(2S)-2-{[(2S)-1-(2-{[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidin-2-yl]formamido}acetyl)pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid

• ChemBase ID: 155391
• Molecular Formular: C21H36N8O6
• Molecular Mass: 496.56054
• Monoisotopic Mass: 496.27578091
• SMILES: C[C@@H](C(=O)N1CCC[C@H]1C(=O)NCC(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)N
• Canonical SMILES: NC(=N)NCCC[C@@H](C(=O)O)NC(=O)[C@@H]1CCCN1C(=O)CNC(=O)[C@@H]1CCCN1C(=O)[C@@H](N)C
• InChI: InChI=1S/C21H36N8O6/c1-12(22)19(33)29-10-4-6-14(29)17(31)26-11-16(30)28-9-3-7-15(28)18(32)27-13(20(34)35)5-2-8-25-21(23)24/h12-15H,2-11,22H2,1H3,(H,26,31)(H,27,32)(H,34,35)(H4,23,24,25)/t12-,13-,14-,15-/m0/s1
• InChIKey: ITZMJCSORYKOSI-AJNGGQMLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-(2-{[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidin-2-yl]formamido}acetyl)pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2S)-2-{[(2S)-1-(2-{[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidin-2-yl]formamido}acetyl)pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid
• Synonyms: Enterostatin human

Database IDs

• MDL Number: MFCD00133052
• PubChem SID: 162249529
• PubChem CID: 3082883

CALCULATED PROPERTIES

• Acid pKa: 3.4861238
• H Acceptors: 10
• H Donor: 7
• LogD (pH = 5.5): -7.757309
• LogD (pH = 7.4): -6.0643387
• Log P: -5.313612
• Molar Refractivity: 133.997 cm^3
• Polarizability: 48.05305 Å^3
• Polar Surface Area: 224.04 Å^2
• Rotatable Bonds: 11
• 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 ... CLPS(1208)

Product Information

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C21H36N8O6

DETAILS

Sigma Aldrich - E2643

Amino Acid Sequence
Ala-Pro-Gly-Pro-Arg
Biochem/physiol Actions
Peptide that inhibits fat intake in experiments involving dietary choice.