[3-(2-aminoethyl)-1H-indol-5-yl]oxidanesulfonic acid

• ChemBase ID: 177741
• Molecular Formular: C10H12N2O4S
• Molecular Mass: 256.27828
• Monoisotopic Mass: 256.05177787
• SMILES: c1c(cc2c(c1)[nH]cc2CCN)OS(=O)(=O)O
• Canonical SMILES: NCCc1c[nH]c2c1cc(cc2)OS(=O)(=O)O
• InChI: InChI=1S/C10H12N2O4S/c11-4-3-7-6-12-10-2-1-8(5-9(7)10)16-17(13,14)15/h1-2,5-6,12H,3-4,11H2,(H,13,14,15)
• InChIKey: JFWYSGGSCOOBGK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-(2-aminoethyl)-1H-indol-5-yl]oxidanesulfonic acid
• IUPAC Traditional name: [3-(2-aminoethyl)-1H-indol-5-yl]oxidanesulfonic acid
• Synonyms: 3-(2-Aminoethyl)-1H-indol-5-ol 5-(Hydrogen Sulfate); 5-Hydroxytryptamine O-sulfate; 5-Hydroxytryptamine Sulfate; Serotonin Sulfate; 5-HT-Sulfate; Serotonin O-Sulfate

Database IDs

• CAS Number: 16310-20-6
• PubChem SID: 164233651
• PubChem CID: 152151

CALCULATED PROPERTIES

• Acid pKa: -1.6599967
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.30198103
• LogD (pH = 7.4): -0.30384368
• Log P: -0.3019589
• Molar Refractivity: 62.3456 cm^3
• Polarizability: 25.960215 Å^3
• Polar Surface Area: 105.41 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White to Off-White Solid
• Melting Point: >180°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - S275000

A metabolite of Serotonin (5-hydroxytryptamine, 5-HT).

REFERENCES

• Breithaupt, T., et al.: J. Exp. Biol., 202, 837 (1999)
• Endo, T., et al.: Toxicology, 153, 189 (1999)
• Sneddon, L., et al.: J. Exp. Biol., 203, 537 (1999)
• Stuart, J., et al.: J. Neurochem., 84, 1358 (1999)