ChemFOnt: Showing chemical card for Phosphonotyrosine (CFc000321280)

Record Information

Version

1.0

Creation Date

2022-09-06 19:45:53 UTC

Update Date

2022-09-14 04:50:18 UTC

Chemfont ID

CFc000321280

Molecule Identification

Common Name

Phosphonotyrosine

Definition

An amino acid that occurs in endogenous proteins. Tyrosine phosphorylation and dephosphorylation plays a role in cellular signal transduction and possibly in cell growth control and carcinogenesis. [PubChem]

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
O-Phospho-L-tyrosine	ChEBI
O-Phosphono-L-tyrosine	ChEBI
Phosphonotyrosine	ChEBI
Phosphotyrosine	ChEBI
Tyrosine phosphate	ChEBI
Tyrosine phosphoric acid	Generator
Tyrosine O phosphate	MeSH
Tyrosine-O-phosphate	MeSH
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

Chemical Formula

C₉H₁₂NO₆P

Average Molecular Weight

261.1684

Monoisotopic Molecular Weight

261.040223633

IUPAC Name

(2S)-2-amino-3-[4-(phosphonooxy)phenyl]propanoic acid

Traditional Name

phosphonotyrosine

CAS Registry Number

21820-51-9

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 Key

DCWXELXMIBXGTH-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Phenylalanine 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 Framework

Aromatic homomonocyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:37788 )
L-tyrosine derivative (CHEBI:37788 )
O(4)-phosphotyrosine (CHEBI:37788 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0006049)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0006049)

Source

Exogenous

Exogenous (HMDB: HMDB0006049)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0006049)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0006049)

Biochemical pathway

Metabolic pathway

Tyrosine Biosynthesis (PathBank: SMP0000826)

Role

Industrial application

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0006049)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.93 g/L	ALOGPS
logP	-0.76	ALOGPS
logP	-1.5	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.38	ChemAxon
pKa (Strongest Basic)	9.46	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	130.08 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	57.97 m³·mol⁻¹	ChemAxon
Polarizability	22.7 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon