Welcome to DrugBank 4.0! If you prefer, you can still go back to version 3.0.
Identification
NamePICEATANNOL
Accession NumberDB08399
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 244.2427
Monoisotopic: 244.073558872
Chemical FormulaC14H12O4
InChI KeyInChIKey=CDRPUGZCRXZLFL-OWOJBTEDSA-N
InChI
InChI=1S/C14H12O4/c15-11-5-10(6-12(16)8-11)2-1-9-3-4-13(17)14(18)7-9/h1-8,15-18H/b2-1+
IUPAC Name
5-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]benzene-1,3-diol
SMILES
OC1=CC(\C=C\C2=CC=C(O)C(O)=C2)=CC(O)=C1
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassPhenylpropanoids and Polyketides
ClassStilbenes
SubclassNot Available
Direct parentStilbenes
Alternative parentsStyrenes; Resorcinols; Catechols; Polyols; Enols; Polyamines
Substituents1,2-diphenol; styrene; resorcinol; phenol derivative; benzene; polyol; enol; polyamine
Classification descriptionThis compound belongs to the stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.
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 + 0.9526
Blood Brain Barrier - 0.5495
Caco-2 permeable + 0.5789
P-glycoprotein substrate Non-substrate 0.5669
P-glycoprotein inhibitor I Non-inhibitor 0.9237
P-glycoprotein inhibitor II Non-inhibitor 0.9761
Renal organic cation transporter Non-inhibitor 0.9072
CYP450 2C9 substrate Non-substrate 0.7658
CYP450 2D6 substrate Non-substrate 0.9068
CYP450 3A4 substrate Non-substrate 0.6661
CYP450 1A2 substrate Inhibitor 0.9107
CYP450 2C9 substrate Inhibitor 0.6182
CYP450 2D6 substrate Non-inhibitor 0.9231
CYP450 2C19 substrate Non-inhibitor 0.9026
CYP450 3A4 substrate Inhibitor 0.5427
CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.7651
Ames test Non AMES toxic 0.6502
Carcinogenicity Non-carcinogens 0.8962
Biodegradation Not ready biodegradable 0.7819
Rat acute toxicity 1.8860 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9444
hERG inhibition (predictor II) Non-inhibitor 0.8884
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
water solubility9.70e-02 g/lALOGPS
logP2.12ALOGPS
logP3.1ChemAxon
logS-3.4ALOGPS
pKa (strongest acidic)8.91ChemAxon
pKa (strongest basic)-5.7ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count4ChemAxon
hydrogen donor count4ChemAxon
polar surface area80.92ChemAxon
rotatable bond count2ChemAxon
refractivity69.44ChemAxon
polarizability25.45ChemAxon
number of rings2ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
Spectra
References
Synthesis Reference

Alain Schouteeten, Sebastien Jus, Jean-Claude Vallejos, “Novel Process For The Synthesis Of (E)-Stilbene Derivatives Which Makes It Possible To Obtain Resveratrol And Piceatannol.” U.S. Patent US20100004483, issued January 07, 2010.

US20100004483
General ReferenceNot Available
External Links
ResourceLink
PubChem Compound667639
PubChem Substance99444870
ChemSpider581006
ChEBI28814
ChEMBL
HETPIT
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

1. ATP synthase subunit alpha, mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
ATP synthase subunit alpha, mitochondrial P25705 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. ATP synthase subunit beta, mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
ATP synthase subunit beta, mitochondrial P06576 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

3. ATP synthase subunit gamma, mitochondrial

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
ATP synthase subunit gamma, mitochondrial P36542 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 September 15, 2010 15:31 / Updated on September 16, 2013 18:09