2-{2-[2-({1-[2-(2-amino-5-carbamimidamidopentanamido)-5-carbamimidamidopentanoyl]pyrrolidin-2-yl}formamido)-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido}-4-methylpentanoic acid

• ChemBase ID: 103815
• Molecular Formular: C38H64N12O8
• Molecular Mass: 816.99036
• Monoisotopic Mass: 816.49700707
• SMILES: CCC(C)C(NC(=O)C(Cc1ccc(O)cc1)NC(=O)C1CCCN1C(=O)C(CCCNC(=N)N)NC(=O)C(N)CCCNC(=N)N)C(=O)NC(CC(C)C)C(=O)O
• Canonical SMILES: CCC(C(C(=O)NC(C(=O)O)CC(C)C)NC(=O)C(Cc1ccc(cc1)O)NC(=O)C1CCCN1C(=O)C(NC(=O)C(CCCNC(=N)N)N)CCCNC(=N)N)C
• InChI: InChI=1S/C38H64N12O8/c1-5-22(4)30(34(55)48-28(36(57)58)19-21(2)3)49-32(53)27(20-23-12-14-24(51)15-13-23)47-33(54)29-11-8-18-50(29)35(56)26(10-7-17-45-38(42)43)46-31(52)25(39)9-6-16-44-37(40)41/h12-15,21-22,25-30,51H,5-11,16-20,39H2,1-4H3,(H,46,52)(H,47,54)(H,48,55)(H,49,53)(H,57,58)(H4,40,41,44)(H4,42,43,45)
• InChIKey: DQDBCHHEIKQPJD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{2-[2-({1-[2-(2-amino-5-carbamimidamidopentanamido)-5-carbamimidamidopentanoyl]pyrrolidin-2-yl}formamido)-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido}-4-methylpentanoic acid
• IUPAC Traditional name: 2-{2-[2-({1-[2-(2-amino-5-carbamimidamidopentanamido)-5-carbamimidamidopentanoyl]pyrrolidin-2-yl}formamido)-3-(4-hydroxyphenyl)propanamido]-3-methylpentanamido}-4-methylpentanoic acid
• Synonyms: Arg-Arg-Pro-Tyr-Ile-Leu; NEUROTENSIN, Fragment 8-13; Neurotensin Fragment 8-13 acetate salt

Database IDs

• CAS Number: 60482-95-3
• MDL Number: MFCD00076686
• PubChem SID: 162102914; 24897727
• PubChem CID: 5205782

CALCULATED PROPERTIES

• Acid pKa: 3.7129412
• H Acceptors: 15
• H Donor: 13
• LogD (pH = 5.5): -7.1151204
• LogD (pH = 7.4): -5.4315605
• Log P: -4.706552
• Molar Refractivity: 235.3951 cm^3
• Polarizability: 83.37813 Å^3
• Polar Surface Area: 344.06 Å^2
• Rotatable Bonds: 24
• 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)

DETAILS

MP Biomedicals - 02152938

This peptide is the smallest active fragment of neurotensin.

Sigma Aldrich - N5266

Amino Acid Sequence
Arg-Arg-Pro-Tyr-Ile-Leu
Linkage
Smallest active fragment of neurotensin
Biochem/physiol Actions
Neurotensin Fragment 8-13 acetate salt is the smallest active fragment of neurotensin.

REFERENCES

• St.-Pierre, S., et al., J. Med. Chem., 24: 370 (1981).