2-[2-(2-{[1-(6-amino-2-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanoyl)pyrrolidin-2-yl]formamido}-4-carbamoylbutanamido)-4-carbamoylbutanamido]-3-phenylpropanoic acid

• ChemBase ID: 133227
• Molecular Formular: C41H65N13O10
• Molecular Mass: 900.0359
• Monoisotopic Mass: 899.49773535
• SMILES: c1ccc(cc1)CC(C(=O)O)NC(=O)C(CCC(=O)N)NC(=O)C(CCC(=O)N)NC(=O)C1CCCN1C(=O)C(CCCCN)NC(=O)C1CCCN1C(=O)C(CCCNC(=N)N)N
• Canonical SMILES: NCCCCC(C(=O)N1CCCC1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)O)Cc1ccccc1)CCC(=O)N)CCC(=O)N)NC(=O)C1CCCN1C(=O)C(CCCNC(=N)N)N
• InChI: InChI=1S/C41H65N13O10/c42-19-5-4-12-28(51-37(60)30-13-7-21-53(30)38(61)25(43)11-6-20-48-41(46)47)39(62)54-22-8-14-31(54)36(59)50-27(16-18-33(45)56)34(57)49-26(15-17-32(44)55)35(58)52-29(40(63)64)23-24-9-2-1-3-10-24/h1-3,9-10,25-31H,4-8,11-23,42-43H2,(H2,44,55)(H2,45,56)(H,49,57)(H,50,59)(H,51,60)(H,52,58)(H,63,64)(H4,46,47,48)
• InChIKey: KPHDBQWTCKBKIL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[2-(2-{[1-(6-amino-2-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanoyl)pyrrolidin-2-yl]formamido}-4-carbamoylbutanamido)-4-carbamoylbutanamido]-3-phenylpropanoic acid
• IUPAC Traditional name: 2-[2-(2-{[1-(6-amino-2-{[1-(2-amino-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanoyl)pyrrolidin-2-yl]formamido}-4-carbamoylbutanamido)-4-carbamoylbutanamido]-3-phenylpropanoic acid
• Synonyms: Arg-Pro-Lys-Pro-Gln-Gln-Phe; Substance P Fragment 1-7

Database IDs

• CAS Number: 68060-49-1
• MDL Number: MFCD00076789
• PubChem SID: 162227504; 24899694
• PubChem CID: 3368303

CALCULATED PROPERTIES

• Acid pKa: 3.3998463
• H Acceptors: 15
• H Donor: 12
• LogD (pH = 5.5): -11.827844
• LogD (pH = 7.4): -9.725442
• Log P: -6.7496243
• Molar Refractivity: 240.2421 cm^3
• Polarizability: 89.81515 Å^3
• Polar Surface Area: 394.44 Å^2
• Rotatable Bonds: 27
• 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 ... TAC1(6863)

Product Information

• Purity: ≥97% (HPLC)
• Compostion: Peptide content, ~70%

DETAILS

Sigma Aldrich - S6272

Amino Acid Sequence
Arg-Pro-Lys-Pro-Gln-Gln-Phe
Biochem/physiol Actions
Fragment that gives depressor and bradycardic effects when applied to the nucleus tractus solitarius