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Showing metabocard for O-Phosphotyrosine (HMDB0006049)

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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2007-04-12 21:15:42 UTC
Update Date2020-02-26 21:26:13 UTC
HMDB IDHMDB0006049
Secondary Accession Numbers
  • HMDB06049
Metabolite Identification
Common NameO-Phosphotyrosine
DescriptionO-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 ).
Structure
Data?1582752373
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
O-Phospho-L-tyrosineChEBI
O-Phosphono-L-tyrosineChEBI
PhosphonotyrosineChEBI
PhosphotyrosineChEBI
Tyrosine phosphateChEBI
Tyrosine phosphoric acidGenerator
L-PhosphotyrosineHMDB
L-3-(4-Hydroxyphenyl)alanine 4'-phosphateHMDB
L-Tyrosine-O-phosphateHMDB
Phospho-L-tyrosineHMDB
Phosphotyrosine (py)HMDB
Tyrosine O-phosphateHMDB
Tyrosine O phosphateHMDB
Tyrosine-O-phosphateHMDB
Chemical FormulaC9H12NO6P
Average Molecular Weight261.1684
Monoisotopic Molecular Weight261.040223633
IUPAC Name(2S)-2-amino-3-[4-(phosphonooxy)phenyl]propanoic acid
Traditional Namephosphonotyrosine
CAS Registry NumberNot Available
SMILES
N[C@@H](CC1=CC=C(OP(O)(O)=O)C=C1)C(O)=O
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
InChI KeyDCWXELXMIBXGTH-QMMMGPOBSA-N
Chemical Taxonomy
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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentPhenylalanine and derivatives
Alternative Parents
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
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.93 g/LALOGPS
logP-0.76ALOGPS
logP-1.5ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)1.38ChemAxon
pKa (Strongest Basic)9.46ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area130.08 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity57.97 m³·mol⁻¹ChemAxon
Polarizability22.7 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00kv-9760000000-fac0ad90cc9632ea6e27Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-014i-7490000000-942403f966393fcd98dfSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-02td-1190000000-c4bdb7da24563b4177c3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-1790000000-55cef97dac3a8d00ae8eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-2900000000-1f6422b48ae626b43485Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-9030000000-8821df5eb9bab97574d6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9110000000-52223829a773b1820856Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-0e7b4ff762027c709269Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
UrineDetected and Quantified0.00073 +/- 0.00005 umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01962
Phenol Explorer Compound IDNot Available
FooDB IDFDB023821
KNApSAcK IDNot Available
Chemspider ID28593
KEGG Compound IDC06501
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTyrosine
METLIN IDNot Available
PubChem Compound30819
PDB IDPTR
ChEBI ID37788
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]
  2. 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 ]
  3. 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 ]