4-{[1-({1-[({[5-amino-1-({4-carbamimidamido-1-[(1-{[({[(1-{[1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]methyl}carbamoyl)methyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)carbamoyl]butyl}carbamoyl)pentyl]carbamoyl}methyl)carbamoyl]-3-methylbutyl}carbamoyl)-2-methylpropyl]carbamoyl}-4-[2-(2-aminoacetamido)acetamido]butanoic acid

• ChemBase ID: 103785
• Molecular Formular: C61H95N17O17S
• Molecular Mass: 1370.5757
• Monoisotopic Mass: 1369.68125567
• SMILES: CSCCC(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(Cc1ccc(O)cc1)NC(=O)C(CCCNC(=N)N)NC(=O)C(CCCCN)NC(=O)CNC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(=O)O)NC(=O)CNC(=O)CN)C(C)C)C(=O)O
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NCC(=O)NC(C(=O)NC(C(=O)O)CCSC)Cc1ccccc1)Cc1ccc(cc1)O)CCCNC(=N)N)NC(=O)CNC(=O)C(NC(=O)C(C(C)C)NC(=O)C(NC(=O)CNC(=O)CN)CCC(=O)O)CC(C)C
• InChI: InChI=1S/C61H95N17O17S/c1-34(2)26-43(77-59(93)52(35(3)4)78-57(91)41(20-21-51(85)86)72-48(82)31-67-46(80)29-63)53(87)70-33-50(84)71-39(14-9-10-23-62)55(89)74-40(15-11-24-66-61(64)65)56(90)76-44(28-37-16-18-38(79)19-17-37)54(88)69-30-47(81)68-32-49(83)73-45(27-36-12-7-6-8-13-36)58(92)75-42(60(94)95)22-25-96-5/h6-8,12-13,16-19,34-35,39-45,52,79H,9-11,14-15,20-33,62-63H2,1-5H3,(H,67,80)(H,68,81)(H,69,88)(H,70,87)(H,71,84)(H,72,82)(H,73,83)(H,74,89)(H,75,92)(H,76,90)(H,77,93)(H,78,91)(H,85,86)(H,94,95)(H4,64,65,66)
• InChIKey: JXIXJBPVQWFFBK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{[1-({1-[({[5-amino-1-({4-carbamimidamido-1-[(1-{[({[(1-{[1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]methyl}carbamoyl)methyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)carbamoyl]butyl}carbamoyl)pentyl]carbamoyl}methyl)carbamoyl]-3-methylbutyl}carbamoyl)-2-methylpropyl]carbamoyl}-4-[2-(2-aminoacetamido)acetamido]butanoic acid
• IUPAC Traditional name: 4-{[1-({1-[({[5-amino-1-({4-carbamimidamido-1-[(1-{[({[(1-{[1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}-2-phenylethyl)carbamoyl]methyl}carbamoyl)methyl]carbamoyl}-2-(4-hydroxyphenyl)ethyl)carbamoyl]butyl}carbamoyl)pentyl]carbamoyl}methyl)carbamoyl]-3-methylbutyl}carbamoyl)-2-methylpropyl]carbamoyl}-4-[2-(2-aminoacetamido)acetamido]butanoic acid
• Synonyms: Gly-Gly-Glu-Val-Leu-Gly-Lys-Arg-Tyr-Gly-Gly-Phe-Met; prepro-ENKEPHALIN,Fragment 128-140; Preproenkephalin Ovine, Bovine Fragment 128-140

Database IDs

• CAS Number: 88878-74-4
• MDL Number: MFCD00133778
• PubChem SID: 162103109
• PubChem CID: 5174585

CALCULATED PROPERTIES

• Acid pKa: 3.2891603
• H Acceptors: 22
• H Donor: 20
• LogD (pH = 5.5): -11.630011
• LogD (pH = 7.4): -9.936353
• Log P: -9.531807
• Molar Refractivity: 358.1018 cm^3
• Polarizability: 135.82416 Å^3
• Polar Surface Area: 557.97 Å^2
• Rotatable Bonds: 46
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: -20°C
• 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)
• Empirical Formula (Hill Notation): C61H95N17O17S

DETAILS

MP Biomedicals - 02152833

Source/Species: Ovine, bovine
Carboxy terminal portion of peptide F.

Sigma Aldrich - P7162

Other Notes
Carboxyl-terminal portion of peptide F
Preparation Note
Originally isolated from adrenal chromaffin granules

REFERENCES

• Micanovic, R., et al., Biochem. Biophys. Res. Commun., 118: 299 (1984).