U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H7O4P
Molecular Weight 174.0911
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MONOPHENYL PHOSPHATE

SMILES

OP(O)(=O)OC1=CC=CC=C1

InChI

InChIKey=CMPQUABWPXYYSH-UHFFFAOYSA-N
InChI=1S/C6H7O4P/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H,(H2,7,8,9)

HIDE SMILES / InChI

Molecular Formula C6H7O4P
Molecular Weight 174.0911
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Disodium phenyl phosphate is a monophenyl ester of phosphoric acid. It is used as tool compound to study the efficacy of phosphatases. Hydrolysis of phenyl phosphate by milk phosphatases was used to used to indicate whether milk has been adequately pasteurized or whether it has been contaminated with raw milk after pasteurization. Phenyl phosphate was also used as a molecular fragment for fragment-based drug discovery of Src SH2.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Continuous assay for acid phosphatase using phenyl phosphate.
1996 Oct 15
Cooperative kinetics of human prostatic acid phosphatase.
2001 Aug 13
Purification and characterization of banana fruit acid phosphatase.
2001 Dec
Elaboration and characterization of spatially controlled assemblies of complementary polyphenol oxidase-alkaline phosphatase activities on electrodes.
2001 Jul 1
Cloning and characterization of a second acid phosphatase from Sinorhizobium meliloti strain 104A14.
2001 Oct
Alkaline phosphatase revisited: hydrolysis of alkyl phosphates.
2002 Mar 5
Effects of some trivalent metal ions on the fluoride-induced chemiluminescence from a phenylphosphate-substituted dioxetane Lumigen PPD.
2002 Sep-Oct
Structure-based design of novel nonpeptide inhibitors of the Src SH2 domain:phosphotyrosine mimetics exploiting multifunctional group replacement chemistry.
2003
Nature and mode of action of NAD and ATP dephosphorylating enzyme from Aspergillus terreus DSM 826.
2003
Inhibition of beta-lactamases by monocyclic acyl phosph(on)ates.
2003 Feb 18
A fluorescent sensor for 2,3-bisphosphoglycerate using a europium tetra-N-oxide bis-bipyridine complex for both binding and signaling purposes.
2003 Jan 3
The yeast ISN1 (YOR155c) gene encodes a new type of IMP-specific 5'-nucleotidase.
2003 May 7
Inhibitors for proteins endowed with catalytic and non-catalytic activity which recognize pTyr.
2004 Oct
Rapid and highly sensitive electrochemical determination of alkaline phosphatase using a composite tyrosinase biosensor.
2005 Jan 15
Thiolysis and alcoholysis of phosphate tri- and monoesters with alkyl and aryl leaving groups. An ab initio study in the gas phase.
2005 Jun 30
An 18 kDa acid phosphatase from chicken heart possesses phosphotransferase activity.
2006 Feb
Urea-, thiourea-, and guanidine-linked glycooligomers as phosphate binders in water.
2006 Jul 7
Nano-titanium dioxide composites for the enrichment of phosphopeptides.
2006 May 26
Theoretical evaluation of the substrate-assisted catalysis mechanism for the hydrolysis of phosphate monoester dianions.
2007
Nanostructured progesterone immunosensor using a tyrosinase-colloidal gold-graphite-Teflon biosensor as amperometric transducer.
2007 Jul 16
A highly sensitive assay for monitoring the secretory pathway and ER stress.
2007 Jun 27
A review of current intravaginal drug delivery approaches employed for the prophylaxis of HIV/AIDS and prevention of sexually transmitted infections.
2008
Immobilization of enzymes through one-pot chemical preoxidation and electropolymerization of dithiols in enzyme-containing aqueous suspensions to develop biosensors with improved performance.
2008 Aug 1
Time-resolved fluorescence-based assay for the determination of alkaline phosphatase activity and application to the screening of its inhibitors.
2008 Jan
A DFT study on the formation of a phosphohistidine intermediate in prostatic acid phosphatase.
2008 Jul 30
Determination of lactoferrin and immunoglobulin g in animal milks by new immunosensors.
2009
EEVD motif of heat shock cognate protein 70 contributes to bacterial uptake by trophoblast giant cells.
2009 Dec 15
[Comparative-enzymologic study of phosphatase activity of hydrobionts from Pacific Ocean].
2009 Jul-Aug
Enhanced bactericidal activity of enterocin AS-48 in combination with essential oils, natural bioactive compounds and chemical preservatives against Listeria monocytogenes in ready-to-eat salad.
2009 Sep
Delayed treatment with systemic (S)-roscovitine provides neuroprotection and inhibits in vivo CDK5 activity increase in animal stroke models.
2010 Aug 12
Immobilization of enzymes at high load/activity by aqueous electrodeposition of enzyme-tethered chitosan for highly sensitive amperometric biosensing.
2010 Aug 15
Expression and regulation of cyclic nucleotide phosphodiesterases in human and rat pancreatic islets.
2010 Dec 1
Chemoprotective Effect of Sobatum against Lithium-Induced Oxidative Damage in Rats.
2010 Jan
Phosphoproteomics-based modeling defines the regulatory mechanism underlying aberrant EGFR signaling.
2010 Nov 10
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In kinetic studies, hydrolysis of phenyl phosphate by phosphatase was commenced by addition of enzyme solution to a buffered substrate and stopped by the addition of 20% trichloroacetic acid. Inorganic phosphate was estimated colorimetrically by the method of Fiske & Subbarow.
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:00:27 GMT 2023
Edited
by admin
on Fri Dec 15 18:00:27 GMT 2023
Record UNII
75M88J863E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MONOPHENYL PHOSPHATE
Systematic Name English
DIHYDROGEN PHENYL PHOSPHATE
Systematic Name English
PHENYL PHOSPHATE
Systematic Name English
PHENYL DIHYDROGEN PHOSPHATE
Systematic Name English
PHENYL ACID PHOSPHATE
Common Name English
PHOSPHORIC ACID, MONOPHENYL ESTER
Common Name English
PHENYL PHOSPHATE ((PHO)(HO)2PO)
Common Name English
Classification Tree Code System Code
CFR 21 CFR 176.170
Created by admin on Fri Dec 15 18:00:27 GMT 2023 , Edited by admin on Fri Dec 15 18:00:27 GMT 2023
Code System Code Type Description
CAS
701-64-4
Created by admin on Fri Dec 15 18:00:27 GMT 2023 , Edited by admin on Fri Dec 15 18:00:27 GMT 2023
PRIMARY
FDA UNII
75M88J863E
Created by admin on Fri Dec 15 18:00:27 GMT 2023 , Edited by admin on Fri Dec 15 18:00:27 GMT 2023
PRIMARY
DRUG BANK
DB03298
Created by admin on Fri Dec 15 18:00:27 GMT 2023 , Edited by admin on Fri Dec 15 18:00:27 GMT 2023
PRIMARY
EPA CompTox
DTXSID6044981
Created by admin on Fri Dec 15 18:00:27 GMT 2023 , Edited by admin on Fri Dec 15 18:00:27 GMT 2023
PRIMARY
PUBCHEM
12793
Created by admin on Fri Dec 15 18:00:27 GMT 2023 , Edited by admin on Fri Dec 15 18:00:27 GMT 2023
PRIMARY
ECHA (EC/EINECS)
211-857-7
Created by admin on Fri Dec 15 18:00:27 GMT 2023 , Edited by admin on Fri Dec 15 18:00:27 GMT 2023
PRIMARY
CHEBI
37548
Created by admin on Fri Dec 15 18:00:27 GMT 2023 , Edited by admin on Fri Dec 15 18:00:27 GMT 2023
PRIMARY