(2S)-2-[(2S)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-3-phenylpropanamido]-3-phenylpropanamide; acetic acid

• ChemBase ID: 133050
• Molecular Formular: C29H34N4O6
• Molecular Mass: 534.60346
• Monoisotopic Mass: 534.24783483
• SMILES: CC(=O)O.c1ccc(cc1)C[C@@H](C(=O)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccc(cc1)O)N
• Canonical SMILES: Oc1ccc(cc1)C[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N)Cc1ccccc1)Cc1ccccc1)N.CC(=O)O
• InChI: InChI=1S/C27H30N4O4.C2H4O2/c28-22(15-20-11-13-21(32)14-12-20)26(34)31-24(17-19-9-5-2-6-10-19)27(35)30-23(25(29)33)16-18-7-3-1-4-8-18;1-2(3)4/h1-14,22-24,32H,15-17,28H2,(H2,29,33)(H,30,35)(H,31,34);1H3,(H,3,4)/t22-,23-,24-;/m0./s1
• InChIKey: ZVGVFJUNKUGQJW-NYTZCTPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-3-phenylpropanamido]-3-phenylpropanamide; acetic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]-3-phenylpropanamido]-3-phenylpropanamide; acetic acid
• Synonyms: Tyr-Phe-Phe acetate salt

Database IDs

• CAS Number: 108322-09-4
• MDL Number: MFCD09842857
• PubChem SID: 162227327
• PubChem CID: 71308628

CALCULATED PROPERTIES

• Polarizability: 51.845207 Å^3
• Polar Surface Area: 147.54 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false
• Acid pKa: 9.510433
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): 0.03446498
• LogD (pH = 7.4): 1.705278
• Log P: 2.0666907
• Molar Refractivity: 132.7522 cm^3

PROPERTIES

Safety Information

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

DETAILS

Sigma Aldrich - T6525

Amino Acid Sequence
Tyr-Phe-Phe