ChemFOnt: Showing chemical card for 2-amino-3-(4-hydroxyphenyl)propanoic acid (CFc000144579)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:22:49 UTC

Chemfont ID

CFc000144579

Molecule Identification

Common Name

2-amino-3-(4-hydroxyphenyl)propanoic acid

Definition

L-Tyrosine, also known as (S)-tyrosine or benzenepropanoate, belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. An optically active form of tyrosine having L-configuration. L-Tyrosine is a very strong basic compound (based on its pKa). L-Tyrosine exists in all living species, ranging from bacteria to humans. In humans, L-tyrosine is involved in thyroid hormone synthesis. L-Tyrosine is a potentially toxic compound. L-Tyrosine, with regard to humans, has been found to be associated with several diseases such as attachment loss and ulcerative colitis; L-tyrosine has also been linked to several inborn metabolic disorders including tyrosinemia, tyrosinemia I, and hypermethioninemia.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(-)-alpha-Amino-p-hydroxyhydrocinnamic acid	ChEBI
(2S)-2-Amino-3-(4-hydroxyphenyl)propanoic acid	ChEBI
(S)-(-)-Tyrosine	ChEBI
(S)-2-Amino-3-(p-hydroxyphenyl)propionic acid	ChEBI
(S)-3-(p-Hydroxyphenyl)alanine	ChEBI
(S)-alpha-Amino-4-hydroxybenzenepropanoic acid	ChEBI
(S)-Tyrosine	ChEBI
4-Hydroxy-L-phenylalanine	ChEBI
L-Tyrosin	ChEBI
Tyr	ChEBI
TYROSINE	ChEBI
Y	ChEBI
(-)-a-Amino-p-hydroxyhydrocinnamate	Generator
(-)-a-Amino-p-hydroxyhydrocinnamic acid	Generator
(-)-alpha-Amino-p-hydroxyhydrocinnamate	Generator
(-)-Α-amino-p-hydroxyhydrocinnamate	Generator
(-)-Α-amino-p-hydroxyhydrocinnamic acid	Generator
(2S)-2-Amino-3-(4-hydroxyphenyl)propanoate	Generator
(S)-2-Amino-3-(p-hydroxyphenyl)propionate	Generator
(S)-a-Amino-4-hydroxybenzenepropanoate	Generator
(S)-a-Amino-4-hydroxybenzenepropanoic acid	Generator
(S)-alpha-Amino-4-hydroxybenzenepropanoate	Generator
(S)-Α-amino-4-hydroxybenzenepropanoate	Generator
(S)-Α-amino-4-hydroxybenzenepropanoic acid	Generator
(S)-a-Amino-4-hydroxy-benzenepropanoate	HMDB
(S)-a-Amino-4-hydroxy-benzenepropanoic acid	HMDB
(S)-alpha-Amino-4-hydroxy-benzenepropanoate	HMDB
(S)-alpha-Amino-4-hydroxy-benzenepropanoic acid	HMDB
2-Amino-3-(4-hydroxyphen yl)-2-amino-3-(4-hydroxyphenyl)-propanoate	HMDB
2-Amino-3-(4-hydroxyphen yl)-2-amino-3-(4-hydroxyphenyl)-propanoic acid	HMDB
3-(4-Hydroxyphenyl)-L-alanine	HMDB
Benzenepropanoate	HMDB
Benzenepropanoic acid	HMDB
L-p-Tyrosine	HMDB
p-Tyrosine	HMDB
L Tyrosine	HMDB
Tyrosine, L-isomer	HMDB
Tyrosine, L isomer	HMDB
Para tyrosine	HMDB
Para-tyrosine	HMDB

Chemical Formula

C₉H₁₁NO₃

Average Molecular Weight

181.1885

Monoisotopic Molecular Weight

181.073893223

IUPAC Name

(2S)-2-amino-3-(4-hydroxyphenyl)propanoic acid

Traditional Name

L-tyrosine

CAS Registry Number

60-18-4

SMILES

N[C@@H](CC1=CC=C(O)C=C1)C(O)=O

InChI Identifier

InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1

InChI Key

OUYCCCASQSFEME-QMMMGPOBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine 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

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
3-phenylpropanoic-acid
Alpha-amino acid
Amphetamine or derivatives
L-alpha-amino acid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Monocyclic benzene moiety
Benzenoid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organooxygen compound
Organonitrogen compound
Amine
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Primary amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

proteinogenic amino acid (CHEBI:17895 )
L-alpha-amino acid (CHEBI:17895 )
tyrosine (CHEBI:17895 )
erythrose 4-phosphate/phosphoenolpyruvate family amino acid (CHEBI:17895 )
Common amino acids (C00082 )

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	7.67 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-1.5	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	2	ChemAxon
pKa (Strongest Basic)	9.19	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	83.55 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	47.1 m³·mol⁻¹	ChemAxon
Polarizability	18.01 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