sodium 1-{[3-({2-[(4-azido-2-hydroxyphenyl)formamido]ethyl}disulfanyl)propanoyl]oxy}-2,5-dioxopyrrolidine-3-sulfonate

• ChemBase ID: 178006
• Molecular Formular: C16H16N5NaO9S3
• Molecular Mass: 541.51111
• Monoisotopic Mass: 541.0007844
• SMILES: C1(CC(=O)N(C1=O)OC(=O)CCSSCCNC(=O)c1c(cc(cc1)N=[N+]=[N-])O)S(=O)(=O)[O-].[Na+]
• Canonical SMILES: [N-]=[N+]=Nc1ccc(c(c1)O)C(=O)NCCSSCCC(=O)ON1C(=O)CC(C1=O)S(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C16H17N5O9S3.Na/c17-20-19-9-1-2-10(11(22)7-9)15(25)18-4-6-32-31-5-3-14(24)30-21-13(23)8-12(16(21)26)33(27,28)29;/h1-2,7,12,22H,3-6,8H2,(H,18,25)(H,27,28,29);/q;+1/p-1
• InChIKey: OYCYBJVCALFRON-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 1-{[3-({2-[(4-azido-2-hydroxyphenyl)formamido]ethyl}disulfanyl)propanoyl]oxy}-2,5-dioxopyrrolidine-3-sulfonate
• IUPAC Traditional name: sodium 1-{[3-({2-[(4-azido-2-hydroxyphenyl)formamido]ethyl}disulfanyl)propanoyl]oxy}-2,5-dioxopyrrolidine-3-sulfonate
• Synonyms: 3-[[2-[(4-Azido-2-hydroxybenzoyl)amino]ethyl]dithio]propanoic Acid 2,5-Dioxo-3-sulfo-1-pyrrolidinyl Ester; SASD; Sulfo-N-succinimidyl3-[[2-(p-azidosalicylamido)ethyl]-1,3'-dithio]propionate

Database IDs

• CAS Number: 144650-95-3
• PubChem SID: 164233916
• PubChem CID: 6098351

CALCULATED PROPERTIES

• Acid pKa: -1.7020597
• H Acceptors: 10
• H Donor: 2
• LogD (pH = 5.5): -1.3965516
• LogD (pH = 7.4): -1.5864025
• Log P: -0.46173874
• Molar Refractivity: 117.7305 cm^3
• Polarizability: 45.066326 Å^3
• Polar Surface Area: 199.64 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Hot Water
• Apperance: Light Brown Powder

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Light Sensitive

DETAILS

Toronto Research Chemicals - S699175

A photo-reactive heterobifunctional cross-linker with hydroxyphenyl azide and Sulfo-NHS ester reactive groups. Can be used to perform iodination reactions.Spacer Arm: 18.9 Angstroms

REFERENCES

• Kerrigan, S. and Brooks, D.E.: Bioconjugate Chem. 9,596-603 (1998)