3-[(9,10-dioxo-9,10-dihydroanthracen-2-yl)formamido]propyl 2,2,2-trifluoroethane-1-sulfonate

• ChemBase ID: 179156
• Molecular Formular: C20H16F3NO6S
• Molecular Mass: 455.4043496
• Monoisotopic Mass: 455.0650429
• SMILES: c1cccc2c1C(=O)c1c(C2=O)ccc(c1)C(=O)NCCCOS(=O)(=O)CC(F)(F)F
• Canonical SMILES: O=C(c1ccc2c(c1)C(=O)c1c(C2=O)cccc1)NCCCOS(=O)(=O)CC(F)(F)F
• InChI: InChI=1S/C20H16F3NO6S/c21-20(22,23)11-31(28,29)30-9-3-8-24-19(27)12-6-7-15-16(10-12)18(26)14-5-2-1-4-13(14)17(15)25/h1-2,4-7,10H,3,8-9,11H2,(H,24,27)
• InChIKey: HMUBMQPTNBWDLZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(9,10-dioxo-9,10-dihydroanthracen-2-yl)formamido]propyl 2,2,2-trifluoroethane-1-sulfonate
• IUPAC Traditional name: 3-[(9,10-dioxoanthracen-2-yl)formamido]propyl 2,2,2-trifluoroethanesulfonate
• Synonyms: NTPAC; 2,2,2-Trifluoroethanesulfonic Acid 3-[[(9,10-Dihydro-9,10-dioxo-2-anthracenyl)carbonyl]amino]propyl Ester; N-(3-Trifluoroethanesulfonyloxypropyl)anthraquinone-2-carboxamide

Database IDs

• CAS Number: 661461-84-3
• PubChem SID: 164235066
• PubChem CID: 29987789

CALCULATED PROPERTIES

• Acid pKa: 13.9247465
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.4063296
• LogD (pH = 7.4): 2.4063296
• Log P: 2.4063299
• Molar Refractivity: 104.6102 cm^3
• Polarizability: 39.690956 Å^3
• Polar Surface Area: 106.61 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Syrup

DETAILS

Toronto Research Chemicals - T795500

A heterobifunctional reagent useful for making bioconjugates and immobilization of biomolecules, viz. oligonucleotides, peptides, proteins, etc. on a variety of carbon-containing solid surfaces.

REFERENCES

• Kumar, P., et al.: BioMed. Chem. Lett., 6, 683 (1996)
• Kumar, P., et al.: Bioconjug. Chem., 15, 7 (2004)