11-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)undecanoic acid

• ChemBase ID: 172498
• Molecular Formular: C15H23NO4
• Molecular Mass: 281.34742
• Monoisotopic Mass: 281.16270822
• SMILES: C(CCCCCCCCCC(=O)O)N1C(=O)C=CC1=O
• Canonical SMILES: OC(=O)CCCCCCCCCCN1C(=O)C=CC1=O
• InChI: InChI=1S/C15H23NO4/c17-13-10-11-14(18)16(13)12-8-6-4-2-1-3-5-7-9-15(19)20/h10-11H,1-9,12H2,(H,19,20)
• InChIKey: UVZTZBRGZXIBLZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 11-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)undecanoic acid
• IUPAC Traditional name: 11-(2,5-dioxopyrrol-1-yl)undecanoic acid
• Synonyms: N-(10-Carboxydecyl)maleimide; 2,5-Dihydro-2,5-dioxo-1H-pyrrole-1-undecanoic Acid; 11-Maleimidoundecanoic Acid; 11-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)undecanoic acid

Database IDs

• CAS Number: 57079-01-3
• MDL Number: MFCD00941279
• PubChem SID: 164228408
• PubChem CID: 4618600

CALCULATED PROPERTIES

• Acid pKa: 4.9520197
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.0476055
• LogD (pH = 7.4): 0.28847048
• Log P: 2.703411
• Molar Refractivity: 75.9941 cm^3
• Polarizability: 29.21638 Å^3
• Polar Surface Area: 74.68 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 89-90°C

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - M151350

A sulfhydryl reactive heterobifunctional crosslinking reagent.Spacer Arm: 15.7 Angstroms

REFERENCES

• Rich, D., et al.: J. Med. Chem., 18, 1004 (1975)
• Moroder, L., et al.: BioPolymers, 22, 481 (1983)