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

• ChemBase ID: 130923
• Molecular Formular: C30H41N5O9S
• Molecular Mass: 647.73964
• Monoisotopic Mass: 647.26249892
• SMILES: C[C@H](C(=O)NCC(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@H](CCSC)C(=O)O)NC(=O)[C@H](Cc1ccc(cc1)O)N.CC(=O)O
• Canonical SMILES: CC(=O)O.CSCC[C@H](C(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)[C@H](NC(=O)[C@H](Cc1ccc(cc1)O)N)C
• InChI: InChI=1S/C28H37N5O7S.C2H4O2/c1-17(31-26(37)21(29)14-19-8-10-20(34)11-9-19)25(36)30-16-24(35)32-23(15-18-6-4-3-5-7-18)27(38)33-22(28(39)40)12-13-41-2;1-2(3)4/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,36)(H,31,37)(H,32,35)(H,33,38)(H,39,40);1H3,(H,3,4)/t17-,21+,22-,23+;/m1./s1
• InChIKey: PLNYJKTXNBXJNZ-UJKXDIGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(2S)-2-{2-[(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]propanamido]acetamido}-3-phenylpropanamido]-4-(methylsulfanyl)butanoic acid; acetic acid
• IUPAC Traditional name: (2R)-2-[(2S)-2-{2-[(2R)-2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]propanamido]acetamido}-3-phenylpropanamido]-4-(methylsulfanyl)butanoic acid; acetic acid
• Synonyms: [D-Ala2, D-Met5]-Enkephalin acetate salt

Database IDs

• CAS Number: 100929-58-6
• MDL Number: MFCD00133951
• PubChem SID: 162225201
• PubChem CID: 71308354

CALCULATED PROPERTIES

• Acid pKa: 3.6128778
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.8967292
• LogD (pH = 7.4): -2.0477667
• Log P: -1.8987638
• Molar Refractivity: 153.5006 cm^3
• Polarizability: 60.003098 Å^3
• Polar Surface Area: 199.95 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 - E3507

Amino Acid Sequence
Tyr-D-Ala-Gly-Phe-D-Met