ethyl (2S)-3-(4-hydroxyphenyl)-2-(phenylformamido)propanoate

• ChemBase ID: 107343
• Molecular Formular: C18H19NO4
• Molecular Mass: 313.34776
• Monoisotopic Mass: 313.13140809
• SMILES: CCOC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)c1ccccc1
• Canonical SMILES: CCOC(=O)[C@@H](NC(=O)c1ccccc1)Cc1ccc(cc1)O
• InChI: InChI=1S/C18H19NO4/c1-2-23-18(22)16(12-13-8-10-15(20)11-9-13)19-17(21)14-6-4-3-5-7-14/h3-11,16,20H,2,12H2,1H3,(H,19,21)/t16-/m0/s1
• InChIKey: SRLROPAFMUDDRC-INIZCTEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2S)-3-(4-hydroxyphenyl)-2-(phenylformamido)propanoate
• IUPAC Traditional name: ethyl (2S)-3-(4-hydroxyphenyl)-2-(phenylformamido)propanoate
• Synonyms: BENZOYL-L-TYROSINE,ETHYL ESTER; BTEE; N-Benzoyl-L-tyrosine ethyl ester; Ethyl N-benzoyl-L-tyrosinate; (S)-Ethyl 2-benzaMido-3-(4-hydroxyphenyl)propanoate; N-苯甲酰基-L-酪氨酸乙酯

Database IDs

• CAS Number: 3483-82-7
• EC Number: 222-469-2
• MDL Number: MFCD00002388
• Beilstein Number: 2223819
• PubChem SID: 162093442; 24891896
• PubChem CID: 77033

CALCULATED PROPERTIES

• Acid pKa: 9.503926
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.94973
• LogD (pH = 7.4): 2.9463873
• Log P: 2.9497728
• Molar Refractivity: 86.7292 cm^3
• Polarizability: 33.33493 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 118-121 °C(lit.)
• Optical Rotation: [α]22/D -27.6°, c = 2 in ethanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 95+%; 98%
• Linear Formula: 4-(HO)C6H4CH2CH(NHCOC6H5)CO2C2H5

DETAILS

MP Biomedicals - 05203382

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 856584

Application
Substrate, completely resistant to trypsin, for the assay of chymotrypsin