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

• ChemBase ID: 129901
• Molecular Formular: C15H15NO4
• Molecular Mass: 273.2839
• Monoisotopic Mass: 273.10010797
• SMILES: O=C(O)[C@@H](N)Cc1ccc(Oc2ccc(O)cc2)cc1
• Canonical SMILES: OC(=O)[C@H](Cc1ccc(cc1)Oc1ccc(cc1)O)N
• InChI: InChI=1S/C15H15NO4/c16-14(15(18)19)9-10-1-5-12(6-2-10)20-13-7-3-11(17)4-8-13/h1-8,14,17H,9,16H2,(H,18,19)/t14-/m0/s1
• InChIKey: KKCIOUWDFWQUBT-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[4-(4-hydroxyphenoxy)phenyl]propanoic acid
• IUPAC Traditional name: thyronine
• Synonyms: 3-(p-[p-Hydroxyphenoxy]phenyl)-L-alanine; L-Thyronine; 4-(4-hydroxyphenoxy)-L-phenylalanine; Thyronine

Database IDs

• CAS Number: 1596-67-4
• EC Number: 216-483-8
• MDL Number: MFCD00063070
• PubChem SID: 24900328; 162224187
• PubChem CID: 5461103
• CHEBI ID: 30662
• Chemspider ID: 4574450
• Wikipedia Title: Thyronine

CALCULATED PROPERTIES

• Acid pKa: 1.6067892
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 0.011738189
• LogD (pH = 7.4): 0.0061181607
• Log P: 0.011688078
• Molar Refractivity: 73.338 cm^3
• Polarizability: 28.823496 Å^3
• Polar Surface Area: 92.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter