(2S)-2-amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid

• ChemBase ID: 133744
• Molecular Formular: C15H13I2NO4
• Molecular Mass: 525.07696
• Monoisotopic Mass: 524.8934039
• SMILES: c1cc(ccc1O)Oc1c(cc(cc1I)C[C@@H](C(=O)O)N)I
• Canonical SMILES: OC(=O)[C@H](Cc1cc(I)c(c(c1)I)Oc1ccc(cc1)O)N
• InChI: InChI=1S/C15H13I2NO4/c16-11-5-8(7-13(18)15(20)21)6-12(17)14(11)22-10-3-1-9(19)2-4-10/h1-6,13,19H,7,18H2,(H,20,21)/t13-/m0/s1
• InChIKey: ZHSOTLOTTDYIIK-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[4-(4-hydroxyphenoxy)-3,5-diiodophenyl]propanoic acid
• IUPAC Traditional name: diiodothyronine
• Synonyms: 3-[4-(p-Hydroxyphenoxy)-3,5-diiodophenyl]-L-alanine; L-T2; NSC 90469; 3,5-Diiodo-L-thyronine; 3,5-Diiodo-4-(4-hydroxyphenoxy)-L-phenylalanine; 3,5-T2; O-(4-Hydroxyphenyl)-3,5-diiodo-L-tyrosine; 3,5-Diiodo-L-thyronine

Database IDs

• CAS Number: 1041-01-6
• EC Number: 213-867-7
• MDL Number: MFCD00064987
• Beilstein Number: 2707891
• PubChem SID: 162228021; 24893248
• PubChem CID: 92859

CALCULATED PROPERTIES

• Acid pKa: 0.33171967
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.8695672
• LogD (pH = 7.4): 1.8635174
• Log P: 1.8696148
• Molar Refractivity: 100.063 cm^3
• Polarizability: 39.400192 Å^3
• Polar Surface Area: 92.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Sparingly soluble in DMSO and Methanol
• Apperance: Off-White to Light Brown Solid
• Melting Point: 248-250°C

Safety Information

• Storage Condition: -20°C Freezer
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - D455155

Of interest for the early detection and treatment of congenital or drug-induced hypothyroidism.