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

• ChemBase ID: 179366
• Molecular Formular: C9H11NO3
• Molecular Mass: 181.18854
• Monoisotopic Mass: 181.07389322
• SMILES: c1cccc(c1CC(N)C(=O)O)O
• Canonical SMILES: OC(=O)C(Cc1ccccc1O)N
• InChI: InChI=1S/C9H11NO3/c10-7(9(12)13)5-6-3-1-2-4-8(6)11/h1-4,7,11H,5,10H2,(H,12,13)
• InChIKey: WRFPVMFCRNYQNR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(2-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: 2-tyrosine
• Synonyms: 2-Hydroxyphenylalanine; (+/-)-o-Tyrosine; DL-2-Hydroxyphenylalanine; DL-o-Tyrosine; NSC 72345; Ortho-tyrosine; o-DL-Tyrosine; o-Tyrosine; D,L-o-Tyrosine; 3-(2-Hydroxyphenyl)-DL-alanine; H-DL-Phe(2-OH)-OH; DL-o-Tyrosine; 2-AMino-3-(2-hydroxyphenyl)propanoic acid; DL-o-酪氨酸

Database IDs

• CAS Number: 2370-61-8
• EC Number: 219-134-8
• MDL Number: MFCD00021725
• Beilstein Number: 2805789
• PubChem SID: 164235276
• PubChem CID: 91482

CALCULATED PROPERTIES

• Acid pKa: 2.0057738
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.4882036
• LogD (pH = 7.4): -1.501613
• Log P: -1.4883343
• Molar Refractivity: 47.0972 cm^3
• Polarizability: 18.512674 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Off-White Solid; Powder
• Melting Point: 255-257°C dec.; ca 256°C dec.

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: YP2285000
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 98%

DETAILS

Toronto Research Chemicals - T899980

A metabolite of Phenylalanine (P319415). A precursor in the formation of catecholamines. Used as biomarkers of protein oxidative damage in β-thalassemia.

REFERENCES

• Tsugita, A., et al.: Eur. J. Biochem., 124, 585 (1982)
• Nielsen, F., et al.: Clin. Chem., 43, 1209 (1982)
• Mates, J., et al.: Clin. Biochem., 32, 595 (1982)