sodium ({[(2-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}ethyl)carbamoyl]methyl}sulfanyl)sulfonate

• ChemBase ID: 160144
• Molecular Formular: C14H23N4NaO6S3
• Molecular Mass: 462.54039
• Monoisotopic Mass: 462.06774176
• SMILES: [C@H]12[C@H](NC(=O)N1)[C@@H](SC2)CCCCC(=O)NCCNC(=O)CSS(=O)(=O)[O-].[Na+]
• Canonical SMILES: O=C(NCCNC(=O)CSS(=O)(=O)[O-])CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2.[Na+]
• InChI: InChI=1S/C14H24N4O6S3.Na/c19-11(15-5-6-16-12(20)8-26-27(22,23)24)4-2-1-3-10-13-9(7-25-10)17-14(21)18-13;/h9-10,13H,1-8H2,(H,15,19)(H,16,20)(H2,17,18,21)(H,22,23,24);/q;+1/p-1/t9-,10-,13-;/m0./s1
• InChIKey: RDWRHIZFQMIMKX-JMHMRROLSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium ({[(2-{5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanamido}ethyl)carbamoyl]methyl}sulfanyl)sulfonate
• IUPAC Traditional name: sodium {[(2-{5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanamido}ethyl)carbamoyl]methyl}sulfanylsulfonate
• Synonyms: TS Biotin Ethylenediamine; N-(2-Aminoethyl)-N'-(2-Sulfothioacetamid)biotinamide, Sodium Salt

Database IDs

• PubChem SID: 162254279
• PubChem CID: 46780272

CALCULATED PROPERTIES

• Acid pKa: -1.413821
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -3.9373374
• LogD (pH = 7.4): -3.9373457
• Log P: -3.2631006
• Molar Refractivity: 101.179 cm^3
• Polarizability: 40.761887 Å^3
• Polar Surface Area: 156.53 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A609520

Selective probe used to label extracellular thiol groups