Ethanolamine-O-sulfate

Ethanolamine-O-sulfate^[1]

Names
IUPAC name 2-Aminoethyl hydrogen sulfate
Other names Aminoethyl sulfate; 2-Aminoethyl hydrogen sulphate; Sulfuric acid mono 2-aminoethyl ester; WAS-34
Identifiers
CAS Number	926-39-6
3D model (Jmol)	Interactive image
Abbreviations	EOS
ChemSpider	63409
ECHA InfoCard	100.011.942
PubChem	5245535
InChI InChI=1S/C2H7NO4S/c3-1-2-7-8(4,5)6/h1-3H2,(H,4,5,6) Key: WSYUEVRAMDSJKL-UHFFFAOYSA-N InChI=1/C2H7NO4S/c3-1-2-7-8(4,5)6/h1-3H2,(H,4,5,6) Key: WSYUEVRAMDSJKL-UHFFFAOYAA
SMILES C(COS(=O)(=O)O)N
Properties
Chemical formula	C2H7NO4S
Molar mass	141.14 g·mol^−1
Melting point	277 °C (531 °F; 550 K) (decomposes)
Hazards
R-phrases	R22 R36/37/38
S-phrases	S26 S36
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Ethanolamine-O-sulfate (EOS) is an ester of sulfuric acid and ethanolamine. EOS is a GABA transaminase inhibitor which prevents the metabolism of GABA.^[2] It is used as a biochemical tool in studies involving GABA.

EOS is also a diuretic^[3] and an anticonvulsant.^[4]

References

1. 2-Aminoethyl hydrogen sulfate at Sigma-Aldrich
2. Gudelsky GA, Apud JA, Masotto C, Locatelli V, Cocchi D, Racagni G, Muller EE (1983). "Ethanolamine-O-sulfate enhances gamma-aminobutyric acid secretion into hypophysial portal blood and lowers serum prolactin concentrations". Neuroendocrinology. 37 (5): 397–9. doi:10.1159/000123580. PMID 6646351.
3. German Patent DE2345291: Diuretic aminoalkyl sulfates; Somani, Pitambar; Martin, Donald Lyons (1974)
4. Anlezark, Gill; Horton, Roger W.; Meldrum, Brian S.; Sawaya, M. Christina B. (1976). "Anticonvulsant action of ethanolamine-O-sulfate and di-n-propylacetate and the metabolism of γ-aminobutyric acid (GABA) in mice with audiogenic seizures". Biochemical Pharmacology. 25 (4): 413–417. doi:10.1016/0006-2952(76)90343-9. PMID 779794.