2,5-dioxopyrrolidin-1-yl 5-[(3aS,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoate

• ChemBase ID: 177926
• Molecular Formular: C14H19N3O5S
• Molecular Mass: 341.38276
• Monoisotopic Mass: 341.10454172
• SMILES: N1C(=O)N[C@H]2CSC(CCCCC(=O)ON3C(=O)CCC3=O)[C@@H]12
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCCCC1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C14H19N3O5S/c18-10-5-6-11(19)17(10)22-12(20)4-2-1-3-9-13-8(7-23-9)15-14(21)16-13/h8-9,13H,1-7H2,(H2,15,16,21)/t8-,9?,13-/m0/s1
• InChIKey: YMXHPSHLTSZXKH-LNIZJEQCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 5-[(3aS,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]pentanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 5-[(3aS,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]pentanoate
• Synonyms: Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoic Acid 2,5-dioxo-1-pyrrolidinyl Ester; Biotin N-Hydroxysuccinimide Ester; NHS-BIOTIN; N-Succinimido (+)-Biotin

Database IDs

• CAS Number: 35013-72-0
• PubChem SID: 164233836
• PubChem CID: 9840928

CALCULATED PROPERTIES

• Acid pKa: 13.314536
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.310991
• LogD (pH = 7.4): -0.31099144
• Log P: -0.31099096
• Molar Refractivity: 80.6047 cm^3
• Polarizability: 31.979704 Å^3
• Polar Surface Area: 104.81 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO
• Apperance: White Solid
• Melting Point: 218°C

DETAILS

Toronto Research Chemicals - S689500

Amino reactive biotin reagent for preparing biotinylated surfaces or polypeptides.

REFERENCES

• Ngo, T.T., et al.: Applied Biochem. Biotech, 7, 443 (1982)
• Wojchowski, D.M., et al.: J. Immunol. Methods, 90, 173 (1986)