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Record Information |
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Version | 4.0 |
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Status | Detected and Quantified |
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Creation Date | 2007-04-12 21:15:42 UTC |
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Update Date | 2020-02-26 21:26:13 UTC |
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HMDB ID | HMDB0006049 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | O-Phosphotyrosine |
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Description | O-Phosphotyrosine is a phosphorylated amino acid that occurs in a number of proteins. Tyrosine phosphorylation and dephosphorylation plays a role in cellular signal transduction and possibly in cell growth control and carcinogenesis. Small amounts of free phosphotyrosine can be found in urine (PMID: 7693088 ). Levels of this amino acid appear to be elevated in mammalian urine during liver regeneration (PMID: 7516161 ). Phosphotyrosine is also able to induce platelet aggregation in vitro and it has been suggested that free phosphotyrosine in blood could be meaningful for in vivo platelet activation (PMID: 1282059 ). |
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Structure | |
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Synonyms | Value | Source |
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O-Phospho-L-tyrosine | ChEBI | O-Phosphono-L-tyrosine | ChEBI | Phosphonotyrosine | ChEBI | Phosphotyrosine | ChEBI | Tyrosine phosphate | ChEBI | Tyrosine phosphoric acid | Generator | L-Phosphotyrosine | HMDB | L-3-(4-Hydroxyphenyl)alanine 4'-phosphate | HMDB | L-Tyrosine-O-phosphate | HMDB | Phospho-L-tyrosine | HMDB | Phosphotyrosine (py) | HMDB | Tyrosine O-phosphate | HMDB | Tyrosine O phosphate | HMDB | Tyrosine-O-phosphate | HMDB |
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Chemical Formula | C9H12NO6P |
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Average Molecular Weight | 261.1684 |
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Monoisotopic Molecular Weight | 261.040223633 |
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IUPAC Name | (2S)-2-amino-3-[4-(phosphonooxy)phenyl]propanoic acid |
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Traditional Name | phosphonotyrosine |
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CAS Registry Number | Not Available |
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SMILES | N[C@@H](CC1=CC=C(OP(O)(O)=O)C=C1)C(O)=O |
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InChI Identifier | InChI=1S/C9H12NO6P/c10-8(9(11)12)5-6-1-3-7(4-2-6)16-17(13,14)15/h1-4,8H,5,10H2,(H,11,12)(H2,13,14,15)/t8-/m0/s1 |
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InChI Key | DCWXELXMIBXGTH-QMMMGPOBSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as phenylalanine and derivatives. Phenylalanine and derivatives are compounds containing phenylalanine or a derivative thereof resulting from reaction of phenylalanine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. |
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Kingdom | Organic compounds |
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Super Class | Organic acids and derivatives |
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Class | Carboxylic acids and derivatives |
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Sub Class | Amino acids, peptides, and analogues |
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Direct Parent | Phenylalanine and derivatives |
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Alternative Parents | |
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Substituents | - Phenylalanine or derivatives
- 3-phenylpropanoic-acid
- Phenyl phosphate
- Alpha-amino acid
- L-alpha-amino acid
- Amphetamine or derivatives
- Aryl phosphomonoester
- Aryl phosphate
- Phenoxy compound
- Aralkylamine
- Phosphoric acid ester
- Monocyclic benzene moiety
- Organic phosphoric acid derivative
- Benzenoid
- Amino acid
- Monocarboxylic acid or derivatives
- Carboxylic acid
- Organic nitrogen compound
- Organooxygen compound
- Organonitrogen compound
- Primary amine
- Hydrocarbon derivative
- Primary aliphatic amine
- Organic oxide
- Carbonyl group
- Organopnictogen compound
- Organic oxygen compound
- Amine
- Aromatic homomonocyclic compound
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Molecular Framework | Aromatic homomonocyclic compounds |
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External Descriptors | |
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Ontology |
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Disposition | Biological location: Source: |
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Process | Naturally occurring process: |
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Role | Industrial application: |
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Physical Properties |
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State | Solid |
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Experimental Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties | |
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Spectra |
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| Spectrum Type | Description | Splash Key | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-00kv-9760000000-fac0ad90cc9632ea6e27 | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive | splash10-014i-7490000000-942403f966393fcd98df | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-02td-1190000000-c4bdb7da24563b4177c3 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014j-1790000000-55cef97dac3a8d00ae8e | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-014i-2900000000-1f6422b48ae626b43485 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-004i-9030000000-8821df5eb9bab97574d6 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-004i-9110000000-52223829a773b1820856 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-004i-9000000000-0e7b4ff762027c709269 | Spectrum |
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Biological Properties |
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Cellular Locations | Not Available |
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Biospecimen Locations | |
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Tissue Locations | Not Available |
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Pathways | |
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Normal Concentrations |
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Blood | Expected but not Quantified | Not Quantified | Not Available | Not Available | Normal | | details | Urine | Detected and Quantified | 0.00073 +/- 0.00005 umol/mmol creatinine | Adult (>18 years old) | Both | Normal | | details |
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Abnormal Concentrations |
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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | DB01962 |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB023821 |
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KNApSAcK ID | Not Available |
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Chemspider ID | 28593 |
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KEGG Compound ID | C06501 |
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BioCyc ID | Not Available |
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BiGG ID | Not Available |
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Wikipedia Link | Tyrosine |
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METLIN ID | Not Available |
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PubChem Compound | 30819 |
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PDB ID | PTR |
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ChEBI ID | 37788 |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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MarkerDB ID | |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Kataoka H, Nakai K, Katagiri Y, Makita M: Analysis of free and bound O-phosphoamino acids in urine by gas chromatography with flame photometric detection. Biomed Chromatogr. 1993 Jul-Aug;7(4):184-8. [PubMed:7693088 ]
- Kataoka H, Nakai K, Makita M: Increase of phosphotyrosine levels in mouse urine and liver during liver regeneration after partial hepatectomy. Biochem Biophys Res Commun. 1994 Jun 15;201(2):909-16. [PubMed:7516161 ]
- Munoz GE, Arenas-Diaz G, Marshall SH: Exogenously added free phosphotyrosine induces aggregation of circulating platelets in rabbits. Cell Mol Biol (Noisy-le-grand). 1992 Nov;38(7):719-22. [PubMed:1282059 ]
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