Oxyphenisatin acetate

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Oxyphenisatin acetate
DrugBank Accession Number
DB14627
Background

Oxyphenisatin acetate is the pro-drug of oxyphenisatin (3,3-bis(4-hydroxyphenyl)-1H-indol-2-one). The FDA withdrew its approval for the use of oxyphenisatin acetate due to safety reasons.1

Type
Small Molecule
Groups
Approved, Investigational, Withdrawn
Structure
Weight
Average: 401.418
Monoisotopic: 401.126322716
Chemical Formula
C24H19NO5
Synonyms
  • Oxyphenisatin acetate
  • Oxyphenisatin diacetate
  • Oxyphenisatine acetate

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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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

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.
DrugInteraction
AcetazolamideThe risk or severity of dehydration can be increased when Acetazolamide is combined with Oxyphenisatin acetate.
AclidiniumThe therapeutic efficacy of Oxyphenisatin acetate can be decreased when used in combination with Aclidinium.
AlfentanilThe therapeutic efficacy of Oxyphenisatin acetate can be decreased when used in combination with Alfentanil.
AlloinThe risk or severity of adverse effects can be increased when Oxyphenisatin acetate is combined with Alloin.
AmantadineThe therapeutic efficacy of Oxyphenisatin acetate can be decreased when used in combination with Amantadine.
Food Interactions
Not Available

Products

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Active Moieties
NameKindUNIICASInChI Key
Oxyphenisatinprodrug3BT0VQG2GQ125-13-3SJDACOMXKWHBOW-UHFFFAOYSA-N

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as phenol esters. These are aromatic compounds containing a benzene ring substituted by a hydroxyl group and an ester group.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Phenol esters
Sub Class
Not Available
Direct Parent
Phenol esters
Alternative Parents
Indolines / Phenoxy compounds / Dicarboxylic acids and derivatives / Secondary carboxylic acid amides / Lactams / Carboxylic acid esters / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Organic oxides
show 2 more
Substituents
Aromatic heteropolycyclic compound / Azacycle / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Carboxylic acid ester / Dicarboxylic acid or derivatives / Dihydroindole / Hydrocarbon derivative / Indole or derivatives
show 12 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
U0Y1YAL65X
CAS number
115-33-3
InChI Key
PHPUXYRXPHEJDF-UHFFFAOYSA-N
InChI
InChI=1S/C24H19NO5/c1-15(26)29-19-11-7-17(8-12-19)24(18-9-13-20(14-10-18)30-16(2)27)21-5-3-4-6-22(21)25-23(24)28/h3-14H,1-2H3,(H,25,28)
IUPAC Name
4-{3-[4-(acetyloxy)phenyl]-2-oxo-2,3-dihydro-1H-indol-3-yl}phenyl acetate
SMILES
CC(=O)OC1=CC=C(C=C1)C1(C(=O)NC2=CC=CC=C12)C1=CC=C(OC(C)=O)C=C1

References

General References
  1. Code of Federal Regulations 216.24: Drug products withdrawn or removed from the market for reasons of safety or effectiveness. [Link]
ChemSpider
7971
ChEBI
135638
ChEMBL
CHEMBL1402684
ZINC
ZINC000003831258

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000493 mg/mLALOGPS
logP4.19ALOGPS
logP3.65Chemaxon
logS-5.9ALOGPS
pKa (Strongest Acidic)12.8Chemaxon
pKa (Strongest Basic)-6.5Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area81.7 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity111.99 m3·mol-1Chemaxon
Polarizability42.21 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0001900000-6b18a46718e2ea9d6874
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0zfr-0005900000-d5e079bc2b0f5bf744e6
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0w33-0009200000-4f203dd620691a0e1c9e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0zfr-0007900000-34effaa45a2785a2693f
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-03du-0097000000-ccb2e641c998a1525989
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-01b9-1049100000-4f8432fc5ae2f846c99e
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]-220.2283738
predicted
DarkChem Lite v0.1.0
[M-H]-187.58519
predicted
DeepCCS 1.0 (2019)
[M+H]+220.4558738
predicted
DarkChem Lite v0.1.0
[M+H]+189.98077
predicted
DeepCCS 1.0 (2019)
[M+Na]+196.02956
predicted
DeepCCS 1.0 (2019)

Drug created at August 31, 2018 22:42 / Updated at December 01, 2022 11:28