O-Phosphotyrosine (CHEM036030)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 07:09:56 UTC
Update Date2016-11-09 01:21:25 UTC
Accession NumberCHEM036030
Identification
Common NameO-Phosphotyrosine
ClassSmall Molecule
DescriptionA non-proteinogenic L-alpha-amino acid that is L-tyrosine phosphorylated at the phenolic hydroxy group.
Contaminant Sources
  • FooDB Chemicals
  • HMDB Contaminants - Urine
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
O-Phospho-L-tyrosineChEBI
O-Phosphono-L-tyrosineChEBI
PhosphonotyrosineChEBI
PhosphotyrosineChEBI
Tyrosine phosphateChEBI
Tyrosine phosphoric acidGenerator
Tyrosine O phosphateMeSH
Tyrosine-O-phosphateMeSH
L-PhosphotyrosineHMDB
L-3-(4-Hydroxyphenyl)alanine 4'-phosphateHMDB
L-Tyrosine-O-phosphateHMDB
phospho-L-TyrosineHMDB
Phosphotyrosine (py)HMDB
Tyrosine O-phosphateHMDB
Chemical FormulaC9H12NO6P
Average Molecular Mass261.168 g/mol
Monoisotopic Mass261.040 g/mol
CAS Registry Number21820-51-9
IUPAC Name(2S)-2-amino-3-[4-(phosphonooxy)phenyl]propanoic acid
Traditional Namephosphonotyrosine
SMILESN[C@@H](CC1=CC=C(OP(O)(O)=O)C=C1)C(O)=O
InChI IdentifierInChI=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
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot 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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
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 GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
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
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-9060000000-ccb200a7330d4d29af62Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-a5e502a2627af2048a1fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-a5e502a2627af2048a1fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-02t9-0090000000-813cf20537b120ee03f1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-1190000000-30d2bc5ccbdd91a0b720Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-3910000000-6669265710f2d4346cd6Spectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB01962
HMDB IDHMDB0006049
FooDB IDFDB023821
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDPTR
Wikipedia LinkTyrosine
Chemspider ID28593
ChEBI ID37788
PubChem Compound ID30819
Kegg Compound IDC06501
YMDB IDNot Available
ECMDB IDECMDB21276
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11400052
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11782793
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=11992381
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=1382614
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=15022197
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=16240095
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=16926509
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=1718554
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=18627164
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=2415179
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=2477282
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=2576051
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=30398859
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=7678776
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=8041296
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=8603380
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=9784397
18. 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.
19. 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.
20. 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.