2,5-dioxopyrrolidin-1-yl 11-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)undecanoate

• ChemBase ID: 156628
• Molecular Formular: C19H26N2O6
• Molecular Mass: 378.41954
• Monoisotopic Mass: 378.17908656
• SMILES: C1CC(=O)N(C1=O)OC(=O)CCCCCCCCCCN1C(=O)C=CC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCCCCCCCCCN1C(=O)C=CC1=O
• InChI: InChI=1S/C19H26N2O6/c22-15-10-11-16(23)20(15)14-8-6-4-2-1-3-5-7-9-19(26)27-21-17(24)12-13-18(21)25/h10-11H,1-9,12-14H2
• InChIKey: SGNVTRHWJGTNKV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 11-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)undecanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 11-(2,5-dioxopyrrol-1-yl)undecanoate
• Synonyms: KMUS; N-(11-Maleimidoundecanoyloxy)succinimide; N-Succinimidyl 11-maleimidoundecanoate; 11-(Maleimido)undecanoic acid N-succinimidyl ester

Database IDs

• CAS Number: 87981-04-2
• MDL Number: MFCD00467873
• PubChem SID: 24882456; 162250765
• PubChem CID: 5091658

CALCULATED PROPERTIES

• Acid pKa: 17.709124
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.0729964
• LogD (pH = 7.4): 2.0729964
• Log P: 2.0729964
• Molar Refractivity: 96.5479 cm^3
• Polarizability: 37.46685 Å^3
• Polar Surface Area: 101.06 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C19H26N2O6

DETAILS

Sigma Aldrich - 63186

Other Notes
Cross-linking of protein by ω-maleimido alkanoyl N-hydroxysuccinimido esters1