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

• ChemBase ID: 153861
• Molecular Formular: C14H23F3N4O4S
• Molecular Mass: 400.4170296
• Monoisotopic Mass: 400.1392109
• SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCN)NC(=O)N2.C(=O)(C(F)(F)F)O
• Canonical SMILES: OC(=O)C(F)(F)F.NCCNC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2
• InChI: InChI=1S/C12H22N4O2S.C2HF3O2/c13-5-6-14-10(17)4-2-1-3-9-11-8(7-19-9)15-12(18)16-11;3-2(4,5)1(6)7/h8-9,11H,1-7,13H2,(H,14,17)(H2,15,16,18);(H,6,7)/t8-,9-,11-;/m0./s1
• InChIKey: IVRQHQHWTOYIDN-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; trifluoroacetic acid
• IUPAC Traditional name: 5-[(3aS,4S,6aR)-2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl]-N-(2-aminoethyl)pentanamide; trifluoroacetic acid
• Synonyms: N-(2-Aminoethyl)biotinamide; N-(2-Aminoethyl)biotinamide trifluoroacetate salt; N-Biotinyl-ethylenediamine trifluoroacetate salt; N-Biotinyl-ethylenediamine

Database IDs

• CAS Number: 111790-37-5(freebase)
• MDL Number: MFCD11045268
• PubChem SID: 162248000
• PubChem CID: 71311742

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: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; methanol: soluble

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: ≥96.5% (HPLC)
• Empirical Formula (Hill Notation): C12H22N4O2S · C2HF3O2

DETAILS

Sigma Aldrich - 08599

Application
Nucleophilic biotinylation reagent for the conjugation of various substrates and their identification and quantification using biotin-binding fluorescent labels