ethyl (2S)-2-amino-3-(4-hydroxy-3-nitrophenyl)propanoate hydrochloride

• ChemBase ID: 132546
• Molecular Formular: C11H15ClN2O5
• Molecular Mass: 290.7002
• Monoisotopic Mass: 290.06694927
• SMILES: CCOC(=O)[C@H](Cc1ccc(c(c1)[N+](=O)[O-])O)N.Cl
• Canonical SMILES: CCOC(=O)[C@H](Cc1ccc(c(c1)[N+](=O)[O-])O)N.Cl
• InChI: InChI=1S/C11H14N2O5.ClH/c1-2-18-11(15)8(12)5-7-3-4-10(14)9(6-7)13(16)17;/h3-4,6,8,14H,2,5,12H2,1H3;1H/t8-;/m0./s1
• InChIKey: GITKQXFBNJTMRP-QRPNPIFTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-2-amino-3-(4-hydroxy-3-nitrophenyl)propanoate hydrochloride
• IUPAC Traditional name: ethyl (2S)-2-amino-3-(4-hydroxy-3-nitrophenyl)propanoate hydrochloride
• Synonyms: 3-Nitro-L-tyrosine ethyl ester hydrochloride

Database IDs

• CAS Number: 66737-54-0
• EC Number: 266-466-4
• MDL Number: MFCD06804676
• PubChem SID: 24897453; 162226823
• PubChem CID: 3088543

CALCULATED PROPERTIES

• Acid pKa: 6.2413206
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.0615533
• LogD (pH = 7.4): 0.2785346
• Log P: 0.4590137
• Molar Refractivity: 63.9396 cm^3
• Polarizability: 24.390244 Å^3
• Polar Surface Area: 118.37 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~185 °C (dec.)
• Optical Rotation: [α]20/D +3.3±0.3°, c = 2% in H2O

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99% (titration); ≥99.0% (AT)
• Grade: purum
• Empirical Formula (Hill Notation): C11H14N2O5 · HCl

DETAILS

Sigma Aldrich - N1018

Biochem/physiol Actions
3-Nitro-L-tyrosine ethyl ester hydrochloride or NTEE is used measure enzyme activity following carboxylate modification.

Sigma Aldrich - 74095

Other Notes
Modifies proteins via carboxylic group1