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Identification
NamePara-Coumaric Acid
Accession NumberDB04066  (EXPT01706)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 164.158
Monoisotopic: 164.047344122
Chemical FormulaC9H8O3
InChI KeyInChIKey=NGSWKAQJJWESNS-ZZXKWVIFSA-N
InChI
InChI=1S/C9H8O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6,10H,(H,11,12)/b6-3+
IUPAC Name
(2E)-3-(4-hydroxyphenyl)prop-2-enoic acid
SMILES
OC(=O)\C=C\C1=CC=C(O)C=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassPhenylpropanoids and Polyketides
ClassCinnamic Acids and Derivatives
SubclassHydroxycinnamic Acids and Derivatives
Direct parentCoumaric Acids
Alternative parentsHydroxycinnamic Acids; Cinnamic Acids; Phenylpropenes; Styrenes; Phenols and Derivatives; Enones; Enols; Enolates; Polyamines; Carboxylic Acids
Substituentsphenylpropene; styrene; phenol derivative; benzene; enone; enolate; polyamine; enol; carboxylic acid; carboxylic acid derivative
Classification descriptionThis compound belongs to the coumaric acids. These are aromatic compounds containing a cinnamic acid moiety hydroxylated at the C4 carbon atom of the benzene ring.
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 + 0.9938
Blood Brain Barrier + 0.5237
Caco-2 permeable + 0.8839
P-glycoprotein substrate Non-substrate 0.7196
P-glycoprotein inhibitor I Non-inhibitor 0.9812
P-glycoprotein inhibitor II Non-inhibitor 0.9899
Renal organic cation transporter Non-inhibitor 0.9091
CYP450 2C9 substrate Non-substrate 0.7889
CYP450 2D6 substrate Non-substrate 0.9364
CYP450 3A4 substrate Non-substrate 0.746
CYP450 1A2 substrate Non-inhibitor 0.9458
CYP450 2C9 substrate Non-inhibitor 0.9364
CYP450 2D6 substrate Non-inhibitor 0.9766
CYP450 2C19 substrate Non-inhibitor 0.9116
CYP450 3A4 substrate Non-inhibitor 0.8693
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8913
Ames test Non AMES toxic 0.9521
Carcinogenicity Non-carcinogens 0.8248
Biodegradation Ready biodegradable 0.7156
Rat acute toxicity 1.3698 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9502
hERG inhibition (predictor II) Non-inhibitor 0.9796
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility1.02e+00 g/lALOGPS
logP1.74ALOGPS
logP1.83ChemAxon
logS-2.2ALOGPS
pKa (strongest acidic)4ChemAxon
pKa (strongest basic)-6ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count3ChemAxon
hydrogen donor count2ChemAxon
polar surface area57.53ChemAxon
rotatable bond count2ChemAxon
refractivity45.04ChemAxon
polarizability16.43ChemAxon
number of rings1ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
Spectra
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound637542
PubChem Substance46508796
ChemSpider553148
HETHC4
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. PPH

Kind: protein

Organism: Rhodospirillum centenum

Pharmacological action: unknown

Components

Name UniProt ID Details
PPH Q9X2W8 Details

References:

  1. 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

2. Photoactive yellow protein

Kind: protein

Organism: Halorhodospira halophila

Pharmacological action: unknown

Components

Name UniProt ID Details
Photoactive yellow protein P16113 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

3. Prostaglandin reductase 1

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Prostaglandin reductase 1 Q14914 Details

References:

  1. 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. Histidine ammonia-lyase

Kind: protein

Organism: Rhodobacter sphaeroides (strain ATCC 17023 / 2.4.1 / NCIB 8253 / DSM 158)

Pharmacological action: unknown

Components

Name UniProt ID Details
Histidine ammonia-lyase Q3IWB0 Details

References:

  1. 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

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