|
Record Information |
|---|
| Version |
1.0 |
|---|
| Update Date |
1/22/2018 11:54:54 AM |
|---|
|
Metabolite ID | PAMDB001164 |
|---|
|
Identification |
|---|
| Name: |
Phenylphosphonate |
|---|
| Description: | Phenylphosphonate is a member of the chemical class known as Phenylphosphines and Derivatives. These are compounds containing a phenylphosphine, which consists of phosphine substituent bound to a phenyl group. . Phosphonates (Pn) are a large class of organophosphorus molecules that have direct carbon-phosphorus (C-P) bonds in place of the carbon-oxygen-phosphorus ester bond. In bacteria two pathways exist for Pn breakdown for use as a P source: the phosphonatase and C-P lyase pathways. These pathways differ both in regard to their substrate specificity and their cleavage mechanism. The phosphonatase pathway acts on the natural Pn alpha-aminoethylphosphonate (AEPn). In a two-step process it leads to cleavage of the C-P bond by a hydrolysis reaction requiring an adjacent carbonyl group. In contrast the C-P lyase pathway has a broad substrate specificity. It leads to cleavage of substituted Pn (such as AEPn) as well as unsubstituted Pn by a mechanism involving redox or radical chemistry. Due to its broad substrate specificity, the C-P lyase pathway is generally thought to be responsible for the breakdown of Pn herbicides (such as glyphosate) by bacteria. |
|---|
|
Structure |
|
|---|
| Synonyms: | - Benzenephosphonate
- Benzenephosphonic acid
- Phenyl-Phosphonate
- Phenyl-Phosphonic acid
- Phenylphosphonic acid
- PHPN
|
|---|
|
Chemical Formula: |
C6H5O3P |
|---|
| Average Molecular Weight: |
156.0759 |
|---|
| Monoisotopic Molecular
Weight: |
155.997630538 |
|---|
| InChI Key: |
QLZHNIAADXEJJP-UHFFFAOYSA-L |
|---|
| InChI: | InChI=1S/C6H7O3P/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H2,7,8,9)/p-2 |
|---|
| CAS
number: |
1571-33-1 |
|---|
| IUPAC Name: | phenylphosphonate |
|---|
|
Traditional IUPAC Name: |
phenylphosphonate |
|---|
| SMILES: | [O-]P([O-])(=O)C1=CC=CC=C1 |
|---|
|
Chemical Taxonomy |
|---|
|
Taxonomy Description | This compound belongs to the class of organic compounds known as phenylphosphines and derivatives. These are compounds containing a phenylphosphine, which consists of phosphine substituent bound to a phenyl group. |
|---|
|
Kingdom |
Organic compounds |
|---|
| Super Class | Benzenoids |
|---|
|
Class |
Benzene and substituted derivatives |
|---|
| Sub Class | Phenylphosphines and derivatives |
|---|
|
Direct Parent |
Phenylphosphines and derivatives |
|---|
| Alternative Parents |
|
|---|
| Substituents |
- Phenylphosphine
- Organophosphonic acid derivative
- Organophosphonic acid
- Hydrocarbon derivative
- Organophosphorus compound
- Organic anion
- Aromatic homomonocyclic compound
|
|---|
| Molecular Framework |
Aromatic homomonocyclic compounds |
|---|
| External Descriptors |
|
|---|
|
Physical Properties |
|---|
| State: |
Solid |
|---|
| Charge: | -1 |
|---|
|
Melting point: |
163-166 °C |
|---|
| Experimental Properties: |
| Property | Value | Source |
|---|
| Water Solubility: | 190 mg/mL at 15 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)] | PhysProp |
|
|---|
| Predicted Properties |
|
|---|
|
Biological Properties |
|---|
| Cellular Locations: |
Cytoplasm |
|---|
| Reactions: | |
|---|
|
Pathways: |
Not Available |
|---|
|
Spectra |
|---|
| Spectra: |
|
|---|
|
References |
|---|
| References: |
- Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
|
|---|
| Synthesis Reference: |
Not Available |
|---|
| Material Safety Data Sheet (MSDS) |
Not Available |
|---|
|
Links |
|---|
| External Links: |
| Resource | Link |
|---|
| CHEBI ID | Not Available | | HMDB ID | Not Available | | Pubchem Compound ID | 5194779 | | Kegg ID | Not Available | | ChemSpider ID | 4366324 | | Wikipedia ID | Not Available | | BioCyc ID | CPD0-1078 | | EcoCyc ID | CPD0-1078 |
|
|---|
