sodium 1-{[4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoyl]oxy}-2,5-dioxopyrrolidine-3-sulfonate

• ChemBase ID: 155988
• Molecular Formular: C12H11N2NaO9S
• Molecular Mass: 382.27851
• Monoisotopic Mass: 382.00829522
• SMILES: C1C(C(=O)N(C1=O)OC(=O)CCCN1C(=O)C=CC1=O)S(=O)(=O)[O-].[Na+]
• Canonical SMILES: O=C(ON1C(=O)CC(C1=O)S(=O)(=O)[O-])CCCN1C(=O)C=CC1=O.[Na+]
• InChI: InChI=1S/C12H12N2O9S.Na/c15-8-3-4-9(16)13(8)5-1-2-11(18)23-14-10(17)6-7(12(14)19)24(20,21)22;/h3-4,7H,1-2,5-6H2,(H,20,21,22);/q;+1/p-1
• InChIKey: ULARYIUTHAWJMU-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 1-{[4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)butanoyl]oxy}-2,5-dioxopyrrolidine-3-sulfonate
• IUPAC Traditional name: sodium 1-{[4-(2,5-dioxopyrrol-1-yl)butanoyl]oxy}-2,5-dioxopyrrolidine-3-sulfonate
• Synonyms: 4-Maleimidobutyric acid sulfo-N-succinimidyl ester sodium salt; N-(γ-Maleimidobutyryloxy)sulfosuccinimide sodium salt; Sulfo-GMBS; Sulfo-N-succinimidyl 4-maleimidobutyrate sodium salt

Database IDs

• CAS Number: 185332-92-7
• MDL Number: MFCD17215919
• PubChem SID: 24866302; 162250126
• PubChem CID: 23683309

CALCULATED PROPERTIES

• Acid pKa: -1.3649601
• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): -4.115759
• LogD (pH = 7.4): -4.115974
• Log P: -1.7393715
• Molar Refractivity: 73.199 cm^3
• Polarizability: 29.52325 Å^3
• Polar Surface Area: 158.26 Å^2
• Rotatable Bonds: 7
• 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
• 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: ~90%
• Empirical Formula (Hill Notation): C12H11N2NaO9S

DETAILS

Sigma Aldrich - 42002

Other Notes
Reagent for amine-to-thiol cross-linking