2-amino-6-(5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl}pentanamido)hexanoic acid hydrochloride

• ChemBase ID: 155489
• Molecular Formular: C16H29ClN4O4S
• Molecular Mass: 408.94386
• Monoisotopic Mass: 408.15980411
• SMILES: C1C2C(C(S1)CCCCC(=O)NCCCCC(C(=O)O)N)NC(=O)N2.Cl
• Canonical SMILES: O=C(NCCCCC(C(=O)O)N)CCCCC1SCC2C1NC(=O)N2.Cl
• InChI: InChI=1S/C16H28N4O4S.ClH/c17-10(15(22)23)5-3-4-8-18-13(21)7-2-1-6-12-14-11(9-25-12)19-16(24)20-14;/h10-12,14H,1-9,17H2,(H,18,21)(H,22,23)(H2,19,20,24);1H
• InChIKey: FMGQMNFQNPUYBS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-6-(5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl}pentanamido)hexanoic acid hydrochloride
• IUPAC Traditional name: 2-amino-6-(5-{2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl}pentanamido)hexanoic acid hydrochloride
• Synonyms: Nε-Biotinyl-L-lysine; Biocytin hydrochloride

Database IDs

• CAS Number: 98930-70-2
• MDL Number: MFCD00136057
• PubChem SID: 162249627; 24891609
• PubChem CID: 16219011

CALCULATED PROPERTIES

• Acid pKa: 2.2447562
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -2.6114347
• LogD (pH = 7.4): -2.6142561
• Log P: -2.611381
• Molar Refractivity: 94.6605 cm^3
• Polarizability: 37.487923 Å^3
• Polar Surface Area: 133.55 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 98% (TLC)
• Empirical Formula (Hill Notation): C16H28N4O4S · xHCl

DETAILS

Sigma Aldrich - B1758

Biochem/physiol Actions
Biocytin is used as a substrate to study the specificity and kinetics of biotinidase(s), to measure biotinidase deficiency and as a model compound to study various uptake mechanisms of cells and tissues.