(2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)phenyl]propanoic acid

• ChemBase ID: 125340
• Molecular Formular: C15H14INO4
• Molecular Mass: 399.18043
• Monoisotopic Mass: 398.99675593
• SMILES: Ic1cc(Oc2ccc(cc2)C[C@@H](C(=O)O)N)ccc1O
• Canonical SMILES: OC(=O)[C@H](Cc1ccc(cc1)Oc1ccc(c(c1)I)O)N
• InChI: InChI=1S/C15H14INO4/c16-12-8-11(5-6-14(12)18)21-10-3-1-9(2-4-10)7-13(17)15(19)20/h1-6,8,13,18H,7,17H2,(H,19,20)/t13-/m0/s1
• InChIKey: RUIUIJSMLKJUDC-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)phenyl]propanoic acid
• IUPAC Traditional name: 3'-monoiodothyronine
• Synonyms: 3'-T1; O-(4-hydroxy-3-iodophenyl)-L-tyrosine; 3'-Iodothyronine; 3'-Monoiodothyronine

Database IDs

• CAS Number: 4732-82-5
• PubChem SID: 162219690
• PubChem CID: 122056
• Chemspider ID: 108867
• Wikipedia Title: 3'-Monoiodothyronine

CALCULATED PROPERTIES

• Acid pKa: 1.556185
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.940337
• LogD (pH = 7.4): 0.9089708
• Log P: 0.94053036
• Molar Refractivity: 86.7005 cm^3
• Polarizability: 34.003593 Å^3
• Polar Surface Area: 92.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true