sodium 2,5-dioxo-1-({6-[3-(pyridin-2-yldisulfanyl)propanamido]hexanoyl}oxy)pyrrolidine-3-sulfonate

• ChemBase ID: 178026
• Molecular Formular: C18H22N3NaO8S3
• Molecular Mass: 527.56735
• Monoisotopic Mass: 527.04667196
• SMILES: C1(=O)C(CC(=O)N1OC(=O)CCCCCNC(=O)CCSSc1ncccc1)S(=O)(=O)[O-].[Na+]
• Canonical SMILES: O=C(CCSSc1ccccn1)NCCCCCC(=O)ON1C(=O)CC(C1=O)S(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C18H23N3O8S3.Na/c22-14(8-11-30-31-15-6-3-5-10-20-15)19-9-4-1-2-7-17(24)29-21-16(23)12-13(18(21)25)32(26,27)28;/h3,5-6,10,13H,1-2,4,7-9,11-12H2,(H,19,22)(H,26,27,28);/q;+1/p-1
• InChIKey: ZAPNXDUFCQIHFS-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 2,5-dioxo-1-({6-[3-(pyridin-2-yldisulfanyl)propanamido]hexanoyl}oxy)pyrrolidine-3-sulfonate
• IUPAC Traditional name: sodium 2,5-dioxo-1-({6-[3-(pyridin-2-yldisulfanyl)propanamido]hexanoyl}oxy)pyrrolidine-3-sulfonate
• Synonyms: 2,5-Dioxo-1-[[1-oxo-6-[[1-oxo-3-(2-pyridinyldithio)propyl]amino]hexyl]oxy]-3-pyrrolidinesulfonic Acid Monosodium Salt; Sulfo-LC-SPDP; Sulfo-N-succinimidyl 6-[3-(2-Pyridyldithio)propionamido] Hexanoate, Sodium Salt

Database IDs

• CAS Number: 169751-10-4
• PubChem SID: 164233936
• PubChem CID: 4588467

CALCULATED PROPERTIES

• Acid pKa: -1.5236415
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -1.3699303
• LogD (pH = 7.4): -1.3699218
• Log P: -1.6077608
• Molar Refractivity: 114.5883 cm^3
• Polarizability: 46.833782 Å^3
• Polar Surface Area: 162.87 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 185-187°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - S755000

A water soluble, sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent.Spacer Arm: 15.6 Angstroms

REFERENCES

• Carlsson, J., et al.: Biochem. J., 173, 723 (1978)