N-(2-{2-[2-(2-iodoacetamido)ethoxy]ethoxy}ethyl)-5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl}pentanamide

• ChemBase ID: 153734
• Molecular Formular: C18H31IN4O5S
• Molecular Mass: 542.43201
• Monoisotopic Mass: 542.10598911
• SMILES: C1C2C(C(S1)CCCCC(=O)NCCOCCOCCNC(=O)CI)NC(=O)N2
• Canonical SMILES: ICC(=O)NCCOCCOCCNC(=O)CCCCC1SCC2C1NC(=O)N2
• InChI: InChI=1S/C18H31IN4O5S/c19-11-16(25)21-6-8-28-10-9-27-7-5-20-15(24)4-2-1-3-14-17-13(12-29-14)22-18(26)23-17/h13-14,17H,1-12H2,(H,20,24)(H,21,25)(H2,22,23,26)
• InChIKey: LWGLKVINXNMNJX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-{2-[2-(2-iodoacetamido)ethoxy]ethoxy}ethyl)-5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl}pentanamide
• IUPAC Traditional name: N-(2-{2-[2-(2-iodoacetamido)ethoxy]ethoxy}ethyl)-5-{2-oxo-hexahydrothieno[3,4-d]imidazolidin-4-yl}pentanamide
• Synonyms: Biotin PEO Iodoacetamide; Biotin Polyethyleneoxide Iodoacetamide

Database IDs

• MDL Number: MFCD04974830
• PubChem SID: 24891627; 162247873
• PubChem CID: 16219013

CALCULATED PROPERTIES

• Acid pKa: 13.011133
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.39037094
• LogD (pH = 7.4): -0.3903712
• Log P: -0.39037025
• Molar Refractivity: 119.3342 cm^3
• Polarizability: 46.864727 Å^3
• Polar Surface Area: 117.79 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL
• Apperance: powder

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Description: Sulfhydryl specific, water soluble biotinylation reagent
• Empirical Formula (Hill Notation): C18H31IN4O5S

DETAILS

Sigma Aldrich - B2059

Application

• Incorporates a 12 atom hydrophilic spacer.
• Typically coupled to sulfhydryl groups at pH 7.5 - 8.5
• Especially useful for cysteine labeling in many proteomics type applications such as peptide mapping and mass spectrometry.