NAV

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

Identification

Generic Name
5-[2-(4-hydroxyphenyl)ethyl]benzene-1,3-diol
DrugBank Accession Number
DB08466
Background

Not Available

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 230.2592
Monoisotopic: 230.094294314
Chemical Formula
C14H14O3
Synonyms
Not Available
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Pharmacology

Indication

Not Available

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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

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Categories

Drug Categories
Not Available
Chemical TaxonomyProvided by Classyfire
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
1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Aromatic homomonocyclic compound / Benzenoid / Hydrocarbon derivative / Monocyclic benzene moiety / Organic oxygen compound / Organooxygen compound / Phenol / Resorcinol
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)
Affected organisms
Not Available

Chemical Identifiers

UNII
CBY43AY0TT
CAS number
Not Available
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

References

General References
Not Available
KEGG Compound
C10255
PubChem Compound
185914
PubChem Substance
99444937
ChemSpider
161607
BindingDB
50085531
ChEBI
4582
ChEMBL
CHEMBL111234
ZINC
ZINC000000899123
PDBe Ligand
RE2
PDB Entries
3ftu / 3ftx

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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-MSsplash10-0adi-3920000000-719fe242334d208b9ba6
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0089-2970000000-b3b2c01ab0c78026797d
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0090000000-93bf716daaf8ff05e995
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0pdi-2930000000-f718c92dcbd0493230c9
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-00bl-3950000000-8e9126057af3baa7251d
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-004i-7900000000-3cda1b5d4a1ec992711c
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-00kf-5900000000-4c33b1b9690d81a560b4
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-162.9737984
predicted
DarkChem Lite v0.1.0
[M-H]-152.19347
predicted
DeepCCS 1.0 (2019)
[M+H]+165.6007984
predicted
DarkChem Lite v0.1.0
[M+H]+154.57365
predicted
DeepCCS 1.0 (2019)
[M+Na]+162.0817984
predicted
DarkChem Lite v0.1.0
[M+Na]+160.6446
predicted
DeepCCS 1.0 (2019)

Targets

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Details1. 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. [Article]

Drug created at September 15, 2010 21:32 / Updated at June 12, 2020 16:52