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

• ChemBase ID: 143002
• Molecular Formular: C15H13I2NO4
• Molecular Mass: 525.07696
• Monoisotopic Mass: 524.8934039
• SMILES: c1cc(c(cc1C[C@@H](C(=O)O)N)I)Oc1ccc(c(c1)I)O
• Canonical SMILES: OC(=O)[C@H](Cc1ccc(c(c1)I)Oc1ccc(c(c1)I)O)N
• InChI: InChI=1S/C15H13I2NO4/c16-10-7-9(2-3-13(10)19)22-14-4-1-8(5-11(14)17)6-12(18)15(20)21/h1-5,7,12,19H,6,18H2,(H,20,21)/t12-/m0/s1
• InChIKey: CPCJBZABTUOGNM-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-[4-(4-hydroxy-3-iodophenoxy)-3-iodophenyl]propanoic acid
• IUPAC Traditional name: 3,3'-diiodo-L-thyronine
• Synonyms: 3,3'-T2; O-(4-Hydroxy-3-iodophenyl)-3-iodo-L-tyrosine; 3-[4-(4-Hydroxy-3-iodophenoxy)-3-iodophenyl]-L-alanine; 3,3'-Diiodo-L-thyronine; T2; 3,3′-Diiodo-L-thyronine (T2); 3,3′-二碘-L-甲腺原氨酸 (T2)

Database IDs

• CAS Number: 4604-41-5
• MDL Number: MFCD01863378
• PubChem SID: 162237228
• PubChem CID: 107564

CALCULATED PROPERTIES

• Acid pKa: 0.7537065
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 1.869225
• LogD (pH = 7.4): 1.8369132
• Log P: 1.8695016
• Molar Refractivity: 100.063 cm^3
• Polarizability: 39.400303 Å^3
• Polar Surface Area: 92.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Sodium Hydroxide
• Apperance: Off-White Powder
• Melting Point: 178-180°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: -20°C

Product Information

• Purity: 95+%; 98% (CP)
• Empirical Formula (Hill Notation): C15H13I2NO4

DETAILS

Sigma Aldrich - 719536

Packaging
This product may be available from bulk stock and can be packaged on demand. For information on pricing, availability and packaging, please contact Stable Isotopes Customer Service.

Toronto Research Chemicals - D455150

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

REFERENCES

• Block, P.: J. Med. Chem., 19(8)
• 1067-1069 (1976)