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

Details

Stereochemistry ACHIRAL
Molecular Formula CH5O3P
Molecular Weight 96.0224
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYLPHOSPHONIC ACID

SMILES

CP(O)(O)=O

InChI

InChIKey=YACKEPLHDIMKIO-UHFFFAOYSA-N
InChI=1S/CH5O3P/c1-5(2,3)4/h1H3,(H2,2,3,4)

HIDE SMILES / InChI

Molecular Formula CH5O3P
Molecular Weight 96.0224
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Reactive desorption electrospray ionization for selective detection of the hydrolysis products of phosphonate esters.
2007-08
Metal complexes of cyclen and cyclam derivatives useful for medical applications: a discussion based on thermodynamic stability constants and structural data.
2007-07-14
Selective adsorption of volatile organic compounds in micropore aluminum methylphosphonate-alpha: a combined molecular simulation-experimental approach.
2007-06-19
The determination of organophosphonate nerve agent metabolites in human urine by hydrophilic interaction liquid chromatography tandem mass spectrometry.
2007-06-01
New aspects of the fragmentation mechanisms of unmodified and methylphosphonate-modified oligonucleotides.
2007-06
Derivatization of organophosphorus nerve agent degradation products for gas chromatography with ICPMS and TOF-MS detection.
2007-06
Unveiling hidden catalytic contributions of the conserved His/Trp-III in tyrosine recombinases: assembly of a novel active site in Flp recombinase harboring alanine at this position.
2007-04-20
Mutation of acetylcholinesterase to enhance oxime-assisted catalytic turnover of methylphosphonates.
2007-04-20
Radiolanthanide complexes with tetraazamacrocycles bearing methylphosphonate pendant arms as bone seeking agents.
2007-03
Extraction of alkyl methylphosphonic acids from aqueous samples using a conventional polymeric solid-phase extraction sorbent and a molecularly imprinted polymer.
2007-01-19
Acid pH activation of the PmrA/PmrB two-component regulatory system of Salmonella enterica.
2007-01
Enzymatic synthesis of phosphonomethyl oligonucleotides by therminator polymerase.
2007
Expanding the scope of sulfur-centered Arbuzov rearrangement in diethyl/di-n-propyl sulfite for the synthesis of mixed-ligand di-n-butyltin alkanesulfonates.
2006-11-13
Assessment of novel inhibitors of Helicoverpa aminopeptidases as anti-insect agents.
2006-11
Oxygen limitation modulates pH regulation of catabolism and hydrogenases, multidrug transporters, and envelope composition in Escherichia coli K-12.
2006-10-06
Cloning, purification and preliminary crystallographic analysis of a putative pyridoxal kinase from Bacillus subtilis.
2006-10-01
Examining interactions of HIV-1 reverse transcriptase with single-stranded template nucleotides by nucleoside analog interference.
2006-09-22
Identification of cognate ligands for the Escherichia coli phnD protein product and engineering of a reagentless fluorescent biosensor for phosphonates.
2006-07
Adsorption of dimethyl methylphosphonate on metal impregnated carbons under static conditions.
2006-06-30
Structural recognition between a four-way DNA junction and a resolving enzyme.
2006-06-23
Photophysical properties of new terbium (III) organophosphonates.
2006-05
Separation and detection of VX and its methylphosphonic acid degradation products on a microchip using indirect laser-induced fluorescence.
2006-05
SRY and human sex determination: the basic tail of the HMG box functions as a kinetic clamp to augment DNA bending.
2006-04-21
Molecular tweezer and clip in aqueous solution: unexpected self-assembly, powerful host-guest complex formation, quantum chemical 1H NMR shift calculation.
2006-04-12
Nitrogen and water adsorption in aluminum methylphosphonate alpha: a molecular simulation study.
2006-03-28
Mechanistic aspects of the DNA junction-resolving enzyme T7 endonuclease I.
2006-03-28
Microemulsion mediated in situ derivatization-extraction and gas chromatography-mass spectrometric analysis of alkylphosphonic acids.
2006-03-10
Aminopeptidase p mediated detoxification of organophosphonate analogues of sarin: mechanistic and stereochemical study at the phosphorus atom of the substrate.
2006-03
13- and 14-membered macrocyclic ligands containing methylcarboxylate or methylphosphonate pendant arms: chemical and biological evaluation of their (153)Sm and (166)Ho complexes as potential agents for therapy or bone pain palliation.
