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

• ChemBase ID: 92386
• Molecular Formular: C9H11NO3
• Molecular Mass: 181.18854
• Monoisotopic Mass: 181.07389322
• SMILES: NC(Cc1cc(ccc1)O)C(=O)O
• Canonical SMILES: OC(=O)C(Cc1cccc(c1)O)N
• InChI: InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-2-1-3-7(11)4-6/h1-4,8,11H,5,10H2,(H,12,13)
• InChIKey: JZKXXXDKRQWDET-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(3-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: m-L-tyrosine
• Synonyms: 2-Amino-3-(3-hydroxyphenyl)propanoic acid; 3-(3-Hydroxyphenyl)-D,L-alanine; m-Hydroxyphenylalanine; Metatyrosine; DL-3-Hydroxyphenylalanine; NSC 89304; D,L-m-Tyrosine; DL-3-[3-Hydroxyphenyl]alanine; DL-2-Amino-3-(3-hydroxyphenyl)propionic acid; 3-(3-Hydroxyphenyl)-DL-alanine; DL-meta-TYROSINE; 2-Amino-3-(3-hydroxyphenyl)propanoic acid; DL-m-Tyrosine; 3-Hydroxy-DL-phenylalanine; (±)-2-Amino-3-(3-hydroxyphenyl)propionic acid; DL-m-Tyrosine; (±)-2-氨基-3-(3-羟基苯基)丙酸; 3-(3-羟基苯基)-DL-丙氨酸; DL-间酪氨酸

Database IDs

• CAS Number: 775-06-4
• EC Number: 212-270-9
• MDL Number: MFCD00002597
• Beilstein Number: 2416853
• PubChem SID: 24900153; 162079084; 24889937; 24889936
• PubChem CID: 13052

CALCULATED PROPERTIES

• Acid pKa: 2.0020301
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.488467
• LogD (pH = 7.4): -1.4959543
• Log P: -1.4885992
• Molar Refractivity: 47.0972 cm^3
• Polarizability: 18.512545 Å^3
• Polar Surface Area: 83.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Warm Water
• Apperance: Off White to Light Tan Solid; off-white to yellow crystalline
• Melting Point: ~285 °C (dec.); >278°C (dec.); 280-285 °C (dec.)(lit.); 280-285°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere; Room Temperature (15-30°C)
• Storage Warning: Irritant
• RTECS: YP2278000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (NT); 95+%; 99%
• Grade: purum
• Linear Formula: HOC6H4CH2CH(NH2)CO2H

DETAILS

MP Biomedicals - 02103179

White to off-white crystals

Sigma Aldrich - T3629

Packaging
1, 5 g in poly bottle

Sigma Aldrich - T90395

Packaging
5 g in glass bottle

Toronto Research Chemicals - T910000

A precursor in the formation of catecholamines.

REFERENCES

• Carlsson, L.: Eur. J. Pharmacol., 2, 187 (1967)
• Rubenson, J.: Pharm. Pharmacol., 23, 228, 412 (1967)
• Sandler, et al.: Nature, 229, 414 (1967)
• Ungerstedt, et al.: Eur. J. Pharmacol., 21, 230 (1973)