(2S)-2-{[(2S)-1-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-hydroxypropanamido]-3-carboxypropanamido]-5-carbamimidamidopentanamido]-3-hydroxypropanamido]propanamido]-4-methylpentanamido]-4-methylpentanamido]hexanamido]-3-hydroxypropanamido]hexanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]propanamido]-4-methylpentanamido]-4-methylpentanamido]-3-hydroxybutanamido]propanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid

• ChemBase ID: 153771
• Molecular Formular: C94H171N31O28
• Molecular Mass: 2183.55444
• Monoisotopic Mass: 2182.29098399
• SMILES: C[C@H]([C@@H](C(=O)N[C@@H](C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(=N)N)C(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CO)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CO)NC(=O)[C@H](CO)N)O
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[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)O)CCCNC(=N)N)C)[C@H](O)C)CC(C)C)CC(C)C)C)CCCNC(=N)N)CC(C)C)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CO)N)CO)CC(=O)O)CCCNC(=N)N)CO)C)CC(C)C)CC(C)C)CCCCN)CO
• InChI: InChI=1S/C94H171N31O28/c1-45(2)35-60(116-73(134)51(12)108-85(146)66(42-127)122-78(139)58(26-20-32-105-93(100)101)112-83(144)65(40-70(131)132)120-87(148)67(43-128)121-74(135)54(97)41-126)81(142)118-63(38-48(7)8)80(141)110-56(24-16-18-30-96)77(138)123-68(44-129)86(147)113-55(23-15-17-29-95)76(137)117-62(37-47(5)6)79(140)111-57(25-19-31-104-92(98)99)75(136)107-50(11)72(133)115-61(36-46(3)4)82(143)119-64(39-49(9)10)84(145)124-71(53(14)130)89(150)109-52(13)90(151)125-34-22-28-69(125)88(149)114-59(91(152)153)27-21-33-106-94(102)103/h45-69,71,126-130H,15-44,95-97H2,1-14H3,(H,107,136)(H,108,146)(H,109,150)(H,110,141)(H,111,140)(H,112,144)(H,113,147)(H,114,149)(H,115,133)(H,116,134)(H,117,137)(H,118,142)(H,119,143)(H,120,148)(H,121,135)(H,122,139)(H,123,138)(H,124,145)(H,131,132)(H,152,153)(H4,98,99,104)(H4,100,101,105)(H4,102,103,106)/t50-,51-,52-,53+,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,71-/m0/s1
• InChIKey: PBZROVYZANOHJC-IGEHTQFKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(2S)-1-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-hydroxypropanamido]-3-carboxypropanamido]-5-carbamimidamidopentanamido]-3-hydroxypropanamido]propanamido]-4-methylpentanamido]-4-methylpentanamido]hexanamido]-3-hydroxypropanamido]hexanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]propanamido]-4-methylpentanamido]-4-methylpentanamido]-3-hydroxybutanamido]propanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid
• IUPAC Traditional name: (2S)-2-{[(2S)-1-[(2S)-2-[(2S,3R)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-6-amino-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-hydroxypropanamido]-3-carboxypropanamido]-5-carbamimidamidopentanamido]-3-hydroxypropanamido]propanamido]-4-methylpentanamido]-4-methylpentanamido]hexanamido]-3-hydroxypropanamido]hexanamido]-4-methylpentanamido]-5-carbamimidamidopentanamido]propanamido]-4-methylpentanamido]-4-methylpentanamido]-3-hydroxybutanamido]propanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanoic acid
• Synonyms: Kaliuretic peptide; pro-hANF, fragment 79-98; Prepro-Atrial Natriuretic Peptide fragment 104-123 human

Database IDs

• MDL Number: MFCD00079814
• PubChem SID: 162247910
• PubChem CID: 16132211

CALCULATED PROPERTIES

• Acid pKa: 3.229802
• H Acceptors: 40
• H Donor: 37
• LogD (pH = 5.5): -26.45401
• LogD (pH = 7.4): -23.968838
• Log P: -16.430035
• Molar Refractivity: 578.2795 cm^3
• Polarizability: 214.67006 Å^3
• Polar Surface Area: 983.62 Å^2
• Rotatable Bonds: 75
• 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 ... NPPA(4878)

Product Information

• Purity: ≥95% (HPLC)
• Compostion: Peptide content, ≥70%
• Empirical Formula (Hill Notation): C94H171N31O28

DETAILS

Sigma Aldrich - P7369

Amino Acid Sequence
Ser-Ser-Asp-Arg-Ser-Ala-Leu-Leu-Lys-Ser-Lys-Leu-Arg-Ala-Leu-Leu-Thr-Ala-Pro-Arg
Biochem/physiol Actions
One of the proteolysis products of atrial natriuretic factor prohormone. Kaliuretic peptide has the strongest potassium excreting properties of all atrial natriuretic peptides in humans.