5-[2-(4-hydroxyphenyl)ethyl]benzene-1,3-diol

Identification

Name
5-[2-(4-hydroxyphenyl)ethyl]benzene-1,3-diol
Accession Number
DB08466
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
Not Available
CAS number
Not Available
Weight
Average: 230.2592
Monoisotopic: 230.094294314
Chemical Formula
C14H14O3
InChI Key
HITJFUSPLYBJPE-UHFFFAOYSA-N
InChI
InChI=1S/C14H14O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h3-9,15-17H,1-2H2
IUPAC Name
5-[2-(4-hydroxyphenyl)ethyl]benzene-1,3-diol
SMILES
OC1=CC=C(CCC2=CC(O)=CC(O)=C2)C=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
ULeukotriene A-4 hydrolaseNot AvailableHumans
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C10255
PubChem Compound
185914
PubChem Substance
99444937
ChemSpider
161607
BindingDB
50085531
ChEBI
4582
ChEMBL
CHEMBL111234
HET
RE2
PDB Entries
3ftu / 3ftx

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0812 mg/mLALOGPS
logP2.45ALOGPS
logP3.6ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)9.3ChemAxon
pKa (Strongest Basic)-5.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity66.34 m3·mol-1ChemAxon
Polarizability24.87 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9503
Blood Brain Barrier+0.6823
Caco-2 permeable+0.8604
P-glycoprotein substrateNon-substrate0.6206
P-glycoprotein inhibitor INon-inhibitor0.9594
P-glycoprotein inhibitor IINon-inhibitor0.7697
Renal organic cation transporterNon-inhibitor0.7676
CYP450 2C9 substrateNon-substrate0.7256
CYP450 2D6 substrateNon-substrate0.8981
CYP450 3A4 substrateNon-substrate0.6629
CYP450 1A2 substrateInhibitor0.7749
CYP450 2C9 inhibitorInhibitor0.742
CYP450 2D6 inhibitorNon-inhibitor0.8326
CYP450 2C19 inhibitorInhibitor0.8434
CYP450 3A4 inhibitorInhibitor0.7201
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8114
Ames testNon AMES toxic0.8553
CarcinogenicityNon-carcinogens0.8488
BiodegradationNot ready biodegradable0.8105
Rat acute toxicity1.6999 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.7667
hERG inhibition (predictor II)Non-inhibitor0.8962
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as 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.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
Stilbenes
Sub Class
Not Available
Direct Parent
Stilbenes
Alternative Parents
Resorcinols / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives / Organooxygen compounds / Hydrocarbon derivatives
Substituents
Stilbene / Resorcinol / 1-hydroxy-4-unsubstituted benzenoid / 1-hydroxy-2-unsubstituted benzenoid / Phenol / Benzenoid / Monocyclic benzene moiety / Organic oxygen compound / Hydrocarbon derivative / Organooxygen compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
stilbenol (CHEBI:4582) / Diphenyl ethers, biphenyls, dibenzyls and stilbenes, Bibenzyls (C10255) / Diphenyl ethers, biphenyls, dibenzyls and stilbenes (LMPK13090035)

Targets

Details
1. Leukotriene A-4 hydrolase
Kind
Protein
Organism
Humans
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Epoxide hydrolase that catalyzes the final step in the biosynthesis of the proinflammatory mediator leukotriene B4. Has also aminopeptidase activity.
Gene Name
LTA4H
Uniprot ID
P09960
Uniprot Name
Leukotriene A-4 hydrolase
Molecular Weight
69284.64 Da
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:10592235]

Drug created on September 15, 2010 15:32 / Updated on November 02, 2018 06:49