sodium 3-(2-acetamidoethyl)-5-methoxy-1H-indol-6-yl sulfate

• ChemBase ID: 177910
• Molecular Formular: C13H15N2NaO6S
• Molecular Mass: 350.32277
• Monoisotopic Mass: 350.05485149
• SMILES: c1(c(cc2c(c1)c(c[nH]2)CCNC(=O)C)OS(=O)(=O)[O-])OC.[Na+]
• Canonical SMILES: COc1cc2c(CCNC(=O)C)c[nH]c2cc1OS(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C13H16N2O6S.Na/c1-8(16)14-4-3-9-7-15-11-6-13(21-22(17,18)19)12(20-2)5-10(9)11;/h5-7,15H,3-4H2,1-2H3,(H,14,16)(H,17,18,19);/q;+1/p-1
• InChIKey: RRAMWSGKMQYWPL-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 3-(2-acetamidoethyl)-5-methoxy-1H-indol-6-yl sulfate
• IUPAC Traditional name: sodium 3-(2-acetamidoethyl)-5-methoxy-1H-indol-6-yl sulfate
• Synonyms: N-[2-[5-Methoxy-6-(sulfooxy)-1H-indol-3-yl]ethyl]acetamide Sodium; 6-(Sulfonyloxy)melatonin Sodium; 6-Hydroxymelatonin Sulfate Sodium; 6-Sulphatoxymelatonin Sodium; 6-Sulfatoxy Melatonin Sodium Salt

Database IDs

• CAS Number: 76290-78-3
• PubChem SID: 164233820
• PubChem CID: 71752257

CALCULATED PROPERTIES

• Acid pKa: -1.9143884
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.0076604
• LogD (pH = 7.4): -2.0076647
• Log P: -1.433526
• Molar Refractivity: 77.1309 cm^3
• Polarizability: 31.878296 Å^3
• Polar Surface Area: 120.55 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: DMSO
• Melting Point: 159-166°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - S689050

A metabolite of Melatonin (S689050).

REFERENCES

• Huether, G., et al.: Life Sci., 51, 945 (1992)
• Holmes, M., et al.: J. Clin. Oncol., 18, 3668 (1992)
• Roth, G., et al.: J. Clin. Endocrinol. Metab., 86, 3292 (1992)