5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-{2-[2-(2-aminoethoxy)ethoxy]ethyl}pentanamide; trifluoroacetic acid

• ChemBase ID: 153862
• Molecular Formular: C18H31F3N4O6S
• Molecular Mass: 488.5221496
• Monoisotopic Mass: 488.19164039
• SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCOCCOCCN)NC(=O)N2.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.NCCOCCOCCNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C16H30N4O4S.C2HF3O2/c17-5-7-23-9-10-24-8-6-18-14(21)4-2-1-3-13-15-12(11-25-13)19-16(22)20-15;3-2(4,5)1(6)7/h12-13,15H,1-11,17H2,(H,18,21)(H2,19,20,22);(H,6,7)/t12-,13-,15-;/m0./s1
• InChIKey: SJXUUAFYSXSFNA-HZPCBCDKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-{2-[2-(2-aminoethoxy)ethoxy]ethyl}pentanamide; trifluoroacetic acid
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N-{2-[2-(2-aminoethoxy)ethoxy]ethyl}pentanamide; trifluoroacetic acid
• Synonyms: N-{2-[2-(2-Aminoethoxy)ethoxy]ethyl}biotinamide; Biotin-DADOO; N-{2-[2-(2-Aminoethoxy)ethoxy]ethyl}biotinamide trifluoroacetate salt; N-Biotinyl-3,6-dioxaoctane-1,8-diamine trifluoroacetate salt solution; N-Biotinyl-3,6-dioxaoctane-1,8-diamine

Database IDs

• CAS Number: 194920-57-5
• MDL Number: MFCD11114063
• PubChem SID: 162248001
• PubChem CID: 71311743

CALCULATED PROPERTIES

• Acid pKa: 13.49218
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.1378818
• LogD (pH = 7.4): -3.162189
• Log P: -1.1547778
• Molar Refractivity: 96.8066 cm^3
• Polarizability: 38.340633 Å^3
• Polar Surface Area: 114.71 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF: soluble

Safety Information

• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95% (TLC)
• Concentration: 25 mg/mL in DMSO
• Empirical Formula (Hill Notation): C16H30N4O4S · C2HF3O2

DETAILS

Sigma Aldrich - 11184

Packaging
Sold on the basis of grams of solution.Product 11184-1G contains 1 gram of solution (approximately 910 microliters), at a concentration of 25 mg/mL (~23 mg N-Biotinyl-3,6-dioxaoctane-1,8-diamine trifluoroacetate salt).
Application
Utilized to biotinylate thiomethyl and thiosulfate derivatives of carboxymethylcellulose through a DCC coupling reaction Labeling targets include glycoproteins, glycopeptides, and any aldehyde- or keto group-containing component (e.g., haptens) Utilized to synthesize a biotin-estradiol conjugate (i.e., biotinoyl-diaminodioxaoctane-estradiol derivative) to develop a direct, broad range enzyme immunoassay to measure plasma estradiol concentrations.