Details
Stereochemistry | ACHIRAL |
Molecular Formula | C2H5O5P |
Molecular Weight | 140.0319 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CP(O)(O)=O
InChI
InChIKey=XUYJLQHKOGNDPB-UHFFFAOYSA-N
InChI=1S/C2H5O5P/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H2,5,6,7)
Approval Year
PubMed
Title | Date | PubMed |
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Inhibition of herpes simplex virus replication by phosphonoacetic acid. | 1974 Sep |
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Inhibitors of human immunodeficiency virus type 1 reverse transcriptase target distinct phases of early reverse transcription. | 2001 Apr |
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Gene amplification in fibroblasts from ataxia telangiectasia (AT) patients and in X-ray hypersensitive AT-like Chinese hamster mutants. | 2001 Jan |
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Increased gene amplification in immortal rodent cells deficient for the DNA-dependent protein kinase catalytic subunit. | 2001 Jun 1 |
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The allosteric activator Mg-ATP modifies the quaternary structure of the R-state of Escherichia coli aspartate transcarbamylase without altering the T<-->R equilibrium. | 2001 Jun 8 |
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Pharmacological cyclin-dependent kinase inhibitors inhibit replication of wild-type and drug-resistant strains of herpes simplex virus and human immunodeficiency virus type 1 by targeting cellular, not viral, proteins. | 2002 Aug |
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Induction of gene amplification as a gain-of-function phenotype of mutant p53 proteins. | 2002 Jun 1 |
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Caspase-dependent cleavage of carbamoyl phosphate synthetase II during apoptosis. | 2002 Mar |
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Phosphine and methane generation by the addition of organic compounds containing carbon-phosphorus bonds into incubated soil. | 2002 Nov |
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Genomic instability driven by the human T-cell leukemia virus type I (HTLV-I) oncoprotein, Tax. | 2002 Oct 17 |
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Complexation of beryllium(II) ion by phosphinate ligands in aqueous solution. Synthesis and XRPD structure determination of Be[(PhPO2)2CH2](H2O)2. | 2003 Apr 7 |
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Down-regulation of MHC class I expression by equine herpesvirus-1. | 2003 Feb |
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Phosphonoacetic acid as a building block in supramolecular chemistry: salts with organic polyamines. | 2003 Feb |
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Design and synthesis of phosphonoacetic acid (PPA) ester and amide bioisosters of ribofuranosylnucleoside diphosphates as potential ribonucleotide reductase inhibitors and evaluation of their enzyme inhibitory, cytostatic and antiviral activity. | 2003 Jul |
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The purification and characterization of phosphonopyruvate hydrolase, a novel carbon-phosphorus bond cleavage enzyme from Variovorax sp Pal2. | 2003 Jun 27 |
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Herpes simplex virus replication compartments can form by coalescence of smaller compartments. | 2003 May 10 |
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Efficacy of Thai medicinal plant extracts against herpes simplex virus type 1 infection in vitro and in vivo. | 2003 Nov |
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Synthesis and biological evaluation of S-acyl-3-thiopropyl prodrugs of N-phosphonoacetyl-L-aspartate (PALA). | 2003 Oct |
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Cyclic sulfamidates as vehicles for the synthesis of substituted lactams. | 2004 Dec 9 |
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Tetrahedral intermediates in thiamin diphosphate-dependent decarboxylations exist as a 1',4'-imino tautomeric form of the coenzyme, unlike the michaelis complex or the free coenzyme. | 2004 Jun 1 |
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In vitro selection of drug-resistant varicella-zoster virus (VZV) mutants (OKA strain): differences between acyclovir and penciclovir? | 2004 Mar |
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Efficient synthesis of fluorothiosparfosic acid analogues with potential antitumoral activity. | 2005 Aug 15 |
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Antiviral activity of the marine alga Symphyocladia latiuscula against herpes simplex virus (HSV-1) in vitro and its therapeutic efficacy against HSV-1 infection in mice. | 2005 Dec |
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Severe cytochrome c oxidase inhibition in vivo does not induce a pyrimidine deficiency; neuroprotective action of oral uridine prodrug PN401 requires supraphysiological levels of uridine. | 2005 Dec 20 |
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Phosphonate catabolism by Campylobacter spp. | 2005 Feb |
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A facile synthesis of novel chiral phosphonoacetates bearing a stereogenic phosphorus atom. | 2005 Jan |
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The antiviral activity of the combinations of netropsin derivatives with modified nucleosides and phosphonoacetic acid as estimated in the model of herpesvirus type 1 in a vero cell culture. | 2005 Jan-Feb |
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Susceptibilities of several clinical varicella-zoster virus (VZV) isolates and drug-resistant VZV strains to bicyclic furano pyrimidine nucleosides. | 2005 Mar |
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Functional inaccessibility of quiescent herpes simplex virus genomes. | 2005 Nov 21 |
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Development of a common fully stereocontrolled access to the medicinally important and promising prostacyclin analogues iloprost, 3-oxa-iloprost and cicaprost. | 2006 Jul 17 |
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Continued survival of more than ten years, without resection of metastatic disease, in patients with metastatic colorectal cancer treated with biomodulated fluorouracil: report of two cases. | 2006 Mar |
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Phosphonoacetate hydrolase from Penicillium oxalicum: purification and properties, phosphate starvation-independent expression, and partial sequencing. | 2006 Mar |
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Synergistic antiviral activity of acyclovir and vidarabine against herpes simplex virus types 1 and 2 and varicella-zoster virus. | 2006 Nov |
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Selective excision of chain-terminating nucleotides by HIV-1 reverse transcriptase with phosphonoformate as substrate. | 2006 Sep 22 |
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Design, synthesis, and bioactivity of novel inhibitors of E. coli aspartate transcarbamoylase. | 2007 Apr 1 |
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Glycosaminoglycan interactions in murine gammaherpesvirus-68 infection. | 2007 Apr 4 |
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Enriching suicide gene bearing tumor cells for an increased bystander effect. | 2007 Jan |
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Autophagy suppresses tumor progression by limiting chromosomal instability. | 2007 Jun 1 |
Patents
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Classification Tree | Code System | Code | ||
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WHO-ATC |
J05AD02
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NCI_THESAURUS |
C29575
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NCI_THESAURUS |
C281
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WHO-VATC |
QJ05AD02
Created by
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Code System | Code | Type | Description | ||
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C84056
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4408-78-0
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DTXSID2045107
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300000044803
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57488
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224-558-1
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18205
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N919E46723
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DB02823
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D010746
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15732
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546
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)
SALT/SOLVATE (PARENT)