2-[2-(2-{[(tert-butoxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanamido)propanamido]acetic acid

• ChemBase ID: 155346
• Molecular Formular: C19H27N3O7
• Molecular Mass: 409.43358
• Monoisotopic Mass: 409.18490022
• SMILES: CC(C(=O)NCC(=O)O)NC(=O)C(Cc1ccc(cc1)O)NC(=O)OC(C)(C)C
• Canonical SMILES: OC(=O)CNC(=O)C(NC(=O)C(Cc1ccc(cc1)O)NC(=O)OC(C)(C)C)C
• InChI: InChI=1S/C19H27N3O7/c1-11(16(26)20-10-15(24)25)21-17(27)14(22-18(28)29-19(2,3)4)9-12-5-7-13(23)8-6-12/h5-8,11,14,23H,9-10H2,1-4H3,(H,20,26)(H,21,27)(H,22,28)(H,24,25)
• InChIKey: UZKCPNFSGFGLGV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-{[(tert-butoxy)carbonyl]amino}-3-(4-hydroxyphenyl)propanamido)propanamido]acetic acid
• IUPAC Traditional name: (2-{2-[(tert-butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propanamido}propanamido)acetic acid
• Synonyms: Boc-Tyr-D-Ala-Gly

Database IDs

• CAS Number: 64410-47-5
• MDL Number: MFCD00078944
• PubChem SID: 24891632; 162249484
• PubChem CID: 4588767

CALCULATED PROPERTIES

• Acid pKa: 3.7524264
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.1238511
• LogD (pH = 7.4): -2.6626303
• Log P: 0.6243449
• Molar Refractivity: 102.0711 cm^3
• Polarizability: 39.85786 Å^3
• Polar Surface Area: 154.06 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C19H27N3O7

DETAILS

Sigma Aldrich - B2144

Biochem/physiol Actions
Boc-Tyr-D-Ala-Gly is an N-terminal protected tripeptides useful in solid phase peptide synthesis (Boc-SPPS). Boc-Tyr-D-Ala-Gly may be used in the synthesis of opioid activity containing peptides such as biphalin molecule, enkephalins and tetrapeptide hydrazide.