5-[(3aS,4S,6aR)-2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl]-N-(2-aminoethyl)pentanamide hydrobromide

• ChemBase ID: 158623
• Molecular Formular: C12H23BrN4O2S
• Molecular Mass: 367.30562
• Monoisotopic Mass: 366.072509
• SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCN)NC(=O)N2.Br
• Canonical SMILES: NCCNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2.Br
• InChI: InChI=1S/C12H22N4O2S.BrH/c13-5-6-14-10(17)4-2-1-3-9-11-8(7-19-9)15-12(18)16-11;/h8-9,11H,1-7,13H2,(H,14,17)(H2,15,16,18);1H/t8-,9-,11-;/m0./s1
• InChIKey: SGNZEZHLDUVMMU-GRIHUTHFSA-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-aminoethyl)pentanamide hydrobromide
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N-(2-aminoethyl)pentanamide hydrobromide
• Synonyms: (3aS,4S,6aR)-N-(2-Aminoethyl)hexahydro- 2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide; N-(2-Aminoethyl)biotinamide hydrobromide; Biotin ethylenediamine hydrobromide

Database IDs

• CAS Number: 216299-38-6
• MDL Number: MFCD00467807
• PubChem SID: 162252759
• PubChem CID: 22882678

CALCULATED PROPERTIES

• Acid pKa: 13.492653
• H Acceptors: 3
• H Donor: 4
• LogD (pH = 5.5): -4.0026336
• LogD (pH = 7.4): -2.808946
• Log P: -1.0608267
• Molar Refractivity: 74.7196 cm^3
• Polarizability: 29.558512 Å^3
• Polar Surface Area: 96.25 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF: >10 mg/mL; DMSO: >10 mg/mL
• Apperance: white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95% (TLC)
• Mol. Weight: mol wt 367
• Empirical Formula (Hill Notation): C12H23BrN4O2S

DETAILS

Sigma Aldrich - B9181

Biochem/physiol Actions
Coupling reagent for the biotinylation of DNA, carboxylic acids, other biomolecules.
Useful for neuronal tracing and intracellular labeling.