(2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]propanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-(1H-imidazol-5-yl)propanoyl]pyrrolidin-2-yl]formamido}-3-(4-hydroxyphenyl)propanamido]-3-phenylpropanamido]-4-methylpentanoic acid

• ChemBase ID: 132097
• Molecular Formular: C56H85N17O11
• Molecular Mass: 1172.3814
• Monoisotopic Mass: 1171.66144663
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](C)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N1CCC[C@H]1C(=O)N[C@@H](Cc1ccc(cc1)O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)O)N
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)O)CC(C)C)Cc1ccccc1)Cc1ccc(cc1)O)Cc1cnc[nH]1)CCCNC(=N)N)CCCNC(=N)N)C)N)C
• InChI: InChI=1S/C56H85N17O11/c1-6-32(4)45(57)52(81)66-33(5)46(75)67-38(15-10-22-63-55(58)59)47(76)68-39(16-11-23-64-56(60)61)48(77)71-42(28-36-29-62-30-65-36)53(82)73-24-12-17-44(73)51(80)70-41(27-35-18-20-37(74)21-19-35)49(78)69-40(26-34-13-8-7-9-14-34)50(79)72-43(54(83)84)25-31(2)3/h7-9,13-14,18-21,29-33,38-45,74H,6,10-12,15-17,22-28,57H2,1-5H3,(H,62,65)(H,66,81)(H,67,75)(H,68,76)(H,69,78)(H,70,80)(H,71,77)(H,72,79)(H,83,84)(H4,58,59,63)(H4,60,61,64)/t32-,33-,38-,39-,40-,41-,42-,43-,44-,45-/m0/s1
• InChIKey: PANUJGMSOSQAAY-IHXGQVBNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]propanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-(1H-imidazol-5-yl)propanoyl]pyrrolidin-2-yl]formamido}-3-(4-hydroxyphenyl)propanamido]-3-phenylpropanamido]-4-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-{[(2S)-1-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-amino-3-methylpentanamido]propanamido]-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido]-3-(3H-imidazol-4-yl)propanoyl]pyrrolidin-2-yl]formamido}-3-(4-hydroxyphenyl)propanamido]-3-phenylpropanamido]-4-methylpentanoic acid
• Synonyms: Kinetensin

Database IDs

• CAS Number: 103131-69-7
• MDL Number: MFCD00167613
• PubChem SID: 24881974; 162226374
• PubChem CID: 147043

CALCULATED PROPERTIES

• Acid pKa: 3.587284
• H Acceptors: 19
• H Donor: 17
• LogD (pH = 5.5): -8.724759
• LogD (pH = 7.4): -6.579552
• Log P: -5.3803167
• Molar Refractivity: 329.468 cm^3
• Polarizability: 119.62649 Å^3
• Polar Surface Area: 460.04 Å^2
• Rotatable Bonds: 34
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 0.1% TFA: soluble1 mg/mL, clear, colorless

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥65% peptide basis; ≥98.0% (HPLC)
• Compostion: amino acid analysis: in accordance; Peptide content, ~70%
• Linear Formula: Ile-Ala-Arg-Arg-His-Pro-Tyr-Phe-Leu

DETAILS

Sigma Aldrich - K1879

Amino Acid Sequence
Ile-Ala-Arg-Arg-His-Pro-Tyr-Phe-Leu
Biochem/physiol Actions
Neurotensin-related peptide which appears in human plasma treated with pepsin; increases vascular permeability and releases histamine from rat mast cells.

Sigma Aldrich - 60776

Amino Acid Sequence
Ile-Ala-Arg-Arg-His-Pro-Tyr-Phe-Leu
Other Notes
Neurotensin-related peptide. Increases vascular permeability and releases histamine from rat mast cells1