(2S)-6-amino-2-{2-[(2S,3S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-4-methylpentanamido]-3-methylpentanamido]acetamido}-N-[(1S)-1-carbamoyl-2-methylpropyl]hexanamide

• ChemBase ID: 153803
• Molecular Formular: C28H54N8O7
• Molecular Mass: 614.77776
• Monoisotopic Mass: 614.41154611
• SMILES: CC[C@H](C)[C@@H](C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)N
• Canonical SMILES: NCCCC[C@@H](C(=O)N[C@H](C(=O)N)C(C)C)NC(=O)CNC(=O)[C@H]([C@H](CC)C)NC(=O)[C@@H](NC(=O)[C@H](CO)N)CC(C)C
• InChI: InChI=1S/C28H54N8O7/c1-7-17(6)23(36-27(42)20(12-15(2)3)34-25(40)18(30)14-37)28(43)32-13-21(38)33-19(10-8-9-11-29)26(41)35-22(16(4)5)24(31)39/h15-20,22-23,37H,7-14,29-30H2,1-6H3,(H2,31,39)(H,32,43)(H,33,38)(H,34,40)(H,35,41)(H,36,42)/t17-,18-,19-,20-,22-,23-/m0/s1
• InChIKey: HOWDUIVVWDUEED-WAUHAFJUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-6-amino-2-{2-[(2S,3S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-4-methylpentanamido]-3-methylpentanamido]acetamido}-N-[(1S)-1-carbamoyl-2-methylpropyl]hexanamide
• IUPAC Traditional name: (2S)-6-amino-2-{2-[(2S,3S)-2-[(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-4-methylpentanamido]-3-methylpentanamido]acetamido}-N-[(1S)-1-carbamoyl-2-methylpropyl]hexanamide
• Synonyms: PAR-2 (1-6) Human; PAR2 activating peptide; PAR2-AP; SLIGKV-NH2; Ser-Leu-Ile-Gly-Lys-Val-amide

Database IDs

• CAS Number: 190383-13-2
• MDL Number: MFCD02259590
• PubChem SID: 162247942
• PubChem CID: 10483914

CALCULATED PROPERTIES

• Acid pKa: 11.850517
• H Acceptors: 9
• H Donor: 9
• LogD (pH = 5.5): -7.375624
• LogD (pH = 7.4): -5.326325
• Log P: -2.3421545
• Molar Refractivity: 159.4343 cm^3
• Polarizability: 63.345654 Å^3
• Polar Surface Area: 260.86 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: solid

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: mouse ... Insrr(23920)

Product Information

• Purity: ≥95% (HPLC)
• Empirical Formula (Hill Notation): C28H54N8O7

DETAILS

Sigma Aldrich - S9192

Amino Acid Sequence
Ser-Leu-Ile-Gly-Lys-Val-NH2
Biochem/physiol Actions
Proteinase-activated receptor-2 (PAR2)-activating peptide.