Identification
Name5-HYDROXY-2-(4-HYDROXYPHENYL)-1-BENZOFURAN-7-CARBONITRILE
Accession NumberDB07198
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients 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
CategoriesNot Available
UNIINot Available
CAS numberNot Available
WeightAverage: 251.2369
Monoisotopic: 251.058243159
Chemical FormulaC15H9NO3
InChI KeyGGEKOZPXKBYLNK-UHFFFAOYSA-N
InChI
InChI=1S/C15H9NO3/c16-8-11-6-13(18)5-10-7-14(19-15(10)11)9-1-3-12(17)4-2-9/h1-7,17-18H
IUPAC Name
5-hydroxy-2-(4-hydroxyphenyl)-1-benzofuran-7-carbonitrile
SMILES
OC1=CC=C(C=C1)C1=CC2=C(O1)C(=CC(O)=C2)C#N
Pharmacology
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Estrogen receptor betaProteinunknownNot AvailableHumanQ92731 details
Nuclear receptor coactivator 1ProteinunknownNot AvailableHumanQ15788 details
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
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.263 mg/mLALOGPS
logP3.01ALOGPS
logP2.95ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)7.9ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area77.39 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity69.6 m3·mol-1ChemAxon
Polarizability26.1 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+0.6718
Caco-2 permeable-0.5284
P-glycoprotein substrateNon-substrate0.7521
P-glycoprotein inhibitor INon-inhibitor0.9189
P-glycoprotein inhibitor IINon-inhibitor0.718
Renal organic cation transporterNon-inhibitor0.8449
CYP450 2C9 substrateNon-substrate0.7343
CYP450 2D6 substrateNon-substrate0.8299
CYP450 3A4 substrateNon-substrate0.6866
CYP450 1A2 substrateInhibitor0.8963
CYP450 2C9 inhibitorInhibitor0.7646
CYP450 2D6 inhibitorNon-inhibitor0.8062
CYP450 2C19 inhibitorInhibitor0.5763
CYP450 3A4 inhibitorInhibitor0.5615
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.7861
Ames testNon AMES toxic0.5105
CarcinogenicityNon-carcinogens0.8825
BiodegradationNot ready biodegradable0.8932
Rat acute toxicity2.1106 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8752
hERG inhibition (predictor II)Non-inhibitor0.8266
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Spectra
Mass Spec (NIST)Not Available
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.
KingdomChemical entities
Super ClassOrganic compounds
ClassPhenylpropanoids and polyketides
Sub Class2-arylbenzofuran flavonoids
Direct Parent2-arylbenzofuran flavonoids
Alternative Parents2-phenylbenzofurans / 1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives / Heteroaromatic compounds / Furans / Oxacyclic compounds / Nitriles / Organopnictogen compounds / Organooxygen compounds / Hydrocarbon derivatives
Substituents2-arylbenzofuran flavonoid / 2-phenylbenzofuran / Phenylbenzofuran / Benzofuran / 1-hydroxy-2-unsubstituted benzenoid / Phenol / Monocyclic benzene moiety / Benzenoid / Furan / Heteroaromatic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot 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
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 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Transcription coactivator activity
Specific Function:
Nuclear receptor coactivator that directly binds nuclear receptors and stimulates the transcriptional activities in a hormone-dependent fashion. Involved in the coactivation of different nuclear receptors, such as for steroids (PGR, GR and ER), retinoids (RXRs), thyroid hormone (TRs) and prostanoids (PPARs). Also involved in coactivation mediated by STAT3, STAT5A, STAT5B and STAT6 transcription...
Gene Name:
NCOA1
Uniprot ID:
Q15788
Uniprot Name:
Nuclear receptor coactivator 1
Molecular Weight:
156755.44 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 15:19 / Updated on June 11, 2017 21:06