2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamido}-5-carbamimidamidopentanamido)-5-carbamimidamidopentanoic acid

• ChemBase ID: 103228
• Molecular Formular: C40H61N13O9
• Molecular Mass: 867.99404
• Monoisotopic Mass: 867.4715206
• SMILES: CC(C)CC(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(N)Cc1ccc(O)cc1)C(=O)NC(CCCNC(=N)N)C(=O)NC(CCCNC(=N)N)C(=O)O
• Canonical SMILES: CC(CC(C(=O)NC(C(=O)NC(C(=O)O)CCCNC(=N)N)CCCNC(=N)N)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(Cc1ccc(cc1)O)N)C
• InChI: InChI=1S/C40H61N13O9/c1-23(2)18-30(36(59)51-28(10-6-16-46-39(42)43)35(58)52-29(38(61)62)11-7-17-47-40(44)45)53-37(60)31(20-24-8-4-3-5-9-24)50-33(56)22-48-32(55)21-49-34(57)27(41)19-25-12-14-26(54)15-13-25/h3-5,8-9,12-15,23,27-31,54H,6-7,10-11,16-22,41H2,1-2H3,(H,48,55)(H,49,57)(H,50,56)(H,51,59)(H,52,58)(H,53,60)(H,61,62)(H4,42,43,46)(H4,44,45,47)
• InChIKey: DIXKOJUSHXZXKB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamido}-5-carbamimidamidopentanamido)-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: 2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamido}-5-carbamimidamidopentanamido)-5-carbamimidamidopentanoic acid
• Synonyms: Dynorphin A Porcine Fragment 1-7; Tyr-Gly-Gly-Phe-Leu-Arg-Arg; DYNORPHIN A, Fragment 1-7

Database IDs

• CAS Number: 77101-32-7
• PubChem SID: 162102860
• PubChem CID: 14205221

CALCULATED PROPERTIES

• Acid pKa: 3.4674227
• H Acceptors: 16
• H Donor: 15
• LogD (pH = 5.5): -8.729456
• LogD (pH = 7.4): -7.0495224
• Log P: -6.3286366
• Molar Refractivity: 247.038 cm^3
• Polarizability: 87.56873 Å^3
• Polar Surface Area: 381.95 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

Product Information

• Compostion: Peptide content, ~70%

DETAILS

MP Biomedicals - 02151020

Source/Species: Porcine

Sigma Aldrich - D4524

Amino Acid Sequence
Tyr-Gly-Gly-Phe-Leu-Arg-Arg
Biochem/physiol Actions
Potent non-selective opioid agonist