Phosphonoacetic acid - ≥97% , CAS No.4408-78-0

CAS: 4408-78-0 Cat. No.: P344747 Molecular Weight: 140.03 EC Number: 224-558-1 PubChem CID: 546

GRADE & PURITY ≥97%

Synonyms

NSC 18205 | Phosphonoethanoic acid | CCG-38040 | P 6909 | Fosfonoacetic acid | Phosphonoacetic acid | Carboxymethanephosphonate | CHEBI:15732 | Disodium phosphonoacetate monohydrate | MFCD00004311 | PHOSPHONOACETICACID | EINECS 224-558-1 | 1ew8 | BBL10012

Storage

Room temperature

Shipped In

Normal

Overview

Phosphonoacetic acid inhibits specifically human cytomegalovirus DNA synthesis in virus-infected human fibroblasts. It also inhibits the synthesis of herpes simplex virus DNA in infected cells and the activity of the virus-specific DNA polymerase in vitro.

application：

Phosphonoacetic acid was used as an inhibitor of viral DNA replication, to investigate the infected cell protein 0 (bICP0) localization in infected low passage bovine cells. It was also used as a phosphorus source for microbial growth in phosphate-independent manner.

Specifications

Synonyms

NSC 18205 | Phosphonoethanoic acid | CCG-38040 | P 6909 | Fosfonoacetic acid | Phosphonoacetic acid | Carboxymethanephosphonate | CHEBI:15732 | Disodium phosphonoacetate monohydrate | MFCD00004311 | PHOSPHONOACETICACID | EINECS 224-558-1 | 1ew8 | BBL10012

Specifications & Purity

≥97%

Storage

Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Canonical Smiles: C(C(=O)O)P(=O)(O)O
• IUPAC Name: 2-phosphonoacetic acid
• InChIKey: XUYJLQHKOGNDPB-UHFFFAOYSA-N
• INCHI: 1S/C2H5O5P/c3-2(4)1-8(5,6)7/h1H2,(H,3,4)(H2,5,6,7)
• Isomeric SMILES: C(C(=O)O)P(=O)(O)O
• WGK Germany: 3
• RTECS: AJ3278000
• PubChem CID: 546
• Molecular Weight: 140.03

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Organic phosphonic acids and derivatives
      • Subclass Organic phosphonic acids

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Organic phosphonic acids and derivatives
• Subclass: Organic phosphonic acids
• Intermediate Tree Nodes: Not available
• Direct Parent: Organic phosphonic acids
• Alternative Parents: Monocarboxylic acids and derivatives Carboxylic acids Organopnictogen compounds Organophosphorus compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Organophosphonic acid - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organophosphorus compound - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as organic phosphonic acids. These are organic compounds containing phosphonic acid.
• External Descriptors: monocarboxylic acid - phosphonic acids

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

TSHR Tclin Thyroid stimulating hormone receptor (29986 Activities)

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CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

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CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

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CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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HEK293 (82097 Activities)

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HepG2 (196354 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

Discover Target: EHMT2

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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LMNA Tbio Prelamin-A/C (36751 Activities)

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BLM Tchem Bloom syndrome protein (4248 Activities)

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HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 Activities)

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SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)

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GMNN Tbio Geminin (128009 Activities)

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MPHOSPH8 Tbio M-phase phosphoprotein 8 (656 Activities)

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BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)

Discover Target: BAZ2B

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MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

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RAN Tchem GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 (21853 Activities)

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Associated Targets(non-human)

polC DNA polymerase III (243 Activities)

Discover Target: polC

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Plasmodium falciparum (966862 Activities)

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Human alphaherpesvirus 2 (4932 Activities)

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Oryctolagus cuniculus (11301 Activities)

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Mus musculus (284745 Activities)

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Human alphaherpesvirus 1 (11089 Activities)

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Vero (26788 Activities)

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Fe(3+)-Zn(2+) purple acid phosphatase (65 Activities)

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nfo Endonuclease 4 (425 Activities)

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NS1 Nonstructural protein 1 (33327 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water.
• Sensitivity: Hygroscopic
• Melt Point(°C): 139-146°C
• Molecular Weight: 140.030 g/mol
• XLogP3: -2.000
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 139.987 Da
• Monoisotopic Mass: 139.987 Da
• Topological Polar Surface Area: 94.800 Ų
• Heavy Atom Count: 8
• Formal Charge: 0
• Complexity: 133.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Wenteng Wu, Qingxin Wang, Jiashuo Fu, Wen Li, Wen Liu, Yunqi Li, Haining Wang, Shanfu Lu, Yan Xiang.  (2025)  Effects of diverse organic phosphonic acids on the catalytic performance of platinum toward oxygen reduction reaction.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2025.122941]