(2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamide; acetic acid

• ChemBase ID: 132319
• Molecular Formular: C29H40N6O8S
• Molecular Mass: 632.7283
• Monoisotopic Mass: 632.26283327
• SMILES: CC(=O)O.CSCC[C@@H](C(=O)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@H](Cc1ccc(cc1)O)N
• Canonical SMILES: CC(=O)O.CSCC[C@@H](C(=O)N)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@H](Cc1ccc(cc1)O)N
• InChI: InChI=1S/C27H36N6O6S.C2H4O2/c1-40-12-11-21(25(29)37)33-27(39)22(14-17-5-3-2-4-6-17)32-24(36)16-30-23(35)15-31-26(38)20(28)13-18-7-9-19(34)10-8-18;1-2(3)4/h2-10,20-22,34H,11-16,28H2,1H3,(H2,29,37)(H,30,35)(H,31,38)(H,32,36)(H,33,39);1H3,(H,3,4)/t20-,21-,22-;/m0./s1
• InChIKey: SWOHIWKHLZWLEW-SGIIKHNDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamide; acetic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-(methylsulfanyl)butanamide; acetic acid
• Synonyms: Methionine enkephalinamide acetate salt

Database IDs

• CAS Number: 100929-67-7
• MDL Number: MFCD00133535
• PubChem SID: 162226596
• PubChem CID: 71308542

CALCULATED PROPERTIES

• Acid pKa: 9.509493
• H Acceptors: 7
• H Donor: 7
• LogD (pH = 5.5): -3.1812336
• LogD (pH = 7.4): -1.5103842
• Log P: -1.1490647
• Molar Refractivity: 150.8289 cm^3
• Polarizability: 58.844353 Å^3
• Polar Surface Area: 205.74 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

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

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - E5381

Amino Acid Sequence
Tyr-Gly-Gly-Phe-Met-NH2