bis(2,5-dioxopyrrolidin-1-yl) pentanedioate

• ChemBase ID: 155841
• Molecular Formular: C13H14N2O8
• Molecular Mass: 326.25886
• Monoisotopic Mass: 326.07501542
• SMILES: C1CC(=O)N(C1=O)OC(=O)CCCC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCCC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C13H14N2O8/c16-8-4-5-9(17)14(8)22-12(20)2-1-3-13(21)23-15-10(18)6-7-11(15)19/h1-7H2
• InChIKey: LNQHREYHFRFJAU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(2,5-dioxopyrrolidin-1-yl) pentanedioate
• IUPAC Traditional name: bis(2,5-dioxopyrrolidin-1-yl) pentanedioate
• Synonyms: DSG; Di(N-succinimidyl) glutarate; Di(N-succinimidyl) glutarate; Disuccinimidyl glutarate

Database IDs

• CAS Number: 79642-50-5
• MDL Number: MFCD00153597
• Beilstein Number: 8575145
• PubChem SID: 24887545; 162249979
• PubChem CID: 4432628

CALCULATED PROPERTIES

• Acid pKa: 17.40809
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -1.2147435
• LogD (pH = 7.4): -1.2147435
• Log P: -1.2147435
• Molar Refractivity: 69.2456 cm^3
• Polarizability: 27.743488 Å^3
• Polar Surface Area: 127.36 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: Moisture Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37-60
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (CHN); 97%
• Empirical Formula (Hill Notation): C13H14N2O8

DETAILS

Sigma Aldrich - 80424

Other Notes
Homobifunctional cross-linking reagent; e.g. isolation of insulin receptor1