{3-[2-acetamido(2H4)ethyl]-5-methoxy-1H-indol-6-yl}oxidanesulfonic acid

• ChemBase ID: 177911
• Molecular Formular: C13H16N2O6S
• Molecular Mass: 328.34094
• Monoisotopic Mass: 328.07290724
• SMILES: c1(c(cc2c(c1)c(c[nH]2)CCNC(=O)C)OS(=O)(=O)O)OC
• Canonical SMILES: COc1cc2c(CCNC(=O)C)c[nH]c2cc1OS(=O)(=O)O
• InChI: InChI=1S/C13H16N2O6S/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)
• InChIKey: QQEILXDLZRLTME-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {3-[2-acetamido(^2H₄)ethyl]-5-methoxy-1H-indol-6-yl}oxidanesulfonic acid
• IUPAC Traditional name: {3-[2-acetamido(^2H₄)ethyl]-5-methoxy-1H-indol-6-yl}oxidanesulfonic acid
• Synonyms: N-[2-[5-Methoxy-6-(sulfooxy)-1H-indol-3-yl]ethyl]acetamide-d4; 6-(Sulfonyloxy)melatonin-d4; 6-Hydroxymelatonin-d4 Sulfate; 6-Sulphatoxymelatonin-d4; 6-Sulfatoxy Melatonin-d4

Database IDs

• PubChem SID: 164233821
• PubChem CID: 71752258

CALCULATED PROPERTIES

• Acid pKa: -1.9143884
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -2.0076604
• LogD (pH = 7.4): -2.0076647
• Log P: -1.433526
• Molar Refractivity: 78.2526 cm^3
• Polarizability: 31.98971 Å^3
• Polar Surface Area: 117.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - S689052

A labelled 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)