methyl (2S)-2-amino-3-(4-hydroxyphenyl)propanoate

• ChemBase ID: 18419
• Molecular Formular: C10H13NO3
• Molecular Mass: 195.21512
• Monoisotopic Mass: 195.08954328
• SMILES: C(=O)([C@H](Cc1ccc(cc1)O)N)OC
• Canonical SMILES: COC(=O)[C@H](Cc1ccc(cc1)O)N
• InChI: InChI=1S/C10H13NO3/c1-14-10(13)9(11)6-7-2-4-8(12)5-3-7/h2-5,9,12H,6,11H2,1H3/t9-/m0/s1
• InChIKey: MWZPENIJLUWBSY-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S)-2-amino-3-(4-hydroxyphenyl)propanoate
• IUPAC Traditional name: tyrosine methyl ester
• Synonyms: (S)-2-Amino-3-(4-hydroxy-phenyl)-propionic acid methyl ester; L-TYROSINE-C-METHYL ETHER; L-Tyrosine methyl ester; H-Tyr-OMe; L-Tyrosine Methyl Ester; (S)-2-Amino-3-(4-hydroxyphenyl)propionic Acid Methyl Ester; Methyl Tyrosinate; Methyl (2S)-2-Amino-3-(4-hydroxyphenyl)propionate; Methyl L-Tyrosinate; L-酪氨酸甲酯

Database IDs

• CAS Number: 1080-06-4
• EC Number: 214-095-3
• MDL Number: MFCD00002392
• Beilstein Number: 2372626
• PubChem SID: 160981726; 24900583
• PubChem CID: 70652

CALCULATED PROPERTIES

• Acid pKa: 9.505287
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.57257354
• LogD (pH = 7.4): 0.77382225
• Log P: 0.9199438
• Molar Refractivity: 51.8663 cm^3
• Polarizability: 20.595379 Å^3
• Polar Surface Area: 72.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 134-136 °C; 134-136 °C(lit.)
• Optical Rotation: [α]20/D +26°, c = 2.4 in methanol; [α]20/D +27±1°, c = 4% in methanol

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥99.0% (NT); 95+%; 98%
• Grade: puriss.
• Linear Formula: 4-(HO)C6H4CH2CH(NH2)COOCH3

DETAILS

MP Biomedicals - 05223166

MP Biomedicals Rare Chemical collection

Sigma Aldrich - T90808

Packaging
25 g in poly bottle
5 g in glass bottle

Toronto Research Chemicals - M332525

L-Tyrosine-induced antinociception is mediated by central .delta.-opioid receptors and by the bulbo-spinal noradrenergic system.

REFERENCES

• Kawabata, A., et al.: Eur. J. Pharma., 233, 255 (1993)
• 11) Watanabe, T., et al.: Life Sci., 54, 369 (1993)
• Zhang, D., et al.: J. Biotechnol., 128, 788 (1993)