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Identification
Name2-(4-HYDROXY-PHENYL)BENZOFURAN-5-OL
Accession NumberDB07032
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 226.2274
Monoisotopic: 226.062994186
Chemical FormulaC14H10O3
InChI KeyInChIKey=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
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
Class2-arylbenzofuran flavonoids
Sub ClassNot Available
Direct Parent2-arylbenzofuran flavonoids
Alternative Parents
Substituents
  • 2-arylbenzofuran flavonoid
  • Phenylbenzofuran
  • 2-phenylbenzofuran
  • Benzofuran
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Furan
  • Oxacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
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
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 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot 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 RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

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 manner (PubMed:20074560). Isoform beta-cx lacks ligand binding ability and has no or only very low ere binding activity resulting in the loss of ligand-dependent transactivation ability. DNA-binding by...
Gene Name:
ESR2
Uniprot ID:
Q92731
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 ]
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Drug created on September 15, 2010 15:18 / Updated on September 16, 2013 18:05