1-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl] 2,5-dioxopyrrolidin-1-yl butanedioate

• ChemBase ID: 153386
• Molecular Formular: C14H14N2O8
• Molecular Mass: 338.26956
• Monoisotopic Mass: 338.07501542
• SMILES: C1CC(=O)N(C1=O)OC(=O)CCC(=O)OCCN1C(=O)C=CC1=O
• Canonical SMILES: O=C(CCC(=O)ON1C(=O)CCC1=O)OCCN1C(=O)C=CC1=O
• InChI: InChI=1S/C14H14N2O8/c17-9-1-2-10(18)15(9)7-8-23-13(21)5-6-14(22)24-16-11(19)3-4-12(16)20/h1-2H,3-8H2
• InChIKey: HLYQBBSYKLLKAF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl] 2,5-dioxopyrrolidin-1-yl butanedioate
• IUPAC Traditional name: 1-[2-(2,5-dioxopyrrol-1-yl)ethyl] 2,5-dioxopyrrolidin-1-yl butanedioate
• Synonyms: MESS; Maleimidoethyl succinimidyl succinate; Succinic acid maleimidoethyl N-hydroxysuccinimide ester

Database IDs

• CAS Number: 132774-52-8
• MDL Number: MFCD00274451
• PubChem SID: 162247525
• PubChem CID: 195727

CALCULATED PROPERTIES

• Acid pKa: 17.709038
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -1.4667553
• LogD (pH = 7.4): -1.4667553
• Log P: -1.4667553
• Molar Refractivity: 75.139 cm^3
• Polarizability: 29.291136 Å^3
• Polar Surface Area: 127.36 Å^2
• Rotatable Bonds: 9
• 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: 2-8°C

Product Information

• Purity: ≥95%
• Empirical Formula (Hill Notation): C14H14N2O8

DETAILS

Sigma Aldrich - S2296

Application
Heterobifunctional cross-linking reagent