(2S)-2-amino-3-(4-iodophenyl)propanoic acid

• ChemBase ID: 3317
• Molecular Formular: C9H10INO2
• Molecular Mass: 291.08567
• Monoisotopic Mass: 290.97562657
• SMILES: N[C@@H](Cc1ccc(cc1)I)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)Cc1ccc(cc1)I
• InChI: InChI=1S/C9H10INO2/c10-7-3-1-6(2-4-7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1
• InChIKey: PZNQZSRPDOEBMS-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-3-(4-iodophenyl)propanoic acid
• IUPAC Traditional name: @iodo-phenylalanine; iodo-phenylalanine
• Synonyms: (S)-2-Amino-3-(4-iodophenyl)propanoic acid; 4-Iodo-L-phenylalanine; Iodo-Phenylalanine; (S)-2-Amino-3-(4-iodophenyl)propionic acid; H-Phe(4-I)-OH; 2-Amino-3-[4-iodophenyl]-propanoic acid; p-IODOPHENYLALANINE; 4-Iodo-L-phenylalanine; 4-碘-L-苯丙氨酸

Database IDs

• CAS Number: 14173-41-2; 24250-85-9
• MDL Number: MFCD00002602
• Beilstein Number: 4411317
• PubChem SID: 46507921; 24881029; 160966758; 24896144
• PubChem CID: 134497

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2738992
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.25604302
• LogD (pH = 7.4): -0.2596922
• Log P: -0.2560572
• Molar Refractivity: 58.4788 cm^3
• Polarizability: 23.104242 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.25
• LOG S: -3.03
• Solubility (Water): 2.74e-01 g/l

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -6.5±2°, c = 1% in acetic acid: water (4:1); -6.5 (c=1 in acetic acid:water (4:1))

Safety Information

• Storage Warning: IRRITANT; Irritant/Store at -20°C; Light Sensitive
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥96.0% (HPLC); 95%; 95+%
• Grade: purum
• Impurities: ~1 mol/mol water
• Empirical Formula (Hill Notation): C9H10INO2

DETAILS

MP Biomedicals - 05206540

MP Biomedicals Rare Chemical collection

DrugBank - DB03660

Drug information: experimental

Sigma Aldrich - I8757

Biochem/physiol Actions
4-Iodo-L-phenylalanine may be used in protein engineering as a model unnatural α amino acid to alter primary amino acid composition via the opal (UGA) codon.