(2R)-2-amino-3-[4-(dihydroxyboranyl)phenyl]propanoic acid

• ChemBase ID: 10022
• Molecular Formular: C9H12BNO4
• Molecular Mass: 209.00688
• Monoisotopic Mass: 209.08593827
• SMILES: O=C([C@H](N)Cc1ccc(cc1)B(O)O)O
• Canonical SMILES: OC(=O)[C@@H](Cc1ccc(cc1)B(O)O)N
• InChI: InChI=1S/C9H12BNO4/c11-8(9(12)13)5-6-1-3-7(4-2-6)10(14)15/h1-4,8,14-15H,5,11H2,(H,12,13)/t8-/m1/s1
• InChIKey: NFIVJOSXJDORSP-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-[4-(dihydroxyboranyl)phenyl]propanoic acid
• IUPAC Traditional name: (2R)-2-amino-3-[4-(dihydroxyboranyl)phenyl]propanoic acid
• Synonyms: 4-Borono-D-phenylalanine; 4-Borono-L-phenylalanine; L-4-Phenylalanineboronic acid; L-4-(2-Amino-2-carboxyethyl)benzeneboronic acid; 4-Dihydroxyboryl-D-phenylalanine; 4-Borono-D-phenylalanine; 4-二羟基硼基-D-苯丙氨酸; 4-硼-D-苯丙氨酸

Database IDs

• CAS Number: 76410-58-7; 111821-49-9
• MDL Number: MFCD02093061; MFCD01075172
• Beilstein Number: 9202597
• PubChem SID: 160973329; 24885565
• PubChem CID: 2734317

CALCULATED PROPERTIES

• Acid pKa: 1.6505953
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.0806193
• LogD (pH = 7.4): -2.1028657
• Log P: -2.080522
• Molar Refractivity: 49.6618 cm^3
• Polarizability: 21.12036 Å^3
• Polar Surface Area: 103.78 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D +6.0±1.0°, c = 0.5 in 2% HCl

Safety Information

• Storage Warning: IRRITANT; Irritant/Store Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC); 97%
• Empirical Formula (Hill Notation): C9H12BNO4

DETAILS

Sigma Aldrich - 68047

Packaging
250 mg in poly bottle