(2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-carbamoylpropanamido]-3-carbamoylpropanamido]-3-phenylpropanamido]acetamido}propanamido]-3-methylpentanamido]-4-methylpentanamido]-3-hydroxypropanamido]-3-hydroxypropanoic acid

• ChemBase ID: 153622
• Molecular Formular: C43H68N12O16
• Molecular Mass: 1009.07082
• Monoisotopic Mass: 1008.48762416
• SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CO)C(=O)O)NC(=O)[C@H](C)NC(=O)CNC(=O)[C@H](Cc1ccccc1)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](CC(=O)N)NC(=O)[C@H](CO)N
• Canonical SMILES: OC[C@@H](C(=O)N[C@H](C(=O)O)CO)NC(=O)[C@@H](NC(=O)[C@H]([C@H](CC)C)NC(=O)[C@@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](CO)N)CC(=O)N)CC(=O)N)Cc1ccccc1)C)CC(C)C
• InChI: InChI=1S/C43H68N12O16/c1-6-21(4)34(42(69)52-25(12-20(2)3)38(65)53-29(18-57)41(68)54-30(19-58)43(70)71)55-35(62)22(5)48-33(61)16-47-37(64)26(13-23-10-8-7-9-11-23)50-40(67)28(15-32(46)60)51-39(66)27(14-31(45)59)49-36(63)24(44)17-56/h7-11,20-22,24-30,34,56-58H,6,12-19,44H2,1-5H3,(H2,45,59)(H2,46,60)(H,47,64)(H,48,61)(H,49,63)(H,50,67)(H,51,66)(H,52,69)(H,53,65)(H,54,68)(H,55,62)(H,70,71)/t21-,22-,24-,25-,26-,27-,28-,29-,30-,34-/m0/s1
• InChIKey: RMSCIVKVSZSEHU-ITYUDAQQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-carbamoylpropanamido]-3-carbamoylpropanamido]-3-phenylpropanamido]acetamido}propanamido]-3-methylpentanamido]-4-methylpentanamido]-3-hydroxypropanamido]-3-hydroxypropanoic acid
• IUPAC Traditional name: (2S)-2-[(2S)-2-[(2S)-2-[(2S,3S)-2-[(2S)-2-{2-[(2S)-2-[(2S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-carbamoylpropanamido]-3-carbamoylpropanamido]-3-phenylpropanamido]acetamido}propanamido]-3-methylpentanamido]-4-methylpentanamido]-3-hydroxypropanamido]-3-hydroxypropanoic acid
• Synonyms: Amylin Fragment 20-29 human; Diabetes Associated Peptide Fragment 20-29 human

Database IDs

• CAS Number: 118068-30-7
• MDL Number: MFCD00080345
• PubChem SID: 162247761
• PubChem CID: 4369277

CALCULATED PROPERTIES

• Acid pKa: 3.1872082
• H Acceptors: 17
• H Donor: 16
• LogD (pH = 5.5): -10.036436
• LogD (pH = 7.4): -10.247967
• Log P: -10.037694
• Molar Refractivity: 243.9155 cm^3
• Polarizability: 96.20345 Å^3
• Polar Surface Area: 472.09 Å^2
• Rotatable Bonds: 32
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... IAPP(3375)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C43H68N12O16

DETAILS

Sigma Aldrich - A6097

Amino Acid Sequence
Ser-Asn-Asn-Phe-Gly-Ala-Ile-Leu-Ser-Ser
Biochem/physiol Actions
Forms fibrils ultrastructurally identical to amyloid fibrils seen in pancreatic islets.