1,4,10,13,19,22-hexaazatetracyclo[22.3.0.06,10.015,19]heptacosane-2,5,11,14,20,23-hexone

• ChemBase ID: 155582
• Molecular Formular: C21H30N6O6
• Molecular Mass: 462.4995
• Monoisotopic Mass: 462.22268271
• SMILES: C1CC2C(=O)NCC(=O)N3CCCC3C(=O)NCC(=O)N3CCCC3C(=O)NCC(=O)N2C1
• Canonical SMILES: O=C1CNC(=O)C2CCCN2C(=O)CNC(=O)C2N(C(=O)CNC(=O)C3N1CCC3)CCC2
• InChI: InChI=1S/C21H30N6O6/c28-16-10-23-20(32)14-5-2-9-27(14)18(30)12-24-21(33)15-6-3-8-26(15)17(29)11-22-19(31)13-4-1-7-25(13)16/h13-15H,1-12H2,(H,22,31)(H,23,32)(H,24,33)
• InChIKey: WAOABPNIJIPSKM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4,10,13,19,22-hexaazatetracyclo[22.3.0.0^6,^1^0.0^1^5,^1^9]heptacosane-2,5,11,14,20,23-hexone
• IUPAC Traditional name: 1,4,10,13,19,22-hexaazatetracyclo[22.3.0.0^6,^1^0.0^1^5,^1^9]heptacosane-2,5,11,14,20,23-hexone
• Synonyms: Cyclo(Pro-Gly)3

Database IDs

• CAS Number: 37783-51-0
• MDL Number: MFCD00133208
• PubChem SID: 162249720; 24892954
• PubChem CID: 3626838

CALCULATED PROPERTIES

• Acid pKa: 10.689817
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -4.1074123
• LogD (pH = 7.4): -4.1076074
• Log P: -4.10741
• Molar Refractivity: 113.37 cm^3
• Polarizability: 43.991158 Å^3
• Polar Surface Area: 148.23 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

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

• Purity: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C21H30N6O6

DETAILS

Sigma Aldrich - C7297

Biochem/physiol Actions
Model peptide that binds Ca2+ with an affinity comparable to that of naturally-occurring Ca2+-binding proteins