Oxyphenisatin

Identification

Name
Oxyphenisatin
Accession Number
DB04823
Type
Small Molecule
Groups
Investigational, Withdrawn
Description

A laxative that undergoes enterohepatic circulation. It may cause jaundice.

Structure
Thumb
Synonyms
  • 1,3-Dihydro-3,3-bis(4-hydroxyphenyl)-2H-indol-2-one
  • 3,3-Bis(4-hydroxyphenyl)-oxindole
  • 3,3-Bis(4-hydroxyphenyl)oxindole
  • 3,3-Bis(p-hydroxyphenyl)-2-indolinone
  • 3,3-Bis(p-hydroxyphenyl)oxindole
  • 4,4'-Dihydroxydiphenylisatin
  • Dihydroxyphenoloxindol
  • Oxifenisatina
  • Oxiphenisatinum
  • Oxyphenisatine
  • Oxyphenisatinum
International/Other Brands
Critex / Diphenolisatin / Hoscolax / Isatinbisphenol / Isolax / Lavema / Neodrast / Normalax / Nourilax / Phenolisatin / Propellax / Recolon / Veripaque
Categories
UNII
3BT0VQG2GQ
CAS number
125-13-3
Weight
Average: 317.338
Monoisotopic: 317.105193351
Chemical Formula
C20H15NO3
InChI Key
SJDACOMXKWHBOW-UHFFFAOYSA-N
InChI
InChI=1S/C20H15NO3/c22-15-9-5-13(6-10-15)20(14-7-11-16(23)12-8-14)17-3-1-2-4-18(17)21-19(20)24/h1-12,22-23H,(H,21,24)
IUPAC Name
3,3-bis(4-hydroxyphenyl)-2,3-dihydro-1H-indol-2-one
SMILES
OC1=CC=C(C=C1)C1(C(=O)NC2=CC=CC=C12)C1=CC=C(O)C=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
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
DrugInteraction
AgmatineThe therapeutic efficacy of Oxyphenisatin can be decreased when used in combination with Agmatine.
Aluminum hydroxideThe therapeutic efficacy of Oxyphenisatin can be decreased when used in combination with Aluminum hydroxide.
AmilorideThe risk or severity of adverse effects can be increased when Amiloride is combined with Oxyphenisatin.
AmiodaroneThe therapeutic efficacy of Oxyphenisatin can be decreased when used in combination with Amiodarone.
AmitriptylineThe therapeutic efficacy of Oxyphenisatin can be decreased when used in combination with Amitriptyline.
AmlodipineThe therapeutic efficacy of Oxyphenisatin can be decreased when used in combination with Amlodipine.
AranidipineThe therapeutic efficacy of Oxyphenisatin can be decreased when used in combination with Aranidipine.
AtropineThe therapeutic efficacy of Oxyphenisatin can be decreased when used in combination with Atropine.
AzelnidipineThe therapeutic efficacy of Oxyphenisatin can be decreased when used in combination with Azelnidipine.
BarnidipineThe therapeutic efficacy of Oxyphenisatin can be decreased when used in combination with Barnidipine.
Food Interactions
Not Available

References

General References
Not Available
External Links
PubChem Compound
31315
PubChem Substance
46508827
ChemSpider
29053
BindingDB
50208447
ChEBI
135358
ChEMBL
CHEMBL245807
Wikipedia
Oxyphenisatine
ATC Codes
A06AB01 — Oxyphenisatine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4WithdrawnTreatmentDiurnal Enuresis1
4WithdrawnTreatmentNocturnal Enuresis1

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 Solubility0.0125 mg/mLALOGPS
logP3.78ALOGPS
logP3.83ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)9.18ChemAxon
pKa (Strongest Basic)-6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.56 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity93.69 m3·mol-1ChemAxon
Polarizability33.07 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9769
Caco-2 permeable+0.51
P-glycoprotein substrateNon-substrate0.6416
P-glycoprotein inhibitor INon-inhibitor0.9595
P-glycoprotein inhibitor IINon-inhibitor0.8752
Renal organic cation transporterNon-inhibitor0.8882
CYP450 2C9 substrateNon-substrate0.7915
CYP450 2D6 substrateNon-substrate0.7299
CYP450 3A4 substrateSubstrate0.5136
CYP450 1A2 substrateInhibitor0.7321
CYP450 2C9 inhibitorInhibitor0.6725
CYP450 2D6 inhibitorNon-inhibitor0.7888
CYP450 2C19 inhibitorNon-inhibitor0.6714
CYP450 3A4 inhibitorNon-inhibitor0.7628
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.5485
Ames testNon AMES toxic0.8117
CarcinogenicityNon-carcinogens0.8555
BiodegradationNot ready biodegradable0.9929
Rat acute toxicity3.2995 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9959
hERG inhibition (predictor II)Non-inhibitor0.8149
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 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 indolines. These are compounds containing an indole moiety, which consists of pyrrolidine ring fused to benzene to form 2,3-dihydroindole.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Indoles and derivatives
Sub Class
Indolines
Direct Parent
Indolines
Alternative Parents
1-hydroxy-2-unsubstituted benzenoids / Benzene and substituted derivatives / Secondary carboxylic acid amides / Lactams / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Dihydroindole / 1-hydroxy-2-unsubstituted benzenoid / Phenol / Monocyclic benzene moiety / Benzenoid / Carboxamide group / Lactam / Secondary carboxylic acid amide / Carboxylic acid derivative / Azacycle
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available

Drug created on September 11, 2007 14:26 / Updated on September 07, 2018 03:21