2006-02
Chemical synthesis and molecular recognition of phosphatase-resistant analogues of phosphatidylinositol-3-phosphate.
2006-01-25
Multiple wurtzite twinning in CdTe nanocrystals induced by methylphosphonic acid.
2006-01-25
An efficient synthesis of acyclic N7- and N9-adenine nucleosides via alkylation with secondary carbon electrophiles to introduce versatile functional groups at the C-1 position of acyclic moiety.
2006
Motion of aromatic hydrocarbons in the microporous aluminum methylphosphonates AlMePO-alpha and AlMePO-beta.
2005-11-24
Exploring Mycobacterium avium inhibition by macrocyclic compounds.
2005-11
Adsorption and photodegradation of dimethyl methylphosphonate vapor at TiO(2) surfaces.
2005-10-27
Synthesis and structure of the framework scandium methylphosphonates ScF(H2O)CH3PO3 and NaSc(CH3PO3)2.0.5H2O.
2005-10-21
Inhibition of the protein kinase A alters the degradation of the high-affinity phosphate transporter Pho84 in Saccharomyces cerevisiae.
2005-10
Analysis of VX nerve agent hydrolysis products in wastewater effluents by ion chromatography with amperometric and conductivity detection.
2005-09-30
Cyclam (1,4,8,11-tetraazacyclotetradecane) with one methylphosphonate pendant arm: a new ligand for selective copper(ii) binding.
2005-09-07
A Leptospira interrogans enzyme with similarity to yeast Ste14p that methylates the 1-phosphate group of lipid A.
2005-08-26
Crystal structures of lanthanide(III) complexes with cyclen derivative bearing three acetate and one methylphosphonate pendants.
2005-08-08
Picolylamine-methylphosphonic acid esters as tridentate ligands for the labeling of alcohols with the fac-[M(CO)3]+ core (M = 99mTc, Re): synthesis and biodistribution of model compounds and of a 99mTc-labeled cobinamide.
2005-07
Analysis of reduced phosphorus in samples of environmental interest.
2005-06-15
Surface-enhanced Raman spectra of VX and its hydrolysis products.
2005-05
Lanthanide(III) complexes of a mono(methylphosphonate) analogue of H4dota: the influence of protonation of the phosphonate moiety on the TSAP/SAP isomer ratio and the water exchange rate.
2005-04-08
Mechanistic plasticity of DNA topoisomerase IB: phosphate electrostatics dictate the need for a catalytic arginine.
2005-04
Carbonic anhydrase inhibitors. Interaction of isozymes I, II, IV, V, and IX with organic phosphates and phosphonates.
2005-03-15
Phosphonate catabolism by Campylobacter spp.
2005-02
Chemically modified DNA substrates implicate the importance of electrostatic interactions for DNA unwinding by Dda helicase.
2005-01-18
Aminomethylphosphonic acid and glyphosate adsorption onto goethite: a comparative study.
2005-01-15
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:17:44 GMT 2025
Edited
by admin
on Mon Mar 31 22:17:44 GMT 2025
Record UNII
329W4YM10Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-119358
Preferred Name English
METHYLPHOSPHONIC ACID
Systematic Name English
METHANEPHOSPHONIC ACID
Systematic Name English
PHOSPHONIC ACID, METHYL-
Systematic Name English
METHYL PHOSPHONIC ACID [HSDB]
Common Name English
DIHYDROGEN METHYLPHOSPHONATE
Systematic Name English
PHOSPHONIC ACID, P-METHYL-
Systematic Name English
Code System Code Type Description
CHEBI
45129
Created by admin on Mon Mar 31 22:17:44 GMT 2025 , Edited by admin on Mon Mar 31 22:17:44 GMT 2025
PRIMARY
NSC
119358
Created by admin on Mon Mar 31 22:17:44 GMT 2025 , Edited by admin on Mon Mar 31 22:17:44 GMT 2025
PRIMARY
ECHA (EC/EINECS)
213-607-2
Created by admin on Mon Mar 31 22:17:44 GMT 2025 , Edited by admin on Mon Mar 31 22:17:44 GMT 2025
PRIMARY
EPA CompTox
DTXSID5047748
Created by admin on Mon Mar 31 22:17:44 GMT 2025 , Edited by admin on Mon Mar 31 22:17:44 GMT 2025
PRIMARY
CAS
993-13-5
Created by admin on Mon Mar 31 22:17:44 GMT 2025 , Edited by admin on Mon Mar 31 22:17:44 GMT 2025
PRIMARY
WIKIPEDIA
Methylphosphonic acid
Created by admin on Mon Mar 31 22:17:44 GMT 2025 , Edited by admin on Mon Mar 31 22:17:44 GMT 2025
PRIMARY
PUBCHEM
13818
Created by admin on Mon Mar 31 22:17:44 GMT 2025 , Edited by admin on Mon Mar 31 22:17:44 GMT 2025
PRIMARY
FDA UNII
329W4YM10Z
Created by admin on Mon Mar 31 22:17:44 GMT 2025 , Edited by admin on Mon Mar 31 22:17:44 GMT 2025
PRIMARY
HSDB
6762
Created by admin on Mon Mar 31 22:17:44 GMT 2025 , Edited by admin on Mon Mar 31 22:17:44 GMT 2025
PRIMARY