6-amino-2-[2-(6-amino-2-{[1-(2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamido}-5-carbamimidamidopentanamido)-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido}-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanamido)-4-methylpentanamido]hexanoic acid

• ChemBase ID: 134281
• Molecular Formular: C75H127N27O15
• Molecular Mass: 1646.98278
• Monoisotopic Mass: 1646.0004965
• SMILES: CC(C)CC(C(=O)NC(CCCCN)C(=O)O)NC(=O)C(CCCCN)NC(=O)C1CCCN1C(=O)C(CCCNC(=N)N)NC(=O)C(CCCNC(=N)N)NC(=O)C(CCCNC(=N)N)NC(=O)C(CCCNC(=N)N)NC(=O)C(CC(C)C)NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(Cc1ccc(cc1)O)N
• Canonical SMILES: NCCCCC(C(=O)NC(C(=O)NC(C(=O)O)CCCCN)CC(C)C)NC(=O)C1CCCN1C(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(Cc1ccc(cc1)O)N)CC(C)C)CCCNC(=N)N)CCCNC(=N)N)CCCNC(=N)N)CCCNC(=N)N
• InChI: InChI=1S/C75H127N27O15/c1-43(2)37-55(101-68(113)57(40-45-17-6-5-7-18-45)93-60(105)42-91-59(104)41-92-61(106)48(78)39-46-26-28-47(103)29-27-46)66(111)96-51(22-13-33-88-73(81)82)63(108)94-50(21-12-32-87-72(79)80)62(107)95-52(23-14-34-89-74(83)84)64(109)98-53(24-15-35-90-75(85)86)70(115)102-36-16-25-58(102)69(114)97-49(19-8-10-30-76)65(110)100-56(38-44(3)4)67(112)99-54(71(116)117)20-9-11-31-77/h5-7,17-18,26-29,43-44,48-58,103H,8-16,19-25,30-42,76-78H2,1-4H3,(H,91,104)(H,92,106)(H,93,105)(H,94,108)(H,95,107)(H,96,111)(H,97,114)(H,98,109)(H,99,112)(H,100,110)(H,101,113)(H,116,117)(H4,79,80,87)(H4,81,82,88)(H4,83,84,89)(H4,85,86,90)
• InChIKey: BARJCTQEOHKYQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-amino-2-[2-(6-amino-2-{[1-(2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamido}-5-carbamimidamidopentanamido)-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido}-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanamido)-4-methylpentanamido]hexanoic acid
• IUPAC Traditional name: 6-amino-2-[2-(6-amino-2-{[1-(2-{2-[2-(2-{2-[2-(2-{2-[2-amino-3-(4-hydroxyphenyl)propanamido]acetamido}acetamido)-3-phenylpropanamido]-4-methylpentanamido}-5-carbamimidamidopentanamido)-5-carbamimidamidopentanamido]-5-carbamimidamidopentanamido}-5-carbamimidamidopentanoyl)pyrrolidin-2-yl]formamido}hexanamido)-4-methylpentanamido]hexanoic acid
• Synonyms: [D-Arg8]-Dynorphin A Porcine fragment 1-13

Database IDs

• CAS Number: 125357-12-2
• MDL Number: MFCD00076370
• PubChem SID: 162228558; 24894331
• PubChem CID: 25082902

CALCULATED PROPERTIES

• Acid pKa: 3.6786072
• H Acceptors: 30
• H Donor: 28
• LogD (pH = 5.5): -23.386894
• LogD (pH = 7.4): -20.853806
• Log P: -8.528402
• Molar Refractivity: 473.6611 cm^3
• Polarizability: 167.75389 Å^3
• Polar Surface Area: 723.6 Å^2
• Rotatable Bonds: 56
• 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: pig ... PDYN(445529)

Product Information

• Purity: ≥97% (HPLC)

DETAILS

Sigma Aldrich - D9783

Amino Acid Sequence
Tyr-Gly-Gly-Phe-Leu-Arg-Arg-D-Arg-Arg-Pro-Lys-Leu-Lys
Biochem/physiol Actions
κ opioid receptor agonist