(2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanoic acid

• ChemBase ID: 156614
• Molecular Formular: C28H37N5O7
• Molecular Mass: 555.62268
• Monoisotopic Mass: 555.26929855
• SMILES: CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)[C@H](Cc1ccc(cc1)O)N
• Canonical SMILES: O=C(CNC(=O)[C@H](Cc1ccc(cc1)O)N)NCC(=O)N[C@H](C(=O)N[C@H](C(=O)O)CC(C)C)Cc1ccccc1
• InChI: InChI=1S/C28H37N5O7/c1-17(2)12-23(28(39)40)33-27(38)22(14-18-6-4-3-5-7-18)32-25(36)16-30-24(35)15-31-26(37)21(29)13-19-8-10-20(34)11-9-19/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)(H,39,40)/t21-,22-,23-/m0/s1
• InChIKey: URLZCHNOLZSCCA-VABKMULXSA-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-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-(2-{2-[(2S)-2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanoic acid
• Synonyms: Enkephalin L; [5-Leucine]Enkephalin; [Leu5]-Enkephalin

Database IDs

• CAS Number: 58822-25-6
• EC Number: 261-457-1
• MDL Number: MFCD00076406
• Beilstein Number: 3582445
• PubChem SID: 24882176; 162250751
• PubChem CID: 461776

CALCULATED PROPERTIES

• Acid pKa: 3.7021072
• H Acceptors: 8
• H Donor: 7
• LogD (pH = 5.5): -1.8625183
• LogD (pH = 7.4): -2.012467
• Log P: -1.8638327
• Molar Refractivity: 145.5916 cm^3
• Polarizability: 56.937946 Å^3
• Polar Surface Area: 199.95 Å^2
• Rotatable Bonds: 15
• 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

Pharmacology Properties

• Gene Information: human ... OPRD1(4985), OPRK1(4986), OPRM1(4988)mouse ... Oprd1(18386), Oprm1(18390)rat ... Oprd1(24613), Oprk1(29335), Oprm1(25601)

Product Information

• Purity: ≥96.0% (HPLC)
• Grade: PeptiSelect
• Empirical Formula (Hill Notation): C28H37N5O7

DETAILS

Sigma Aldrich - 61885

Antibody Adsorbant
H-Tyr-Gly-Gly-Phe-Leu-OH
Other Notes
Review: Enkephalins1