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

• ChemBase ID: 158054
• Molecular Formular: C18H24N2O8
• Molecular Mass: 396.39176
• Monoisotopic Mass: 396.15326574
• SMILES: C1CC(=O)N(C1=O)OC(=O)CCCCCCCCC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCCCCCCCC(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C18H24N2O8/c21-13-9-10-14(22)19(13)27-17(25)7-5-3-1-2-4-6-8-18(26)28-20-15(23)11-12-16(20)24/h1-12H2
• InChIKey: XPKIVYVYXKPGBP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(2,5-dioxopyrrolidin-1-yl) decanedioate
• IUPAC Traditional name: bis(2,5-dioxopyrrolidin-1-yl) decanedioate
• Synonyms: DSSeb; Di(N-succinimidyl) sebacate; Sebacic acid bis(N-succinimidyl) ester; 二(N-琥珀酰亚胺)癸二酸酯; 癸二酸二(N-琥珀酰亚胺)酯

Database IDs

• CAS Number: 23024-29-5
• MDL Number: MFCD00216005
• Beilstein Number: 6880740
• PubChem SID: 24889346; 162252190
• PubChem CID: 3430836

CALCULATED PROPERTIES

• Acid pKa: 17.408092
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 1.0080998
• LogD (pH = 7.4): 1.0080998
• Log P: 1.0080998
• Molar Refractivity: 92.2506 cm^3
• Polarizability: 36.78908 Å^3
• Polar Surface Area: 127.36 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 162-167 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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: -20°C

Product Information

• Purity: ≥97.0%; ≥97.0% (CHN)
• Empirical Formula (Hill Notation): C18H24N2O8

DETAILS

Sigma Aldrich - 90336

Other Notes
Reagent for crosslining peptides and proteins