(2R)-2-acetamido-3-(4-hydroxy-3-iodophenyl)propanoic acid hydrate

• ChemBase ID: 159330
• Molecular Formular: C11H14INO5
• Molecular Mass: 367.13703
• Monoisotopic Mass: 366.99167055
• SMILES: c1c(c(cc(c1)C[C@H](C(=O)O)NC(=O)C)I)O.O
• Canonical SMILES: CC(=O)N[C@@H](C(=O)O)Cc1ccc(c(c1)I)O.O
• InChI: InChI=1S/C11H12INO4.H2O/c1-6(14)13-9(11(16)17)5-7-2-3-10(15)8(12)4-7;/h2-4,9,15H,5H2,1H3,(H,13,14)(H,16,17);1H2/t9-;/m1./s1
• InChIKey: HBYKXDRMDNLYTR-SBSPUUFOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-acetamido-3-(4-hydroxy-3-iodophenyl)propanoic acid hydrate
• IUPAC Traditional name: (2R)-2-acetamido-3-(4-hydroxy-3-iodophenyl)propanoic acid hydrate
• Synonyms: L-N-Acetyl-3-iodotyrosine Monohydrate; N-Acetyl-3-iodo-L-tyrosine Monohydrate

Database IDs

• CAS Number: 23277-49-8
• PubChem SID: 162253465
• PubChem CID: 71312940

CALCULATED PROPERTIES

• Acid pKa: 2.8030784
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.1169724
• LogD (pH = 7.4): -2.0155091
• Log P: 1.5218408
• Molar Refractivity: 69.9035 cm^3
• Polarizability: 27.256824 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: White Solid
• Melting Point: 110-120°C dec.

DETAILS

Toronto Research Chemicals - A179425

Thyronine analog.

REFERENCES

• Chopra, et al.: Thyroid, 8, 249 (1998)