolite clearance from the brain. J Neurochem. 2002 Oct;83(1):57-66. Pubmed

    3. Monocarboxylate transporter 1

    Kind: protein

    Organism: Human

    Pharmacological action: unknown

    Components

    Name UniProt ID Details
    Monocarboxylate transporter 1 P53985 Details

    References:

    1. Kido Y, Tamai I, Okamoto M, Suzuki F, Tsuji A: Functional clarification of MCT1-mediated transport of monocarboxylic acids at the blood-brain barrier using in vitro cultured cells and in vivo BUI studies. Pharm Res. 2000 Jan;17(1):55-62. Pubmed

    Comments
    Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:22