5-(dimethylamino)naphthalene-1-sulfonic acid

• ChemBase ID: 5027
• Molecular Formular: C12H13NO3S
• Molecular Mass: 251.30152
• Monoisotopic Mass: 251.06161428
• SMILES: c1(cccc2c(cccc12)N(C)C)S(=O)(=O)O
• Canonical SMILES: CN(c1cccc2c1cccc2S(=O)(=O)O)C
• InChI: InChI=1S/C12H13NO3S/c1-13(2)11-7-3-6-10-9(11)5-4-8-12(10)17(14,15)16/h3-8H,1-2H3,(H,14,15,16)
• InChIKey: BBEQQKBWUHCIOU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(dimethylamino)naphthalene-1-sulfonic acid
• IUPAC Traditional name: 5-(dimethylamino)naphthalene-1-sulfonic acid
• Synonyms: 5-(DIMETHYLAMINO)-1-NAPHTHALENESULFONIC ACID(DANSYL ACID); 5-Dimethylaminonaphthalene-1-sulfonic Acid; 5-(Dimethylamino)-1-naphthalenesulfonic Acid; Dansyl Acid; 5-(dimethylamino)-1-Naphthalenesulfonic acid

Database IDs

• CAS Number: 4272-77-9
• PubChem SID: 99443847; 160968459
• PubChem CID: 1792

CALCULATED PROPERTIES

JChem

• Acid pKa: -1.850434
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.57638913
• LogD (pH = 7.4): -0.09824749
• Log P: 1.2067918
• Molar Refractivity: 67.5593 cm^3
• Polarizability: 27.222775 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.73
• LOG S: -2.66
• Solubility (Water): 5.45e-01 g/l

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: >300°C

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 97%

DETAILS

DrugBank - DB07376

Drug information: experimental

Toronto Research Chemicals - D172860

A fluorescent molecule used in protein analysis and FRET detection.

REFERENCES

• Jarabak, R., et al.: J. Biochem. Toxicol., 5, 1 (1990)
• Fernandez-Tornero, C., et al.: J. Biol. Chem., 278, 21774 (1990)
• Mazooz, G., et al.: Canc. Res., 65, 1369 (1990)