2-(4-HYDROXY-PHENYL)BENZOFURAN-5-OL

Identification

Name
2-(4-HYDROXY-PHENYL)BENZOFURAN-5-OL
Accession Number
DB07032
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: 226.2274
Monoisotopic: 226.062994186
Chemical Formula
C14H10O3
InChI Key
SNNNDCMXZYWCCI-UHFFFAOYSA-N
InChI
InChI=1S/C14H10O3/c15-11-3-1-9(2-4-11)14-8-10-7-12(16)5-6-13(10)17-14/h1-8,15-16H
IUPAC Name
2-(4-hydroxyphenyl)-1-benzofuran-5-ol
SMILES
OC1=CC=C(C=C1)C1=CC2=C(O1)C=CC(O)=C2

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UEstrogen receptor betaNot AvailableHuman
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
PubChem Compound
656936
PubChem Substance
99443503
ChemSpider
571182
BindingDB
50152627
ChEMBL
CHEMBL367588
HET
397
PDB Entries
1u9e

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 Solubility0.112 mg/mLALOGPS
logP3.19ALOGPS
logP3.09ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)9.13ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area53.6 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity63.87 m3·mol-1ChemAxon
Polarizability24.14 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.7959
Caco-2 permeable+0.5417
P-glycoprotein substrateNon-substrate0.6363
P-glycoprotein inhibitor INon-inhibitor0.9401
P-glycoprotein inhibitor IINon-inhibitor0.7275
Renal organic cation transporterNon-inhibitor0.854
CYP450 2C9 substrateNon-substrate0.7541
CYP450 2D6 substrateNon-substrate0.8872
CYP450 3A4 substrateNon-substrate0.7017
CYP450 1A2 substrateInhibitor0.8372
CYP450 2C9 inhibitorInhibitor0.8031
CYP450 2D6 inhibitorNon-inhibitor0.8608
CYP450 2C19 inhibitorInhibitor0.6595
CYP450 3A4 inhibitorNon-inhibitor0.7301
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.8336
Ames testAMES toxic0.5867
CarcinogenicityNon-carcinogens0.8867
BiodegradationNot ready biodegradable0.9442
Rat acute toxicity1.9603 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9266
hERG inhibition (predictor II)Non-inhibitor0.8382
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 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.
Kingdom
Organic compounds
Super Class
Phenylpropanoids and polyketides
Class
2-arylbenzofuran flavonoids
Sub Class
Not Available
Direct Parent
2-arylbenzofuran flavonoids
Alternative Parents
2-phenylbenzofurans / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives / Heteroaromatic compounds / Furans / Oxacyclic compounds / Organooxygen compounds / Hydrocarbon derivatives
Substituents
2-arylbenzofuran flavonoid / 2-phenylbenzofuran / Phenylbenzofuran / Benzofuran / 1-hydroxy-2-unsubstituted benzenoid / Phenol / Monocyclic benzene moiety / Benzenoid / Heteroaromatic compound / Furan
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Targets

Details
1. Estrogen receptor beta
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Nuclear hormone receptor. Binds estrogens with an affinity similar to that of ESR1, and activates expression of reporter genes containing estrogen response elements (ERE) in an estrogen-dependent m...
Gene Name
ESR2
Uniprot ID
Q92731
Uniprot Name
Estrogen receptor beta
Molecular Weight
59215.765 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 15:18 / Updated on December 01, 2017 15:45