4-amino-4-{[1-({1-[({[1-({1-[(5-amino-1-{[({1-[(1-{[1-({[(1-{[1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylbutyl]carbamoyl}-2-methylbutyl)carbamoyl]ethyl}carbamoyl)methyl]carbamoyl}pentyl)carbamoyl]-2-carbamoylethyl}carbamoyl)-2-hydroxyethyl]carbamoyl}methyl)carbamoyl]-2-methylpropyl}carbamoyl)-2-carboxyethyl]carbamoyl}butanoic acid

• ChemBase ID: 133839
• Molecular Formular: C59H102N16O21S
• Molecular Mass: 1403.60078
• Monoisotopic Mass: 1402.71261536
• SMILES: CCC(C)C(C(=O)NC(C(C)CC)C(=O)NCC(=O)NC(CC(C)C)C(=O)NC(CCSC)C(=O)O)NC(=O)C(C)NC(=O)CNC(=O)C(CCCCN)NC(=O)C(CC(=O)N)NC(=O)C(CO)NC(=O)CNC(=O)C(C(C)C)NC(=O)C(CC(=O)O)NC(=O)C(CCC(=O)O)N
• Canonical SMILES: NCCCCC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)NC(C(=O)NCC(=O)NC(C(=O)NC(C(=O)O)CCSC)CC(C)C)C(CC)C)C(CC)C)C)NC(=O)C(NC(=O)C(NC(=O)CNC(=O)C(C(C)C)NC(=O)C(NC(=O)C(CCC(=O)O)N)CC(=O)O)CO)CC(=O)N
• InChI: InChI=1S/C59H102N16O21S/c1-11-30(7)47(57(93)65-25-42(79)67-36(21-28(3)4)52(88)70-35(59(95)96)18-20-97-10)75-58(94)48(31(8)12-2)74-49(85)32(9)66-41(78)24-63-51(87)34(15-13-14-19-60)69-53(89)37(22-40(62)77)72-55(91)39(27-76)68-43(80)26-64-56(92)46(29(5)6)73-54(90)38(23-45(83)84)71-50(86)33(61)16-17-44(81)82/h28-39,46-48,76H,11-27,60-61H2,1-10H3,(H2,62,77)(H,63,87)(H,64,92)(H,65,93)(H,66,78)(H,67,79)(H,68,80)(H,69,89)(H,70,88)(H,71,86)(H,72,91)(H,73,90)(H,74,85)(H,75,94)(H,81,82)(H,83,84)(H,95,96)
• InChIKey: KUDAPIFTNDCCFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-4-{[1-({1-[({[1-({1-[(5-amino-1-{[({1-[(1-{[1-({[(1-{[1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylbutyl]carbamoyl}-2-methylbutyl)carbamoyl]ethyl}carbamoyl)methyl]carbamoyl}pentyl)carbamoyl]-2-carbamoylethyl}carbamoyl)-2-hydroxyethyl]carbamoyl}methyl)carbamoyl]-2-methylpropyl}carbamoyl)-2-carboxyethyl]carbamoyl}butanoic acid
• IUPAC Traditional name: 4-amino-4-{[1-({1-[({[1-({1-[(5-amino-1-{[({1-[(1-{[1-({[(1-{[1-carboxy-3-(methylsulfanyl)propyl]carbamoyl}-3-methylbutyl)carbamoyl]methyl}carbamoyl)-2-methylbutyl]carbamoyl}-2-methylbutyl)carbamoyl]ethyl}carbamoyl)methyl]carbamoyl}pentyl)carbamoyl]-2-carbamoylethyl}carbamoyl)-2-hydroxyethyl]carbamoyl}methyl)carbamoyl]-2-methylpropyl}carbamoyl)-2-carboxyethyl]carbamoyl}butanoic acid
• Synonyms: Amyloid β-Protein Fragment 22-35

Database IDs

• CAS Number: 144189-71-9
• MDL Number: MFCD00236784
• PubChem SID: 162228116; 24890940
• PubChem CID: 3605362

CALCULATED PROPERTIES

• Acid pKa: 3.1356025
• H Acceptors: 23
• H Donor: 20
• LogD (pH = 5.5): -13.273976
• LogD (pH = 7.4): -15.055028
• Log P: -12.2497635
• Molar Refractivity: 342.3722 cm^3
• Polarizability: 135.27895 Å^3
• Polar Surface Area: 605.56 Å^2
• Rotatable Bonds: 49
• 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 ... APP(351)

Product Information

• Purity: ≥95% (HPLC)

DETAILS

Sigma Aldrich - A5080

Amino Acid Sequence
Glu-Asp-Val-Gly-Ser-Asn-Lys-Gly-Ala-Ile-Ile-Gly-Leu-Met
Biochem/physiol Actions
Has cytotoxic effect on cultured neurons from rat hippocampus in serum free medium. Also forms aggregates and fibrils similar to those of β-amyloid protein in senile plaque cores.